TWI756338B - Polymeric composition and optical anisotrope using the same - Google Patents

Polymeric composition and optical anisotrope using the same Download PDF

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TWI756338B
TWI756338B TW107101153A TW107101153A TWI756338B TW I756338 B TWI756338 B TW I756338B TW 107101153 A TW107101153 A TW 107101153A TW 107101153 A TW107101153 A TW 107101153A TW I756338 B TWI756338 B TW I756338B
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延藤浩一
桑名康弘
高崎美花
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日商迪愛生股份有限公司
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Abstract

本發明所欲解決的課題在於提供一種於成為聚合物之情形時硬化性高的聚合性組成物。進一步,提供一種由該聚合性組成物構成之光學異向體、相位差膜、光學補償膜、抗反射膜、透鏡、透鏡片、使用有該聚合性組成物之液晶顯示元件、有機發光顯示元件、照明元件、光學零件、著色劑、安全用標誌、雷射發光用構件、偏光膜、色材、印刷物等。 The problem to be solved by the present invention is to provide a polymerizable composition having high curability when used as a polymer. Further, an optical anisotropy, retardation film, optical compensation film, anti-reflection film, lens, lens sheet, a liquid crystal display element and an organic light-emitting display element using the polymerizable composition are provided. , lighting elements, optical parts, colorants, safety signs, components for laser light, polarizing films, color materials, printed matter, etc.

本案發明提供一種聚合性組成物,其含有聚合性化合物,該聚合性化合物具有含多個通式(IA)所表示之聚合性基之特定結構。 The present invention provides a polymerizable composition containing a polymerizable compound having a specific structure including a plurality of polymerizable groups represented by the general formula (IA).

Description

聚合性組成物及使用其之光學異向體 Polymeric composition and optical anisotrope using the same

本發明係關於一種需要各種光學特性之具有光學異向性的聚合物、適用作為膜之構成構件的聚合性組成物、及由該聚合性組成物構成之光學異向體、相位差膜、光學補償膜、抗反射膜、透鏡、透鏡片、使用有該聚合性組成物之液晶顯示元件、有機發光顯示元件、照明元件、光學零件、偏光膜、著色劑、安全用標誌、雷射發光用構件、印刷物等。 The present invention relates to a polymer having optical anisotropy requiring various optical properties, a polymerizable composition suitable for use as a constituent member of a film, and an optical anisotropy, retardation film, optical anisotropy composed of the polymerizable composition Compensation films, anti-reflection films, lenses, lens sheets, liquid crystal display elements using the polymerizable composition, organic light-emitting display elements, lighting elements, optical parts, polarizing films, colorants, safety signs, and laser light-emitting components , printed matter, etc.

具有聚合性基之化合物(聚合性化合物)被使用於各種光學材料。例如,可將含有聚合性化合物之聚合性組成物以液晶狀態排列後,使之聚合,藉此製作具有均一配向之聚合物。此種聚合物可使用於顯示器所需之偏光板、相位差板等。大多數之情形,為了滿足所要求之光學特性、聚合速度、溶解性、熔點、玻璃轉移溫度、聚合物之透明性、機械強度、表面硬度、耐熱性及耐光性,而使用含有2種以上之聚合性化合物的聚合性組成物。此時,對於所使用之聚合性化合物,要求在不會對其他特性造成不良影響下,會給聚合性組成物帶來良好之物性。 Compounds having a polymerizable group (polymerizable compounds) are used for various optical materials. For example, a polymer having a uniform alignment can be produced by arranging a polymerizable composition containing a polymerizable compound in a liquid crystal state and then polymerizing it. Such polymers can be used for polarizing plates, retardation plates, etc. required for displays. In most cases, in order to satisfy the required optical properties, polymerization rate, solubility, melting point, glass transition temperature, transparency of the polymer, mechanical strength, surface hardness, heat resistance and light resistance, a compound containing two or more kinds is used. A polymerizable composition of a polymerizable compound. In this case, the polymerizable compound used is required to bring good physical properties to the polymerizable composition without adversely affecting other properties.

為了提升液晶顯示器之視角,而要求使相位差膜之雙折射率的波長分散性小或者相反。作為達成此目的之材料,開發出各種具有逆波長分散性或者低波長分散性之聚合性液晶化合物。然而,當其等之聚合性化合物添加於聚合性組成物之情形時,會析出結晶,保存穩定性不夠(專利文獻1)。又,當 將聚合性組成物塗布於基材使之聚合之情形時,會有容易發生不均之問題(專利文獻1至專利文獻3)。當將發生有不均之膜例如使用於顯示器之情形時,會有下述問題:畫面之亮度會發生不均,或色調不自然,使顯示器製品之品質大幅降低。因此,要求開發可解決此種問題之具有逆波長分散性或者低波長分散性的聚合性液晶化合物。 In order to improve the viewing angle of the liquid crystal display, the wavelength dispersion of the birefringence of the retardation film is required to be small or opposite. As a material for this purpose, various polymerizable liquid crystal compounds having reverse wavelength dispersion or low wavelength dispersion have been developed. However, when a polymerizable compound such as this is added to a polymerizable composition, crystals are precipitated and storage stability is insufficient (Patent Document 1). Again, when When a polymerizable composition is applied to a base material and polymerized, there is a problem that unevenness tends to occur (Patent Documents 1 to 3). When a film with unevenness occurs, such as when it is used in a display, there will be the following problems: the brightness of the screen will be uneven, or the color tone will be unnatural, which will greatly reduce the quality of the display product. Therefore, development of a polymerizable liquid crystal compound having reverse wavelength dispersibility or low wavelength dispersibility that can solve such a problem has been demanded.

因此,我等正著手開發具有逆波長分散性之聚合性液晶化合物(專利文獻4)、要求開發一種聚合性化合物,其在添加於該聚合性組成物中而形成為聚合物之情形時,硬化性高、膜之耐久性不會變得不足。 Therefore, we are proceeding to develop a polymerizable liquid crystal compound having reverse wavelength dispersibility (Patent Document 4), and it is required to develop a polymerizable compound which, when added to the polymerizable composition to form a polymer, hardens High performance, the durability of the film will not become insufficient.

[先前技術文獻] [Prior Art Literature]

[專利文獻] [Patent Literature]

[專利文獻1]日本特開2008-107767號公報 [Patent Document 1] Japanese Patent Laid-Open No. 2008-107767

[專利文獻2]日本特表2010-522892號公報 [Patent Document 2] Japanese Patent Publication No. 2010-522892

[專利文獻3]日本特表2013-509458號公報 [Patent Document 3] Japanese Patent Publication No. 2013-509458

[專利文獻4]WO2016/056542A1號公報 [Patent Document 4] WO2016/056542A1

本發明所欲解決之課題為提供一種聚合性組成物,其形成為聚合物之情形時,硬化性高。進一步,提供一種由該聚合性組成物構成之光學異向體、相位差膜、光學補償膜、抗反射膜、透鏡、透鏡片、使用有該聚合性組成物之液晶顯示元件、有機發光顯示元件、照明元件、光學零件、著色劑、安全用標誌、雷射發光用構件、偏光膜、色材、印刷物等。 The problem to be solved by the present invention is to provide a polymerizable composition having high curability when formed as a polymer. Further, an optical anisotropy, retardation film, optical compensation film, anti-reflection film, lens, lens sheet, a liquid crystal display element and an organic light-emitting display element using the polymerizable composition are provided. , lighting elements, optical parts, colorants, safety signs, components for laser light, polarizing films, color materials, printed matter, etc.

本發明為了解決上述課題,著眼於一種使用有液晶化合物之聚合性組成物,該液晶化合物由具有多個聚合性基之特定結構構成,且經反覆潛心研究之結果,而提供本發明。 In order to solve the above-mentioned problems, the present invention is directed to a polymerizable composition using a liquid crystal compound composed of a specific structure having a plurality of polymerizable groups, and the present invention is provided as a result of intensive research.

亦即,本發明提供一種聚合性組成物,其含有聚合性化合物,該聚合性化合物具有含多個通式(IA)所表示之聚合性基之特定結構。 That is, the present invention provides a polymerizable composition containing a polymerizable compound having a specific structure including a plurality of polymerizable groups represented by the general formula (IA).

又,一併提供由該聚合性組成物構成之光學異向體、相位差膜、光學補償膜、抗反射膜、透鏡、透鏡片、使用有該聚合性組成物之液晶顯示元件、有機發光顯示元件、照明元件、光學零件、著色劑、安全用標誌、雷射發光用構件、印刷物等。 Also, an optical anisotropy, retardation film, optical compensation film, anti-reflection film, lens, lens sheet, a liquid crystal display element using the polymerizable composition, an organic light-emitting display device composed of the polymerizable composition are also provided. Components, lighting components, optical parts, colorants, safety signs, laser light-emitting components, printed matter, etc.

本發明之聚合性組成物藉由使用由具有多個聚合性基之特定結構構成且具有逆波長分散性之液晶化合物,而可得到於形成為聚合物之情形時硬化性高、且膜之耐久性不會變得不足之聚合性組成物。 The polymerizable composition of the present invention uses a liquid crystal compound having a specific structure having a plurality of polymerizable groups and having reverse wavelength dispersibility, so that when it is formed as a polymer, high curability and durability of the film can be obtained. A polymeric composition that does not become deficient in performance.

以下說明本發明之聚合性組成物之最佳形態,於本發明中,「液晶性化合物」意指表示具有液晶原(mesogen)性骨架之化合物,於化合物單獨時,亦可不顯示出液晶性。再者,可對聚合性組成物進行紫外線等之光照射或者藉由加熱進行聚合處理,藉此進行聚合物化(膜化)。 The best form of the polymerizable composition of the present invention will be described below. In the present invention, "liquid crystal compound" means a compound having a mesogen skeleton, and a compound alone may not exhibit liquid crystallinity. In addition, the polymerizable composition can be polymerized (film-formed) by irradiating the polymerizable composition with light such as ultraviolet rays or by performing a polymerization treatment by heating.

(3官能聚合性化合物) (Trifunctional polymerizable compound)

本發明之聚合性組成物中,將具有三個下述通式(IA)所表示之聚合性基 之化合物(3官能聚合性化合物)用作為必要成份。 The polymerizable composition of the present invention will have three polymerizable groups represented by the following general formula (IA) The compound (trifunctional polymerizable compound) is used as an essential ingredient.

Figure 107101153-A0202-12-0004-568
Figure 107101153-A0202-12-0004-568

通式(IA)中,P3表示聚合性基;Sp3表示間隔基團,於存在多個Sp3之情形時,其等可相同亦可不同,通式(IA)中,X3表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X3之情形時,其等可相同亦可不同(其中,P3-(Sp3-X3)k3-中不含有-O-O-鍵結);通式(IA)中,k3表示1至10之整數;通式(IA)中,A1及A2各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0004-290
烷-2,5-二基,此等基可未經取代或亦可被一個以上之取代基L取代;L表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰 基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,於化合物內存在多個L之情形時,其等可相同亦可不同,通式(IA)中,Z1及Z2各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z1之情形時,其等可相同亦可不同,於存在多個Z2之情形時,其等可相同亦可不同,m1及m2各自獨立地表示0至6之整數,m1+m2表示0至6之整數;通式(IA)中,Y表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、 -CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代;通式(IA)中,R1表示P1-(Sp1-X1)k1-所表示之基(式中,P1表示聚合性基,Sp1表示間隔基團,於存在多個Sp1之情形時,其等可相同亦可不同,X1表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X1之情形時,其等可相同亦可不同(其中,P1-(Sp1-X1)k1-中不含有-O-O-鍵結),k1表示0至10之整數);通式(IA)中,R2表示P2-(Sp2-X2)k2-所表示之基(式中,P2表示聚合性基,Sp2表示間隔基團,於存在多個Sp2之情形時,其等可相同亦可不同,X2表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X2之情形時,其等可相同亦可不同(其中,P2-(Sp2-X2)k2 -中不含有-O-O-鍵結),k2表示0至10之整數));於通式(IA)中,上述P1、P2及P3分別獨立地表示聚合性基,較佳為各自獨立地表示選自下述式(P-1)至式(P-19)中之基,
Figure 107101153-A0202-12-0007-569
In the general formula (IA), P 3 represents a polymerizable group; Sp 3 represents a spacer group, and when there are multiple Sp 3 , they may be the same or different, and in the general formula (IA), X 3 represents - O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH2- , -CH2S- , -CF2O-, -OCF2- , -CF2S- , -SCF2- , -CH= CH- COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N= N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 3 , they can be the same or different (wherein, P 3 -( Sp 3 -X 3 ) k3 - does not contain -OO- bond); in general formula (IA), k3 represents an integer from 1 to 10; in general formula (IA), A 1 and A 2 each independently represent 1 ,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl , tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0004-290
Alkane-2,5-diyl, which may be unsubstituted or substituted by one or more substituents L; L represents fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro group or One -CH 2 - or two or more non-adjacent -CH 2 - may be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH- , -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl with 1 to 20 carbon atoms, in which the Arbitrary hydrogen atoms may be substituted by fluorine atoms, and when there are multiple Ls in the compound, they may be the same or different. In the general formula (IA), Z 1 and Z 2 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO -O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO- CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, - COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH- , -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple Z 1 , they can be the same or different, and when there are multiple Z 2 In the general formula (IA), Y represents a hydrogen atom, a fluorine atom, and a chlorine atom. , bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, cyano group, isocyano group, amine group, hydroxyl group, mercapto group, methylamino group, dimethylamine group, diethylamine group, diisopropylamine group, trimethylamine group Silicon group, dimethylsilyl group, thioisocyano group or one -CH 2 - or two or more -CH 2 - not adjacent to each other can also be independently replaced by -O-, -S-, -CO- , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH =CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight chain with 1 to 20 carbon atoms In general formula (IA), R 1 represents a group represented by P 1 -(Sp 1 -X 1 ) k1 - (In the formula, P 1 represents a polymerizable group, Sp 1 represents a spacer group, and when there are multiple Sp 1 , they may be the same or different, and X 1 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO -, -SCH2- , -CH2S- , -CF2O-, -OCF2-, -CF2S- , -SCF2- , -CH= CH -COO-, -CH= CH -OCO- , -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 - OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH- , -CF=CF-, -C≡C- or single bond, when there are multiple X 1 , they can be the same or different (wherein, P 1 -(Sp 1 -X 1 ) k1 - is not in the In general formula (IA), R 2 represents the base represented by P 2 -(Sp 2 -X 2 ) k2 - (in the formula, P 2 represents A polymerizable group, Sp 2 represents a spacer group, and when there are multiple Sp 2 , they may be the same or different, X 2 represents -O-, -S-, -OCH 2 -, -CH 2 O- , -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH -, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO- , -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 2 , they can be the same or different (wherein, P 2 -(Sp 2 - X 2 ) k2 - does not contain a -OO- bond), k2 represents an integer from 0 to 10)); in the general formula (IA), the above P 1 , P 2 and P 3 each independently represent a polymerizable group, Preferably, each independently represents a group selected from the following formulae (P-1) to (P-19),
Figure 107101153-A0202-12-0007-569

其等聚合性基係藉由自由基聚合、自由基加成聚合、陽離子聚合及陰離子聚合而聚合。特別是於進行紫外線聚合來作為聚合方法之情形時,較佳為式(P-1)、式(P-2)、式(P-3)、式(P-4)、式(P-6)、式(P-10)、式(P-12)、式(P-14)或式(P-17),更佳為式(P-1)、式(P-2)、式(P-6)、式(P-10)或式(P-12),進而更佳為式(P-1)、式(P-2)或式(P-3),特佳為式(P-1)或式(P-2)。 Such polymerizable groups are polymerized by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. Especially in the case of carrying out ultraviolet polymerization as the polymerization method, formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-6) are preferred ), formula (P-10), formula (P-12), formula (P-14) or formula (P-17), more preferably formula (P-1), formula (P-2), formula (P-1) -6), formula (P-10) or formula (P-12), more preferably formula (P-1), formula (P-2) or formula (P-3), particularly preferably formula (P- 1) or formula (P-2).

於通式(IA)中,上述Sp1、Sp2及Sp3分別獨立地表示間隔基團,於存在多個Sp1、Sp2及Sp3之情形時,其等可相同亦可不同。從液晶性、原料取得之容易度及合成之容易度之觀點而言,於存在多個之情形時,各自可相同亦可不同,較佳為各自獨立地表示1個-CH2-或未相鄰之2個以上之-CH2-亦可 各自獨立地被-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之伸烷基,於存在多個之情形時,各自可相同亦可不同,更佳為各自獨立地表示1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-、-OCO-、-OCO-O-取代之碳原子數1至20之直鏈狀伸烷基,於存在多個之情形時,各自可相同亦可不同,再更佳為各自獨立地表示1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-取代之碳原子數1至12之直鏈狀伸烷基。從液晶性及對溶劑之溶解性之觀點而言,特佳為Sp1及Sp2各自獨立地表示碳原子數1至12之直鏈狀伸烷基,Sp3表示1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-取代之碳原子數1至12之直鏈狀伸烷基。 In the general formula (IA), the above-mentioned Sp 1 , Sp 2 and Sp 3 each independently represent a spacer group, and when a plurality of Sp 1 , Sp 2 and Sp 3 exist, they may be the same or different. From the viewpoints of liquid crystallinity, easiness of obtaining raw materials, and easiness of synthesis, when there are multiple ones, they may be the same or different, and it is preferable that each independently represents one -CH 2 - or no phase Two or more adjacent -CH 2 - may be independently -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO- S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 - , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO- , -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF- or -C≡C- substituted alkanes with 1 to 20 carbon atoms When there are more than one, each of them may be the same or different, more preferably, each independently represents one -CH 2 - or two or more -CH 2 - that are not adjacent to each other, and may be independently represented by - O-, -COO-, -OCO-, -OCO-O- substituted linear alkylene with 1 to 20 carbon atoms, when there are more than one, each of them may be the same or different, and more preferably It is a linear alkylene group having 1 to 12 carbon atoms, each independently representing one -CH 2 - or two or more non-adjacent -CH 2 - which may be independently substituted by -O-. From the viewpoints of liquid crystallinity and solubility in solvents, it is particularly preferred that Sp 1 and Sp 2 each independently represent a linear alkylene group having 1 to 12 carbon atoms, and Sp 3 represents 1 -CH 2 - or Two or more non-adjacent -CH 2 - may each independently be substituted with -O- as a linear alkylene group having 1 to 12 carbon atoms.

於通式(IA)中,上述X1、X2及X3分別獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多 個X1、X2及X3之情形時,其等可相同亦可不同。從原料取得之容易度及合成之容易度之觀點而言,於存在多個X1、X2及X3之情形時,各自可相同亦可不同,較佳為各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,更佳為各自獨立地表示-O-、-COO-、-OCO-或單鍵。從合成之容易度之觀點而言,特佳為X1及X2表示-O-,X3表示單鍵。 In the general formula (IA), the aforementioned X 1 , X 2 and X 3 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O- , -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, - COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, - CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, in the presence of In the case of a plurality of X 1 , X 2 and X 3 , they may be the same or different. From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, when there are a plurality of X 1 , X 2 and X 3 , each of them may be the same or different, and preferably independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, more preferably -O-, -COO-, -OCO- each independently or single key. From the viewpoint of ease of synthesis, it is particularly preferable that X 1 and X 2 represent -O-, and X 3 represents a single bond.

於通式(IA)中,k1及k2各自獨立地表示0至10之整數。從液晶性、原料取得之容易度之觀點而言,較佳為各自獨立地表示0至3之整數。從形成膜時之硬化收縮之觀點而言,更佳為各自獨立地表示1至3之整數,特佳為表示1。 In the general formula (IA), k1 and k2 each independently represent an integer of 0 to 10. From the viewpoint of liquid crystallinity and the ease of obtaining a raw material, it is preferable that each independently represents an integer of 0 to 3. From the viewpoint of curing shrinkage at the time of film formation, it is more preferable to represent each independently an integer of 1 to 3, and it is particularly preferable to represent 1.

於通式(IA)中,k3表示1至10之整數。從液晶性、原料取得之容易度之觀點而言,較佳為表示1至3之整數。從形成膜時之硬化收縮之觀點而言,特佳為表示1。 In the general formula (IA), k3 represents an integer of 1 to 10. From the viewpoint of liquid crystallinity and easiness of raw material acquisition, an integer representing 1 to 3 is preferred. From the viewpoint of hardening shrinkage at the time of film formation, it is particularly preferable to express 1.

於通式(IA)中,關於P3-(Sp3-X3)k3-所表示之基中之與N原子直接鍵結之基,從合成之容易度之觀點而言,較佳為-CH2-。 In the general formula (IA), among the groups represented by P 3 -(Sp 3 -X 3 ) k3 -, the group directly bonded to the N atom is preferably - from the viewpoint of ease of synthesis CH2- .

於通式(IA)中,關於P3-(Sp3-X3)k3-所表示之基,從相位差及逆波長分散性之經時穩定性及長時間照射紫外光之情形時之剝離之觀點而言,較佳為表示選自下述式(P3-1)、式(P3-2)或式(P3-3)中之基。 In the general formula (IA), regarding the group represented by P 3 -(Sp 3 -X 3 ) k3 -, from the time-dependent stability of retardation and reverse wavelength dispersibility, and the peeling in the case of long-term irradiation with ultraviolet light From a viewpoint, it is preferable to represent the group chosen from following formula (P3-1), formula (P3-2), or formula (P3-3).

Figure 107101153-A0202-12-0010-570
Figure 107101153-A0202-12-0010-570

Figure 107101153-A0202-12-0010-571
Figure 107101153-A0202-12-0010-571

Figure 107101153-A0202-12-0010-572
Figure 107101153-A0202-12-0010-572

(式中,P3表示與通式(IA)相同涵義,k3a表示2至20之整數,k3b表示1至6之整數)。於式(P3-1)中,從液晶性之觀點而言,更佳為k3a表示2至12之整數,特佳為表示2至8之整數。於式(P3-2)及式(P3-3)中,從液晶性之觀點而言,更佳為k3b表示1至3之整數,特佳為表示1或2。 (In the formula, P 3 represents the same meaning as in the general formula (IA), k3a represents an integer of 2 to 20, and k3b represents an integer of 1 to 6). In formula (P3-1), from the viewpoint of liquid crystallinity, k3a is more preferably an integer of 2 to 12, and particularly preferably an integer of 2 to 8. In the formula (P3-2) and the formula (P3-3), from the viewpoint of liquid crystallinity, it is more preferable that k3b represents an integer of 1 to 3, and it is particularly preferable that it represents 1 or 2.

於通式(IA)中,A1及A2各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0010-291
烷-2,5-二基,此等基可未經取代或亦可被一個以上之取代基L取代。從合成之容易度、原料取得之容易度及液晶性之觀點而言,A1及A2更佳為各自獨立地表示未經取代或是亦可被一個以上之取代基L取代之1,4-伸苯基、1,4-伸環己基、萘-2,6-二基,進而更佳為各自獨立地表示選自下述式(A-1)至式(A-11)中之基,
Figure 107101153-A0202-12-0011-573
In the general formula (IA), A 1 and A 2 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl , naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0010-291
Alkane-2,5-diyl, which may be unsubstituted or substituted with one or more substituents L. From the viewpoints of easiness of synthesis, easiness of obtaining raw materials, and liquid crystallinity, A 1 and A 2 more preferably each independently represent 1, 4 which are unsubstituted or may be substituted by one or more substituents L. -phenylene, 1,4-cyclohexylene, naphthalene-2,6-diyl, and more preferably, each independently represents a group selected from the following formula (A-1) to formula (A-11) ,
Figure 107101153-A0202-12-0011-573

進而更佳為各自獨立地表示選自式(A-1)至式(A-8)中之基,特佳為各自獨立地表示選自式(A-1)至式(A-4)中之基。 More preferably, each independently represents a group selected from formula (A-1) to formula (A-8), and particularly preferably each independently represents a group selected from formula (A-1) to formula (A-4) foundation.

於通式(I)中,L表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性、合成之容易度之觀點而言,於存在多個L之情形時,可相同亦可不同,較佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-COO-或-OCO-中之基取代之碳原子數1至12之直鏈狀或支鏈狀烷基,於存在多個L之情形時,可相同亦可不同,更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基或者烷氧基,於存在多個L之情形時,可相同亦可不同,進而更佳為氟原子、氯原子、或碳原子數1至8之 直鏈烷基或者直鏈烷氧基,於存在多個L之情形時,可相同亦可不同,特佳為表示氟原子、氯原子、甲基或甲氧基。於通式(IA)中,Z1及Z2各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z1之情形時,其等可相同亦可不同,於存在多個Z2之情形時,其等可相同亦可不同。關於Z1及Z2,從液晶性、原料取得之容易度及合成之容易度之觀點而言,於存在多個之情形時,可相同亦可不同,較佳為各自獨立地表示-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,於存在多個之情形時,可相同亦可不同,更佳為各自獨立地表示-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-或單鍵,於存在多個之情形時,可相同亦可不同,特佳為各自獨立地表示-OCH2-、-CH2O-、-COO-或-OCO-。 In the general formula (I), L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a di Methylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyano, or one -CH 2 - or two or more non-adjacent -CH 2 - Can be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH- , -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- Or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and easiness of synthesis, when there are a plurality of L, they may be the same or different, preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, and 1 -CH 2 - or 2 or more adjacent -CH 2 - can also be independently substituted by a group selected from -O-, -COO- or -OCO- with 1 to 12 carbon atoms. The straight-chain or branched-chain alkyl group may be the same or different when there are a plurality of L, and more preferably represents the number of carbon atoms in which a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom The linear or branched alkyl or alkoxy of 1 to 12 may be the same or different when there are multiple L, and more preferably a fluorine atom, a chlorine atom, or a carbon number of 1 to 8 The straight-chain alkyl group or straight-chain alkoxy group may be the same or different when a plurality of L is present, and particularly preferably represents a fluorine atom, a chlorine atom, a methyl group, or a methoxy group. In the general formula (IA), Z 1 and Z 2 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, - NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH =CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, if there are multiple Z In the case of 1 , they may be the same or different, and in the case of a plurality of Z 2 , they may be the same or different. Z 1 and Z 2 may be the same or different from the viewpoints of liquid crystallinity, easiness of obtaining raw materials, and easiness of synthesis, and may be the same or different, and preferably represent -OCH 2 independently of each other. - , -CH2O- , -COO-, -OCO-, -CF2O- , -OCF2- , -CH2CH2- , -CF2CF2- , -COO - CH2CH2- , -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or single bonds, when there are multiple ones, may be the same or different, more preferably independently Indicates -OCH 2 -, -CH 2 O-, -COO-, -OCO-, -CF 2 O-, -OCF 2 - or a single bond, and in the presence of more than one, it can be the same or different, especially preferred represent -OCH 2 -, -CH 2 O-, -COO- or -OCO- independently of each other.

於通式(IA)中,m1及m2各自獨立地表示0至6之整數,m1+m2表示0至6之整數。從對溶劑之溶解性、液晶性、相位差及逆波長分散性之經時穩定性之觀點而言,較佳為m1及m2各自獨立地表示1至3之整數,更佳為各自獨立地表示1或2,特佳為表示2。 In the general formula (IA), m1 and m2 each independently represent an integer from 0 to 6, and m1+m2 represents an integer from 0 to 6. From the viewpoint of the solubility with respect to solvent, liquid crystallinity, retardation, and stability over time of reverse wavelength dispersion, it is preferable that m1 and m2 each independently represent an integer of 1 to 3, and it is more preferable that each independently represent 1 or 2, preferably 2.

於通式(IA)中,Y表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性及合成之容易度之觀點而言,Y較佳為表示氫原子、氟原子、氯原子、硝基、氰基或基中之任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-或-OCO-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,Y更佳為表示氫原子或基中之任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基,Y進而更佳為表示氫原子或碳原子數1至12之直鏈狀烷基,Y特佳為表示氫原子。 In the general formula (IA), Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amine group, a hydroxyl group, a mercapto group, a methylamine group, dimethylamino group, diethylamine group, diisopropylamine group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or one -CH 2 - or two or more -CH 2 that are not adjacent to each other - can also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF= CF- or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and ease of synthesis, Y preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a nitro group, a cyano group, or any of the hydrogen atoms in the group may be substituted by a fluorine atom, and one - CH 2 - or two or more non-adjacent -CH 2 - can also be independently substituted with -O-, -S-, -CO-, -COO- or -OCO- with 1 to 20 carbon atoms Straight-chain or branched-chain alkyl group, Y preferably represents a hydrogen atom or a straight-chain or branched-chain alkyl group having 1 to 12 carbon atoms in which any hydrogen atom in the group may be substituted by a fluorine atom, Y More preferably, it represents a hydrogen atom or a straight-chain alkyl group having 1 to 12 carbon atoms, and Y is particularly preferably a hydrogen atom.

關於通式(IA)所表示之化合物,從相位差及逆波長分散性之經時穩定性、照射紫外光之情形時自基材剝離之難易度之觀點而言,較佳為下述通式(IA-i)所表示之化合物。 The compound represented by the general formula (IA) is preferably the following general formula from the viewpoints of the temporal stability of retardation and reverse wavelength dispersibility, and the ease of peeling from a substrate when irradiated with ultraviolet light The compound represented by (IA-i).

Figure 107101153-A0202-12-0013-574
Figure 107101153-A0202-12-0013-574

(式中,P1、P2、P3、Sp1、Sp2、Sp3、X1、X2、X3、k1、k2、k3、A1、A2、Z1、Z2、m1、m2及Y表示與通式(IA)相同涵義,較佳之基亦表示與通式(IA)相同者) (wherein, P 1 , P 2 , P 3 , Sp 1 , Sp 2 , Sp 3 , X 1 , X 2 , X 3 , k1 , k2 , k3 , A 1 , A 2 , Z 1 , Z 2 , m1 , m2 and Y represent the same meaning as the general formula (IA), and the preferred base also represents the same as the general formula (IA))

又,更佳為下述通式(IA-i-i)所表示之化合物。 Moreover, the compound represented by following general formula (IA-i-i) is more preferable.

Figure 107101153-A0202-12-0014-575
Figure 107101153-A0202-12-0014-575

(式中,P1、P2、P3、Sp1、Sp2、Sp3、X1、X2、X3、k1、k2、k3及Y表示與通式(IA)相同涵義,較佳之基亦為表示與通式(IA)相同者。A11及A22各自獨立地表示1,4-伸苯基、1,4-伸環己基或萘-2,6-二基,A12及A21各自獨立地表示1,4-伸苯基或1,4-伸環己基,Z11及Z22各自獨立地表示-OCH2-、-CH2O-、-CH2CH2-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH=CH-COO-、-OCO-CH=CH-或單鍵,Z12及Z21各自獨立地表示-OCH2-、-CH2O-、-CH2CH2-、-COO-、-OCO-、-CF2O-、-OCF2-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵) (wherein, P 1 , P 2 , P 3 , Sp 1 , Sp 2 , Sp 3 , X 1 , X 2 , X 3 , k1 , k2 , k3 and Y represent the same meanings as in the general formula (IA), preferably The group also represents the same as the general formula (IA). A 11 and A 22 each independently represent 1,4-phenylene, 1,4-cyclohexylene or naphthalene-2,6-diyl, A 12 and A 21 each independently represents 1,4-phenylene or 1,4-cyclohexylene, and Z 11 and Z 22 each independently represent -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, - COO-, -OCO-, -CF 2 O-, -OCF 2 -, -CH=CH-COO-, -OCO-CH=CH- or a single bond, Z 12 and Z 21 each independently represent -OCH 2 - , -CH 2 O-, -CH 2 CH 2 -, -COO-, -OCO-, -CF 2 O-, -OCF 2 -, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 - , -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or single bond)

進一步,特佳為下述通式(IA-i-i-i)所表示之化合物。 Further, particularly preferred are compounds represented by the following general formula (IA-i-i-i).

Figure 107101153-A0202-12-0014-576
Figure 107101153-A0202-12-0014-576

(式中,P1、P2、P3、Sp1、Sp2、Sp3、X1、X2、X3、k1、k2及k3表示與通式(IA)相同涵義,較佳之基亦為表示與通式(IA)相同者。A111及A221表示1,4-伸苯基,A121及A211表示1,4-伸環己基,Z111及Z221各自獨立地表示-OCH2-、-CH2O-、-COO-或-OCO-,Z121及Z211各自獨立地表示-OCH2-、-CH2O-、-COO-或-OCO-,Y1表示氫原子) (wherein, P 1 , P 2 , P 3 , Sp 1 , Sp 2 , Sp 3 , X 1 , X 2 , X 3 , k1 , k2 and k3 have the same meaning as in the general formula (IA), and the preferred bases are also to represent the same as general formula (IA). A 111 and A 221 represent 1,4-phenylene, A 121 and A 211 represent 1,4-cyclohexylene, and Z 111 and Z 221 each independently represent -OCH 2 -, -CH 2 O-, -COO- or -OCO-, Z 121 and Z 211 each independently represent -OCH 2 -, -CH 2 O-, -COO- or -OCO-, and Y 1 represents a hydrogen atom )

具體而言,作為通式(IA)所表示之化合物,較佳為下述式(IA-1)至式(IA-32)所表示之化合物。 Specifically, as the compound represented by the general formula (IA), the compounds represented by the following formulae (IA-1) to (IA-32) are preferable.

Figure 107101153-A0202-12-0016-577
Figure 107101153-A0202-12-0016-577

Figure 107101153-A0202-12-0016-578
Figure 107101153-A0202-12-0016-578

Figure 107101153-A0202-12-0016-579
Figure 107101153-A0202-12-0016-579

Figure 107101153-A0202-12-0016-580
Figure 107101153-A0202-12-0016-580

Figure 107101153-A0202-12-0016-581
Figure 107101153-A0202-12-0016-581

Figure 107101153-A0202-12-0017-582
Figure 107101153-A0202-12-0017-582

Figure 107101153-A0202-12-0017-583
Figure 107101153-A0202-12-0017-583

Figure 107101153-A0202-12-0017-584
Figure 107101153-A0202-12-0017-584

Figure 107101153-A0202-12-0017-585
Figure 107101153-A0202-12-0017-585

Figure 107101153-A0202-12-0017-586
Figure 107101153-A0202-12-0017-586

Figure 107101153-A0202-12-0018-587
Figure 107101153-A0202-12-0018-587

Figure 107101153-A0202-12-0018-588
Figure 107101153-A0202-12-0018-588

Figure 107101153-A0202-12-0018-589
Figure 107101153-A0202-12-0018-589

Figure 107101153-A0202-12-0018-590
Figure 107101153-A0202-12-0018-590

Figure 107101153-A0202-12-0018-591
Figure 107101153-A0202-12-0018-591

Figure 107101153-A0202-12-0019-592
Figure 107101153-A0202-12-0019-592

Figure 107101153-A0202-12-0019-593
Figure 107101153-A0202-12-0019-593

Figure 107101153-A0202-12-0019-594
Figure 107101153-A0202-12-0019-594

Figure 107101153-A0202-12-0019-595
Figure 107101153-A0202-12-0019-595

Figure 107101153-A0202-12-0019-596
Figure 107101153-A0202-12-0019-596

Figure 107101153-A0202-12-0020-597
Figure 107101153-A0202-12-0020-597

Figure 107101153-A0202-12-0020-598
Figure 107101153-A0202-12-0020-598

Figure 107101153-A0202-12-0020-599
Figure 107101153-A0202-12-0020-599

Figure 107101153-A0202-12-0020-600
Figure 107101153-A0202-12-0020-600

Figure 107101153-A0202-12-0020-601
Figure 107101153-A0202-12-0020-601

Figure 107101153-A0202-12-0020-602
Figure 107101153-A0202-12-0020-602

Figure 107101153-A0202-12-0021-603
Figure 107101153-A0202-12-0021-603

Figure 107101153-A0202-12-0021-604
Figure 107101153-A0202-12-0021-604

Figure 107101153-A0202-12-0021-605
Figure 107101153-A0202-12-0021-605

Figure 107101153-A0202-12-0021-606
Figure 107101153-A0202-12-0021-606

Figure 107101153-A0202-12-0021-607
Figure 107101153-A0202-12-0021-607

Figure 107101153-A0202-12-0022-608
Figure 107101153-A0202-12-0022-608

關於上述3官能聚合性化合物之合計含量,較佳為含有聚合性組成物所使用之聚合性化合物之總量中之2~100質量%,更佳為含有5~100質量%,特佳為含有5~100質量%。 The total content of the above trifunctional polymerizable compounds is preferably 2 to 100% by mass, more preferably 5 to 100% by mass, and particularly preferably 2 to 100% by mass in the total amount of the polymerizable compounds used in the polymerizable composition. 5 to 100% by mass.

又,於重視聚合性組成物之保存穩定性之情形時,較佳為將上限值設為95質量%以下,更佳為設為90質量%以下。 Moreover, when the storage stability of a polymerizable composition is important, it is preferable to make an upper limit into 95 mass % or less, and it is more preferable to make it 90 mass % or less.

(其他聚合性化合物) (other polymeric compounds)

本發明之聚合性組成物中,較佳為除了上述3官能聚合性化合物以外,還使用具有逆波長分散性,且具有一個聚合性基之聚合性化合物(逆波長分散性單官能聚合性化合物)及/或具有兩個聚合性基之聚合性化合物(逆波長分散性2官能聚合性化合物)。 In the polymerizable composition of the present invention, it is preferable to use, in addition to the trifunctional polymerizable compound, a polymerizable compound having reverse wavelength dispersibility and having one polymerizable group (reverse wavelength dispersive monofunctional polymerizable compound) and/or a polymerizable compound having two polymerizable groups (a reverse wavelength dispersive bifunctional polymerizable compound).

(逆波長分散性單官能聚合性化合物) (Reverse wavelength dispersive monofunctional polymerizable compound)

作為逆波長分散性單官能聚合性化合物,較佳為使用下述通式(I-1)所表示之聚合性化合物。 As the reverse wavelength dispersive monofunctional polymerizable compound, a polymerizable compound represented by the following general formula (I-1) is preferably used.

Figure 107101153-A0202-12-0022-609
Figure 107101153-A0202-12-0022-609

(式中,P11表示聚合性基;S11表示間隔基團或單鍵,於存在多個S11之情形時,其等可相同亦可不同,X11表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、 -SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X11之情形時,其等可相同亦可不同(其中,P11-(S11-X11)m11-中不含有-O-O-鍵結);MG11表示液晶原性基;R11表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、氰基、硝基、異氰基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代) (in the formula, P 11 represents a polymerizable group; S 11 represents a spacer group or a single bond, and when there are multiple S 11 , they may be the same or different, and X 11 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, - NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH -OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN =CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 11 , they can be the same or different (wherein, P 11 -(S 11 -X 11 ) m11 - does not contain -OO- bond); MG 11 represents a mesogenic group; R 11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isotope A cyano group, a thioisocyano group, or an alkyl group with 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may also be substituted by a fluorine atom , one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other can also be independently -O-, -S-, -CO-, -COO-, -OCO- , -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted)

通式(I-1)中,液晶原性基MG11表示式(1-a)。 In the general formula (I-1), the mesogenic group MG 11 represents the formula (1-a).

Figure 107101153-A0202-12-0023-610
Figure 107101153-A0202-12-0023-610

(式中,A11、A12各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0023-292
烷-2,5-二基,其等基可未經取代或亦可被一個以上之L1取代,於存在多個A11及/或A12之情形時,各自可相同亦可不同;Z11及Z12各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O -、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z11及/或Z12之情形時,各自可相同亦可不同;M表示選自下述式(M-1)至式(M-11)中之基,
Figure 107101153-A0202-12-0024-611
(In the formula, A 11 and A 12 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0023-292
Alkane-2,5-diyl, which can be unsubstituted or substituted by one or more L 1 , and when there are multiple A 11 and/or A 12 , each of them can be the same or different; Z 11 and Z 12 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O- CO - O- , -CO-NH-, -NH-CO-, -SCH2- , -CH2S-, -CF2O-, -OCF2- , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple Z 11 and/or Z 12 , each may be the same or different; M represents a group selected from the following formula (M-1) to formula (M-11),
Figure 107101153-A0202-12-0024-611

其等基可未經取代或亦可被一個以上之L1取代,G表示選自下述式(G-1)至式(G-6)中之基,

Figure 107101153-A0202-12-0024-612
Such groups may be unsubstituted or may be substituted by one or more L 1 , and G represents a group selected from the following formulae (G-1) to (G-6),
Figure 107101153-A0202-12-0024-612

(式中,R3表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、- COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;W11表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L1取代;W12表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代,或者,W12亦可表示與W11相同涵義,又,W11及W12亦可彼此連結而形成相同之環結構;W13、W14分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、碳原子數2至20之烷羰氧基(alkylcarbonyloxy group),上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;其中,於上述M選自式(M-1)~式(M-10)之情形時,G選自式(G-1)~式(G-5),於M為式(M-11)之情形時,G表示式(G-6);L1表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、 二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,m11表示0至8之整數,j11表示0至5之整數,j12表示1至5之整數,j11+j12表示1至5之整數) (in the formula, R 3 represents a hydrogen atom, or an alkyl group with 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may also be replaced by a fluorine atom Substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; W 11 represents at least one aromatic group A group with 5 to 30 carbon atoms, which may be unsubstituted or substituted by one or more L 1 ; W 12 represents a hydrogen atom or an alkyl group with 1 to 20 carbon atoms, and the alkyl group may be straight The chain can also be branched, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom and/or -OH, one -CH 2 - in the alkyl group or two or more non-adjacent ones -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- is substituted, or W 12 can also represent the same meaning as W 11 , and W 11 and W 12 can also be connected to each other to form the same ring structure; W 13 and W 14 are respectively Independently represents a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carboxyl group, an amino group, a carboxamide group, a group having at least one aromatic group having 5 to 30 carbon atoms, and a carbon number of 1 Alkyl to 20, cycloalkyl of 3 to 20 carbon atoms, alkenyl of 2 to 20 carbon atoms, cycloalkenyl of 3 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, carbon Alkyloxy group having 2 to 20 atoms, alkylcarbonyloxy group having 2 to 20 carbon atoms, the above-mentioned alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, alkoxy group, aryloxy group, alkane One -CH 2 - in the carbonyloxy group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; wherein, in the above M is selected from the formula (M- In the case of 1) ~ formula (M-10), G is selected from formula (G-1) ~ formula (G-5), when M is the case of formula (M-11), G represents formula (G-6 ); L 1 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, and a diethylamino group , diisopropylamine group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or alkyl group with 1 to 20 carbon atoms, the alkyl group can be straight chain It can also be branched, any hydrogen atom can also be replaced by a fluorine atom, and one -CH 2 - in the alkyl group or two or more -CH 2 - that are not adjacent to each other can also be independently selected. From -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH- CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡ group substitution in C-, m11 represents an integer from 0 to 8, j11 represents an integer from 0 to 5, j12 represents an integer from 1 to 5, and j11+j12 represents an integer from 1 to 5)

於通式(1-1)中,聚合性基P11較佳為表示選自下述式(P-1)至式(P-20)中之基,

Figure 107101153-A0202-12-0026-613
In the general formula (1-1), the polymerizable group P 11 preferably represents a group selected from the following formulae (P-1) to (P-20),
Figure 107101153-A0202-12-0026-613

其等聚合性基可藉由自由基聚合、自由基加成聚合、陽離子聚合及陰離子聚合而進行聚合。特別是於進行紫外線聚合來作為聚合方法之情形時,較佳為式(P-1)、式(P-2)、式(P-3)、式(P-4)、式(P-5)、式(P -7)、式(P-11)、式(P-13)、式(P-15)或式(P-18),更佳為式(P-1)、式(P-2)、式(P-7)、式(P-11)或式(P-13),進而更佳為式(P-1)、式(P-2)或式(P-3),特佳為式(P-1)或式(P-2)。 Such polymerizable groups can be polymerized by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. Especially in the case of carrying out ultraviolet polymerization as the polymerization method, formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-5) are preferred ), formula (P -7), formula (P-11), formula (P-13), formula (P-15) or formula (P-18), more preferably formula (P-1), formula (P-2), formula (P-7), formula (P-11) or formula (P-13), more preferably formula (P-1), formula (P-2) or formula (P-3), particularly preferably formula ( P-1) or formula (P-2).

於通式(1-1)中,S11表示間隔基團或單鍵,於存在多個S11之情形時,其等可相同亦可不同。又,作為間隔基團,較佳為表示1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-、-OCO-、-OCO-O-、-CO-NH-、-NH-CO-、-CH=CH-、或-C≡C-取代之碳原子數1至20之伸烷基。從原料取得之容易度及合成之容易度之觀點而言,於存在多個S11之情形時,各自可相同亦可不同,更佳為各自獨立地表示1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-、-OCO-取代之碳原子數1至10之伸烷基或單鍵,進而更佳為各自獨立地表示碳原子數1至10之伸烷基或單鍵,於存在多個之情形時,各自可相同亦可不同,特佳為各自獨立地表示碳原子數1至8之伸烷基。 In the general formula (1-1), S 11 represents a spacer group or a single bond, and when there are a plurality of S 11 , these may be the same or different. In addition, as the spacer group, it is preferable to represent one -CH 2 - or two or more -CH 2 - which are not adjacent to each other and may be independently replaced by -O-, -COO-, -OCO-, and -OCO. -O-, -CO-NH-, -NH-CO-, -CH=CH-, or -C≡C- substituted alkylene with 1 to 20 carbon atoms. From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, when there are a plurality of S 11s , each of them may be the same or different, and more preferably each independently represents one -CH 2 - or not adjacent to each other Two or more of -CH 2 - may be independently represented by -O-, -COO-, -OCO-, an alkylene group having 1 to 10 carbon atoms or a single bond, and more preferably each independently When there are plural alkylene groups or single bonds having 1 to 10 carbon atoms, each may be the same or different, and it is particularly preferable that each independently represents an alkylene group having 1 to 8 carbon atoms.

於通式(1-1)中,X11表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X11之情形時,其等可相同亦可不同(其中,P11-(S11-X11)m11-中不含有-O-O-鍵結)。又,從原料取得之容易度及合成之容易度之觀點而言,於存在多個之情形時,各自可相同亦可不同,較佳為各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、 -COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,更佳為各自獨立地表示-O-、-OCH2-、-CH2O-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,於存在多個之情形時,各自可相同亦可不同,特佳為各自獨立地表示-O-、-COO-、-OCO-或單鍵。 In the general formula (1-1), X 11 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 11 , They may be the same or different (wherein, P 11 -(S 11 -X 11 ) m11 - does not contain -OO- linkage). In addition, from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, in the case of a plurality of cases, each of them may be the same or different, and it is preferable to represent -O-, -S-, and -OCH independently of each other. 2 -, -CH 2 O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, - COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, more preferably -O-, - each independently OCH 2 -, -CH 2 O-, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond may be the same or different from each other when there are a plurality of them, and it is particularly preferable that each independently represents -O-, -COO-, -OCO- or a single bond.

於通式(1-1)中,A11及A12各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0028-293
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L取代,於存在多個A11及/或A12之情形時,各自可相同亦可不同。從原料取得之容易度及合成之容易度之觀點而言,A11及A12較佳為各自獨立地表示未經取代或亦可被一個以上之L1取代之1,4-伸苯基、1,4-伸環己基或萘-2,6-二基,更佳為各自獨立地表示選自下述式(A-1)至式(A-11)中之基,
Figure 107101153-A0202-12-0028-614
In the general formula (1-1), A 11 and A 12 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5- diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0028-293
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted with one or more L, and when there are multiple A 11 and/or A 12 , each may be the same or different. From the viewpoints of ease of obtaining raw materials and ease of synthesis, A 11 and A 12 preferably each independently represent a 1,4-phenylene group which is unsubstituted or may be substituted by one or more L 1 , 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formulae (A-1) to (A-11),
Figure 107101153-A0202-12-0028-614

進而更佳為表示各自獨立地選自式(A-1)至式(A-8)中之基,特佳為各自獨立地表示選自式(A-1)至式(A-4)中之基。 Furthermore, it is more preferable to represent the groups independently selected from the formulae (A-1) to (A-8), and it is particularly preferable to represent the groups independently selected from the formulae (A-1) to the formula (A-4). foundation.

於通式(1-1)中,Z11及Z12各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z11及/或Z12之情形時,各自可相同亦可不同。從化合物之液晶性、原料取得之容易度及合成之容易度之觀點而言,Z11及Z12較佳為各自獨立地表示單鍵、-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-CF=CF-、-C≡C-或單鍵,更佳為各自獨立地表示-OCH2-、-CH2O-、-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-C≡C-或單鍵,進而更佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,特佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-或單鍵。 In the general formula (1-1), Z 11 and Z 12 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, - COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO- , -NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, - SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, In the case of each of Z 11 and/or Z 12 , each may be the same or different. From the viewpoints of liquid crystallinity of the compound, easiness of obtaining raw materials, and easiness of synthesis, it is preferable that Z 11 and Z 12 each independently represent a single bond, -OCH 2 -, -CH 2 O-, -COO- , -OCO-, -CF 2 O-, -OCF 2 -, -CH 2 CH 2 -, -CF 2 CF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH =CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, more preferably -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -COO-, -OCO each independently -, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH=CH-, -C≡C-, or single bond, more preferably -CH 2 CH 2 -, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 - each independently COO-, -CH 2 CH 2 -OCO- or a single bond, particularly preferably, each independently represents -CH 2 CH 2 -, -COO-, -OCO- or a single bond.

於通式(1-1)中,M表示選自下述式(M-1)至式(M-11)中之基,

Figure 107101153-A0202-12-0030-615
In the general formula (1-1), M represents a group selected from the following formulas (M-1) to (M-11),
Figure 107101153-A0202-12-0030-615

此等基可未經取代或亦可被一個以上之L1取代。從原料取得之容易度及合成之容易度之觀點而言,M較佳為各自獨立地表示選自未經取代或亦可被一個以上之L取代之式(M-1)或式(M-2)或者未經取代之式(M-3)至式(M-6)之基,更佳為表示選自未經取代或亦可被一個以上之L1取代之式(M-1)或式(M-2)之基,特佳為表示選自未經取代之式(M-1)或式(M-2)之基。 These groups may be unsubstituted or may also be substituted with one or more L 1 . From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, each M preferably independently represents a formula (M-1) or a formula (M- 2) or the unsubstituted group of formula (M-3) to formula (M-6), more preferably, it is selected from unsubstituted or can be substituted by one or more L 1 of formula (M-1) or The group of formula (M-2) is particularly preferably a group selected from unsubstituted formula (M-1) or formula (M-2).

於通式(1)中,R11表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、氰基、硝基、異氰基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性及合成之容易度之觀點而言,R11較佳為表示氫原子、氟原子、氯原子、氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-、-OCO-、-O-CO-O-取代之碳原子數1至12之直鏈或支鏈烷基,更佳為表示氫原子、氟原子、氯原子、氰基、或碳原子數1至12之直鏈烷基或直鏈烷氧基,特佳為表示碳原子數1至12之直鏈烷基或直鏈烷氧基。 In the general formula (1), R 11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, or 1 Each -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted straight-chain or branched-chain alkyl with 1 to 20 carbon atoms, Any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and ease of synthesis, R 11 preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, or one -CH 2 - or two or more non-adjacent -CH 2 -A straight-chain or branched alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO-, -OCO-, -O-CO-O-, more preferably a hydrogen atom, A fluorine atom, a chlorine atom, a cyano group, or a straight-chain alkyl group or a straight-chain alkoxy group having 1 to 12 carbon atoms, particularly preferably a straight-chain alkyl group or a straight-chain alkoxy group having 1 to 12 carbon atoms.

於通式(1-1)中,G表示選自式(G-1)至式(G-6)中之 基,

Figure 107101153-A0202-12-0031-616
In general formula (1-1), G represents a group selected from formula (G-1) to formula (G-6),
Figure 107101153-A0202-12-0031-616

式中,R3表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。 In the formula, R 3 represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted carbon number 1 to 20 In the straight-chain or branched-chain alkyl group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom.

又,W11表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L1取代。 Moreover, W11 represents the C5-C30 group which has at least one aromatic group, and this group may be unsubstituted or may be substituted by one or more L1.

W12表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,或者,W12亦可表示與W11相同涵義,又,W11及W12一起形成環結構亦可。 W 12 represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted linear or branched alkane with 1 to 20 carbon atoms group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, or W 12 may represent the same meaning as W 11 , and W 11 and W 12 may form a ring structure together.

W13、W14分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、碳原子數2至20之烷羰氧基,上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧 基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代。 W 13 and W 14 each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine carboxyl group, an amino group, a sulfamoyl group, or a group having at least one aromatic group and having 5 to 30 carbon atoms. base, alkyl group with 1 to 20 carbon atoms, cycloalkyl group with 3 to 20 carbon atoms, alkenyl group with 2 to 20 carbon atoms, cycloalkenyl group with 3 to 20 carbon atoms, cycloalkenyl group with 1 to 20 carbon atoms alkoxy, alkoxy with 2 to 20 carbon atoms, alkoxycarbonyl with 2 to 20 carbon atoms, the above-mentioned alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkoxy, alkoxy , 1 -CH 2 - in the alkycarbonyloxy group or two or more -CH 2 - not adjacent to each other can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted.

L1表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,於化合物內存在多個L1之情形時,其等可相同亦可不同。 L 1 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diethylamino group Isopropylamine group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or alkyl group with 1 to 20 carbon atoms, the alkyl group can be linear or branched, and any hydrogen atom can also be may be substituted by a fluorine atom, and one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH Group substitution in =CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-, there are multiple in the compound In the case of L1, they may be the same or different.

又,R3分別獨立地表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性及合成之容易度之觀點而言,R2較佳為表示任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-或-OCO-取代之碳原子數1至12之直鏈狀或支鏈狀烷基,更佳為表示任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基,特佳為表示碳原子數1至12之直鏈狀烷基。 In addition, R 3 each independently represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may each independently be represented by -O-, -S-, -CO-, - COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- Substituted carbon number 1 A straight-chain or branched-chain alkyl group ranging from 20 to 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and ease of synthesis, R 2 preferably represents that any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - also A straight-chain or branched-chain alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO- or -OCO-, preferably any hydrogen atom may be substituted by a fluorine atom The linear or branched alkyl group having 1 to 12 carbon atoms is particularly preferably a linear alkyl group having 1 to 12 carbon atoms.

又,W11表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L1取代。W11中所含有之芳香族基亦可為芳香族烴基或芳香族雜環,亦可包含兩者。此等芳香族基可經由單鍵或連結基團(linking group)鍵結,或亦可形成縮合環。又,W11除了芳香族基以外,亦可含有芳香族基以外之非環式結構及/或環式結構。從原料取得之容易度及合成之容易度之觀點而言,W11所含之芳香族基較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-1)至式(W-19)中之基,

Figure 107101153-A0202-12-0033-617
Moreover, W11 represents the C5-C30 group which has at least one aromatic group, and this group may be unsubstituted or may be substituted by one or more L1. The aromatic group contained in W 11 may be an aromatic hydrocarbon group or an aromatic heterocycle, or both may be included. These aromatic groups may be bonded via a single bond or a linking group, or may also form a condensed ring. Moreover, W 11 may contain an acyclic structure other than an aromatic group and/or a cyclic structure other than an aromatic group. From the viewpoint of the ease of obtaining raw materials and the ease of synthesis, the aromatic group contained in W 11 preferably represents the following formula (W- 1) to the base in formula (W-19),
Figure 107101153-A0202-12-0033-617

(式中,其等基亦可於任意之位置具有鍵結鍵,亦可形成以單鍵連結選自此等之基中兩個以上之芳香族基而成之基,Q1表示-O-、-S-、-NR4-(式中,R4表示氫原子或碳原子數1至8之烷基)或-CO-。其等芳香族基中之-CH=亦可各自獨立地被-N=取代,-CH2-亦可各自獨立地被-O-、-S-、-NR4-(式中,R4表示氫原子或碳原子數1至8之烷基)或-CO-取代,不包含-O-O-鍵結。作為式(W-1)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-1-1)至式(W-1-8)中之基,

Figure 107101153-A0202-12-0034-618
(In the formula, the groups such as these may have a bonding bond at any position, and may form a group formed by connecting two or more aromatic groups selected from these groups by a single bond, and Q 1 represents -O- , -S-, -NR 4 - (in the formula, R 4 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or -CO-. -CH= in their aromatic groups can also be independently replaced by -N= substituted, -CH 2 - can also be independently replaced by -O-, -S-, -NR 4 - (in the formula, R 4 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms) or -CO -Substituted, not including -OO- bond. As the group represented by the formula (W-1), it is preferable to represent the following formula (W-1 which is selected from unsubstituted or may be substituted by one or more L 1 ) -1) to the base in formula (W-1-8),
Figure 107101153-A0202-12-0034-618

(式中,其等之基亦可於任意之位置具有鍵結鍵),作為式(W-7)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-7-1)至式(W-7-7)中之基,

Figure 107101153-A0202-12-0034-619
(In the formula, the groups such as those may have a bonding bond at any position), as the group represented by the formula (W-7), it is preferable to represent a group selected from unsubstituted or one or more L 1 Substituted groups in the following formula (W-7-1) to formula (W-7-7),
Figure 107101153-A0202-12-0034-619

(式中,其等之基亦可於任意之位置具有鍵結鍵),作為式(W-10)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-10-1)至式(W-10-8)中之基,

Figure 107101153-A0202-12-0035-620
(In the formula, the groups such as those may have a bonding bond at any position), as the group represented by the formula (W-10), it is preferable to represent a group selected from the group consisting of unsubstituted or one or more L 1 . Substituted groups in the following formula (W-10-1) to formula (W-10-8),
Figure 107101153-A0202-12-0035-620

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-11)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-11-1)至式(W-11-13)中之基,

Figure 107101153-A0202-12-0035-802
(In the formula, the bases such as these may also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-11), preferably represents a group selected from the following formulae (W-11-1) to (W-11-13) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0035-802

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-12)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-12-1)至式(W-12-19)中之基,

Figure 107101153-A0202-12-0036-622
(In the formula, the bases of the formula (W-12) can also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. As the base represented by the formula (W-12), preferably represents a group selected from the following formulae (W-12-1) to (W-12-19) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0036-622

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-13)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-13-1)至式(W-13-10)中之基,

Figure 107101153-A0202-12-0036-623
(In the formula, the bases such as these may also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-13), preferably represents a group selected from the following formulae (W-13-1) to (W-13-10) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0036-623

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-14)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-14-1)至式(W-14-4)中之基,

Figure 107101153-A0202-12-0037-624
(In the formula, the bases such as these may also have a bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-14), preferably represents a group selected from the following formulae (W-14-1) to (W-14-4) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0037-624

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-15)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-15-1)至式(W-15-18)中之基,

Figure 107101153-A0202-12-0037-625
(In the formula, the bases such as these may also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-15), preferably represents a group selected from the following formulae (W-15-1) to (W-15-18) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0037-625

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-16)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-16-1)至式(W-16-4)中之基,

Figure 107101153-A0202-12-0038-626
(In the formula, the bases such as these may also have a bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-16), preferably represents a group selected from the following formulae (W-16-1) to (W-16-4) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0038-626

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-17)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-17-1)至式(W-17-6)中之基,

Figure 107101153-A0202-12-0038-627
(In the formula, the bases such as these may also have a bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-17), preferably represents a group selected from the following formulae (W-17-1) to (W-17-6) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0038-627

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-18)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-18-1)至式(W-18-6)中之基,

Figure 107101153-A0202-12-0038-628
(In the formula, the bases such as these may also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-18), preferably represents a group selected from the following formulae (W-18-1) to (W-18-6) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0038-628

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基),作為式(W-19)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-19-1)至式(W-19-9)中之基,

Figure 107101153-A0202-12-0039-629
(In the formula, the bases such as these may also have a bonding bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-19), preferably represents a group selected from the following formulae (W-19-1) to (W-19-9) which are unsubstituted or may be substituted by one or more L 1 ,
Figure 107101153-A0202-12-0039-629

(式中,其等之基亦可於任意之位置具有鍵結鍵,R3表示氫原子或碳原子數1至8之烷基)。W11中所含有之芳香族基,較佳為表示選自未經取代或亦可被一個以上之L1取代之式(W-1-1)、式(W-7-1)、式(W-7-2)、式(W-7-7)、式(W-8)、式(W-10-6)、式(W-10-7)、式(W-10-8)、式(W-11-8)、式(W-11-9)、式(W-11-10)、式(W-11-11)、式(W-11-12)或式(W-11-13)中之基,特佳為表示選自未經取代或亦可被一個以上之L1取代之式(W-1-1)、式(W-7-1)、式(W-7-2)、式(W-7-7)、式(W-10-6)、式(W-10-7)或式(W-10-8)中之基。進一步,W11特佳為表示選自下述式(W-a-1)至式(W-a-6)中之基,

Figure 107101153-A0202-12-0039-630
(In the formula, the other groups may have a bond at any position, and R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms). The aromatic group contained in W 11 preferably represents a formula (W-1-1), a formula (W - 7-1), a formula ( W-7-2), formula (W-7-7), formula (W-8), formula (W-10-6), formula (W-10-7), formula (W-10-8), Formula (W-11-8), Formula (W-11-9), Formula (W-11-10), Formula (W-11-11), Formula (W-11-12) or Formula (W-11 The group in -13) is particularly preferably selected from the group consisting of formula (W-1-1), formula (W-7-1), formula (W-7) which are unsubstituted or may be substituted by one or more L 1 . -2), formula (W-7-7), formula (W-10-6), formula (W-10-7) or formula (W-10-8). Further, W 11 is particularly preferably a group selected from the following formulas (Wa-1) to (Wa-6),
Figure 107101153-A0202-12-0039-630

(式中,r表示0至5之整數,s表示0至4之整數,t表示0至3之整數)。 (In the formula, r represents an integer from 0 to 5, s represents an integer from 0 to 4, and t represents an integer from 0 to 3).

W12表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,或者,W12亦可表示與W11相同涵義,又,W11及W12亦可一起形成環結構。 W 12 represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted linear or branched alkane with 1 to 20 carbon atoms group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or W 12 may represent the same meaning as W 11 , and W 11 and W 12 may form a ring structure together.

從原料取得之容易度及合成之容易度之觀點而言,W12較佳為表示氫原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-CO-、-COO-、-OCO-、-CH=CH-COO-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,更佳為表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,特佳為表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-取代之碳原子數1至12之直鏈狀烷基。又,於W12表示與W11相同涵義之情形時,W12可與W11相同亦可不同,較佳之基與針對W11之記載相同。又,於W11及W12一起形成環結構之情形時,-NW11W12所表示之環狀基較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-b-1)至式(W-b-42)中之基,

Figure 107101153-A0202-12-0041-631
From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, W 12 preferably represents a hydrogen atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two adjacent ones The above -CH 2 - may be independently replaced by -O-, -CO-, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms, more preferably representing a hydrogen atom, or 1 -CH 2 - or 2 adjacent ones A linear or branched alkyl group having 1 to 20 carbon atoms, each of which may be independently substituted by -O-, is preferably a hydrogen atom, or one -CH 2 - or Two or more non-adjacent -CH 2 - may each independently be a straight-chain alkyl group having 1 to 12 carbon atoms substituted with -O-. Furthermore, when W12 represents the same meaning as W11 , W12 may be the same as or different from W11 , and a preferable basis is the same as that described for W11 . In addition, when W 11 and W 12 together form a ring structure, the cyclic group represented by -NW 11 W 12 preferably represents the following formula selected from unsubstituted or substituted by one or more L 1 (Wb-1) to the base in formula (Wb-42),
Figure 107101153-A0202-12-0041-631

(式中,R3表示氫原子或碳原子數1至8之烷基),從原料取得之容易度及合 成之容易度之觀點而言,特佳為表示選自未經取代或亦可被一個以上之L取代之式(W-b-20)、式(W-b-21)、式(W-b-22)、式(W-b-23)、式(W-b-24)、式(W-b-25)或式(W-b-33)中之基。 (in the formula, R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, it is particularly preferable to represent a group selected from unsubstituted or alternatively substituted One or more L-substituted formula (Wb-20), formula (Wb-21), formula (Wb-22), formula (Wb-23), formula (Wb-24), formula (Wb-25) or formula ( Wb-33) in the base.

又,=CW11W12所表示之環狀基較佳為表示選自未經取代或亦可被一個以上之L1取代之下述式(W-c-1)至式(W-c-81)中之基,

Figure 107101153-A0202-12-0042-632
In addition, the cyclic group represented by =CW 11 W 12 preferably represents a group selected from the following formulae (Wc-1) to (Wc-81) which are unsubstituted or may be substituted by one or more L 1 . base,
Figure 107101153-A0202-12-0042-632

Figure 107101153-A0202-12-0043-633
Figure 107101153-A0202-12-0043-633

Figure 107101153-A0202-12-0044-634
Figure 107101153-A0202-12-0044-634

(式中,R3表示氫原子或碳原子數1至8之烷基),從原料取得之容易度及合成之容易度之觀點而言,特佳為表示選自未經取代或亦可被一個以上之L1取代之式(W-c-11)、式(W-c-12)、式(W-c-13)、式(W-c-14)、式(W-c-53)、式(W-c-54)、式(W-c-55)、式(W-c-56)、式(W-c-57)或式(W-c-78)中之基。 (in the formula, R 3 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, it is particularly preferable to represent a group selected from unsubstituted or alternatively substituted One or more L 1 substituted formula (Wc-11), formula (Wc-12), formula (Wc-13), formula (Wc-14), formula (Wc-53), formula (Wc-54), formula (Wc-55), formula (Wc-56), formula (Wc-57) or formula (Wc-78).

關於W11及W12中所含有之π電子之總數,從波長分散特性、保存穩定性、液晶性及合成之容易度之觀點而言,較佳為4至24。 The total number of π electrons contained in W 11 and W 12 is preferably 4 to 24 from the viewpoints of wavelength dispersion characteristics, storage stability, liquid crystallinity, and ease of synthesis.

上述W13更佳為選自氰基、硝基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO- 或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,特佳為選自氰基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-各自獨立地被-CO-、-COO-、-OCO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,W14更佳為選自氰基、硝基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,特佳為選自氰基、羧基、1個-CH2-或未相鄰之2個以上-CH2-各自獨立地被-CO-、-COO-、-OCO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基。 The above W 13 is more preferably selected from a cyano group, a nitro group, a carboxyl group, one -CH 2 - or two or more -CH 2 - not adjacent to each other independently by -O-, -S-, -CO- , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted carbon atoms The group in the alkyl group, alkenyl group, alkenyl group, alkoxy group, and alkcarbonyloxy group of 1 to 20, particularly preferably selected from cyano group, carboxyl group, one -CH 2 - or two or more non-adjacent -CH groups 2 - The number of carbon atoms substituted by -CO-, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- independently from 1 to The group in the alkyl group, alkenyl group, alkanoyloxy group and alkanecarbonyloxy group of 20, W 14 is more preferably selected from cyano group, nitro group, carboxyl group, 1 -CH 2 - or two or more adjacent ones -CH2- is independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO -NH-, -NH-CO- or -C≡C- substituted alkyl group with 1 to 20 carbon atoms, alkenyl group, alkanoyloxy group, alkanecarbonyloxy group, particularly preferably selected from cyano, A carboxyl group, one -CH 2 - or two or more non-adjacent -CH 2 - groups are each independently -CO-, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted alkyl group with 1 to 20 carbon atoms, alkenyl group, alkanoyloxy group and alkanecarbonyloxy group.

L1表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性、合成之容易度之觀點而言,L1較佳為表示氟原子、氯原子、五氟硫烷基、硝基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-O-CO-O-、-CH=CH-、-CF=CF-或-C≡C-中之基取代之碳原子數1至20之直鏈狀或支鏈狀烷基,更佳為表示氟原 子、氯原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-COO-或-OCO-中之基取代之碳原子數1至12之直鏈狀或支鏈狀烷基,再更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基或者烷氧基,特佳為表示氟原子、氯原子、或碳原子數1至8之直鏈烷基或者直鏈烷氧基。 L 1 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diethylamino group Isopropylamine, trimethylsilyl, dimethylsilyl, thioisocyano, or one -CH 2 - or two or more non-adjacent -CH 2 - can also be independently replaced by -O-, - S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH= CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted carbon atoms A linear or branched alkyl group of 1 to 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and ease of synthesis, L 1 preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropyl group The propylamino group or any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- The number of carbon atoms substituted by the group is 1 to 20. A chain-like or branched-chain alkyl group, more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - A straight-chain or branched-chain alkyl group having 1 to 12 carbon atoms, each independently substituted by a group selected from -O-, -COO- or -OCO-, more preferably representing a fluorine atom, a chlorine atom A straight-chain or branched-chain alkyl group or alkoxy group having 1 to 12 carbon atoms, or an arbitrary hydrogen atom may be substituted by a fluorine atom, particularly preferably a fluorine atom, a chlorine atom, or a carbon number of 1 to 8 straight-chain alkyl or straight-chain alkoxy.

m11表示0至8之整數,從液晶性、原料取得之容易度及合成之容易度之觀點而言,較佳為表示0至4之整數,更佳為表示0至2之整數,進而更佳為表示0或1,特佳為表示1。 m11 represents an integer of 0 to 8, and from the viewpoints of liquid crystallinity, easiness of obtaining raw materials, and easiness of synthesis, it is preferably an integer of 0 to 4, more preferably an integer of 0 to 2, still more preferably to represent 0 or 1, preferably 1.

於通式(1-1)中,j11表示0至5之整數,j12表示1至5之整數,j11+j12表示1至5之整數。從液晶性、合成之容易度及保存穩定性之觀點而言,j11及j12較佳為各自獨立地表示1至4之整數,更佳為表示1至3之整數,特佳為表示1或2。j11+j12較佳為表示2至4之整數。 In the general formula (1-1), j11 represents an integer from 0 to 5, j12 represents an integer from 1 to 5, and j11+j12 represents an integer from 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j11 and j12 preferably each independently represent an integer of 1 to 4, more preferably an integer of 1 to 3, and particularly preferably 1 or 2 . j11+j12 is preferably an integer representing 2 to 4.

具體而言,作為通式(1-1)所表示之化合物,較佳為下述式(1-1-1)至式(1-1-106)所表示之化合物。 Specifically, as the compound represented by the general formula (1-1), the compounds represented by the following formulae (1-1-1) to (1-1-106) are preferable.

Figure 107101153-A0202-12-0047-635
Figure 107101153-A0202-12-0047-635

Figure 107101153-A0202-12-0047-636
Figure 107101153-A0202-12-0047-636

Figure 107101153-A0202-12-0047-637
Figure 107101153-A0202-12-0047-637

Figure 107101153-A0202-12-0047-638
Figure 107101153-A0202-12-0047-638

Figure 107101153-A0202-12-0047-639
Figure 107101153-A0202-12-0047-639

Figure 107101153-A0202-12-0048-640
Figure 107101153-A0202-12-0048-640

Figure 107101153-A0202-12-0048-641
Figure 107101153-A0202-12-0048-641

Figure 107101153-A0202-12-0048-642
Figure 107101153-A0202-12-0048-642

Figure 107101153-A0202-12-0048-643
Figure 107101153-A0202-12-0048-643

Figure 107101153-A0202-12-0049-644
Figure 107101153-A0202-12-0049-644

Figure 107101153-A0202-12-0049-645
Figure 107101153-A0202-12-0049-645

Figure 107101153-A0202-12-0049-646
Figure 107101153-A0202-12-0049-646

Figure 107101153-A0202-12-0049-647
Figure 107101153-A0202-12-0049-647

Figure 107101153-A0202-12-0050-648
Figure 107101153-A0202-12-0050-648

Figure 107101153-A0202-12-0050-649
Figure 107101153-A0202-12-0050-649

Figure 107101153-A0202-12-0050-650
Figure 107101153-A0202-12-0050-650

Figure 107101153-A0202-12-0050-651
Figure 107101153-A0202-12-0050-651

Figure 107101153-A0202-12-0051-652
Figure 107101153-A0202-12-0051-652

Figure 107101153-A0202-12-0051-653
Figure 107101153-A0202-12-0051-653

Figure 107101153-A0202-12-0051-654
Figure 107101153-A0202-12-0051-654

Figure 107101153-A0202-12-0052-655
Figure 107101153-A0202-12-0052-655

Figure 107101153-A0202-12-0052-656
Figure 107101153-A0202-12-0052-656

Figure 107101153-A0202-12-0052-657
Figure 107101153-A0202-12-0052-657

Figure 107101153-A0202-12-0052-658
Figure 107101153-A0202-12-0052-658

Figure 107101153-A0202-12-0052-659
Figure 107101153-A0202-12-0052-659

Figure 107101153-A0202-12-0053-660
Figure 107101153-A0202-12-0053-660

Figure 107101153-A0202-12-0053-661
Figure 107101153-A0202-12-0053-661

Figure 107101153-A0202-12-0053-662
Figure 107101153-A0202-12-0053-662

Figure 107101153-A0202-12-0053-663
Figure 107101153-A0202-12-0053-663

Figure 107101153-A0202-12-0053-664
Figure 107101153-A0202-12-0053-664

Figure 107101153-A0202-12-0054-665
Figure 107101153-A0202-12-0054-665

Figure 107101153-A0202-12-0054-666
Figure 107101153-A0202-12-0054-666

Figure 107101153-A0202-12-0054-667
Figure 107101153-A0202-12-0054-667

Figure 107101153-A0202-12-0054-668
Figure 107101153-A0202-12-0054-668

Figure 107101153-A0202-12-0054-669
Figure 107101153-A0202-12-0054-669

Figure 107101153-A0202-12-0055-670
Figure 107101153-A0202-12-0055-670

Figure 107101153-A0202-12-0055-671
Figure 107101153-A0202-12-0055-671

Figure 107101153-A0202-12-0055-672
Figure 107101153-A0202-12-0055-672

Figure 107101153-A0202-12-0055-673
Figure 107101153-A0202-12-0055-673

Figure 107101153-A0202-12-0055-674
Figure 107101153-A0202-12-0055-674

Figure 107101153-A0202-12-0056-675
Figure 107101153-A0202-12-0056-675

Figure 107101153-A0202-12-0056-676
Figure 107101153-A0202-12-0056-676

Figure 107101153-A0202-12-0056-677
Figure 107101153-A0202-12-0056-677

Figure 107101153-A0202-12-0056-678
Figure 107101153-A0202-12-0056-678

Figure 107101153-A0202-12-0056-679
Figure 107101153-A0202-12-0056-679

Figure 107101153-A0202-12-0056-680
Figure 107101153-A0202-12-0056-680

Figure 107101153-A0202-12-0057-681
Figure 107101153-A0202-12-0057-681

Figure 107101153-A0202-12-0057-682
Figure 107101153-A0202-12-0057-682

Figure 107101153-A0202-12-0057-683
Figure 107101153-A0202-12-0057-683

Figure 107101153-A0202-12-0057-684
Figure 107101153-A0202-12-0057-684

Figure 107101153-A0202-12-0057-685
Figure 107101153-A0202-12-0057-685

Figure 107101153-A0202-12-0058-686
Figure 107101153-A0202-12-0058-686

Figure 107101153-A0202-12-0058-687
Figure 107101153-A0202-12-0058-687

Figure 107101153-A0202-12-0058-688
Figure 107101153-A0202-12-0058-688

Figure 107101153-A0202-12-0058-689
Figure 107101153-A0202-12-0058-689

Figure 107101153-A0202-12-0058-690
Figure 107101153-A0202-12-0058-690

Figure 107101153-A0202-12-0059-691
Figure 107101153-A0202-12-0059-691

Figure 107101153-A0202-12-0059-692
Figure 107101153-A0202-12-0059-692

Figure 107101153-A0202-12-0059-693
Figure 107101153-A0202-12-0059-693

Figure 107101153-A0202-12-0059-694
Figure 107101153-A0202-12-0059-694

Figure 107101153-A0202-12-0059-695
Figure 107101153-A0202-12-0059-695

Figure 107101153-A0202-12-0060-696
Figure 107101153-A0202-12-0060-696

Figure 107101153-A0202-12-0060-697
Figure 107101153-A0202-12-0060-697

Figure 107101153-A0202-12-0060-698
Figure 107101153-A0202-12-0060-698

Figure 107101153-A0202-12-0060-699
Figure 107101153-A0202-12-0060-699

Figure 107101153-A0202-12-0060-700
Figure 107101153-A0202-12-0060-700

Figure 107101153-A0202-12-0060-701
Figure 107101153-A0202-12-0060-701

Figure 107101153-A0202-12-0061-702
Figure 107101153-A0202-12-0061-702

Figure 107101153-A0202-12-0061-703
Figure 107101153-A0202-12-0061-703

Figure 107101153-A0202-12-0061-704
Figure 107101153-A0202-12-0061-704

Figure 107101153-A0202-12-0061-705
Figure 107101153-A0202-12-0061-705

Figure 107101153-A0202-12-0061-706
Figure 107101153-A0202-12-0061-706

Figure 107101153-A0202-12-0062-707
Figure 107101153-A0202-12-0062-707

Figure 107101153-A0202-12-0062-708
Figure 107101153-A0202-12-0062-708

Figure 107101153-A0202-12-0062-709
Figure 107101153-A0202-12-0062-709

Figure 107101153-A0202-12-0062-710
Figure 107101153-A0202-12-0062-710

Figure 107101153-A0202-12-0062-711
Figure 107101153-A0202-12-0062-711

Figure 107101153-A0202-12-0063-712
Figure 107101153-A0202-12-0063-712

Figure 107101153-A0202-12-0063-713
Figure 107101153-A0202-12-0063-713

Figure 107101153-A0202-12-0063-714
Figure 107101153-A0202-12-0063-714

Figure 107101153-A0202-12-0063-715
Figure 107101153-A0202-12-0063-715

Figure 107101153-A0202-12-0064-716
Figure 107101153-A0202-12-0064-716

Figure 107101153-A0202-12-0064-717
Figure 107101153-A0202-12-0064-717

Figure 107101153-A0202-12-0064-718
Figure 107101153-A0202-12-0064-718

Figure 107101153-A0202-12-0064-719
Figure 107101153-A0202-12-0064-719

Figure 107101153-A0202-12-0065-720
Figure 107101153-A0202-12-0065-720

Figure 107101153-A0202-12-0065-721
Figure 107101153-A0202-12-0065-721

Figure 107101153-A0202-12-0065-722
Figure 107101153-A0202-12-0065-722

Figure 107101153-A0202-12-0065-723
Figure 107101153-A0202-12-0065-723

Figure 107101153-A0202-12-0065-724
Figure 107101153-A0202-12-0065-724

Figure 107101153-A0202-12-0066-725
Figure 107101153-A0202-12-0066-725

Figure 107101153-A0202-12-0066-726
Figure 107101153-A0202-12-0066-726

Figure 107101153-A0202-12-0066-727
Figure 107101153-A0202-12-0066-727

Figure 107101153-A0202-12-0066-728
Figure 107101153-A0202-12-0066-728

Figure 107101153-A0202-12-0066-729
Figure 107101153-A0202-12-0066-729

Figure 107101153-A0202-12-0067-730
Figure 107101153-A0202-12-0067-730

Figure 107101153-A0202-12-0067-731
Figure 107101153-A0202-12-0067-731

Figure 107101153-A0202-12-0067-732
Figure 107101153-A0202-12-0067-732

Figure 107101153-A0202-12-0067-733
Figure 107101153-A0202-12-0067-733

Figure 107101153-A0202-12-0067-734
Figure 107101153-A0202-12-0067-734

Figure 107101153-A0202-12-0068-735
Figure 107101153-A0202-12-0068-735

Figure 107101153-A0202-12-0068-736
Figure 107101153-A0202-12-0068-736

Figure 107101153-A0202-12-0068-737
Figure 107101153-A0202-12-0068-737

Figure 107101153-A0202-12-0068-738
Figure 107101153-A0202-12-0068-738

Figure 107101153-A0202-12-0068-739
Figure 107101153-A0202-12-0068-739

Figure 107101153-A0202-12-0068-740
Figure 107101153-A0202-12-0068-740

關於上述逆波長分散性單官能聚合性化合物之合計含量,較佳為使用於聚合性組成物之聚合性化合物之總量中,含有0~90質量%,更佳為含有0~80質量%,特佳為含有0~70質量%。 The total content of the above-mentioned reverse wavelength dispersive monofunctional polymerizable compounds is preferably 0 to 90% by mass, more preferably 0 to 80% by mass, in the total amount of the polymerizable compounds used in the polymerizable composition. It is especially preferable to contain 0-70 mass %.

又,於重視聚合性組成物之保存穩定性之情形時,較佳為使下限值在5質量%以上,更佳為在10質量%以上。 Moreover, when the storage stability of a polymerizable composition is important, it is preferable to make a lower limit into 5 mass % or more, and it is more preferable to make it 10 mass % or more.

(逆波長分散性2官能聚合性化合物) (Reverse wavelength dispersive bifunctional polymerizable compound)

作為逆波長分散性單官能聚合性化合物,較佳為使用下述通式(2-1)所表示之聚合性化合物。 As the reverse wavelength dispersive monofunctional polymerizable compound, a polymerizable compound represented by the following general formula (2-1) is preferably used.

Figure 107101153-A0202-12-0069-741
Figure 107101153-A0202-12-0069-741

上述通式(2-1)中,P21~P22各自獨立地表示聚合性基。 In the above general formula (2-1), P 21 to P 22 each independently represent a polymerizable group.

通式(2-1)中,S21~S22各自獨立地表示間隔基團或單鍵,於存在多個S21~S22之情形時,其等各自可相同亦可不同。 In the general formula (2-1), S 21 to S 22 each independently represent a spacer group or a single bond, and when there are a plurality of S 21 to S 22 , they may be the same or different from each other.

通式(2-1)中,X21~X22各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X21~X22之情形時,其等各自可相同亦可不同(其中,各P-(S-X)-鍵結中不含有-O-O-)。 In general formula (2-1), X 21 to X 22 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 - COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, in the presence of multiple X In the case of 21 to X 22 , each of them may be the same or different (wherein, each P-(SX)-bond does not contain -OO-).

通式(2-1)中,MG211各自獨立地表示液晶原性基。 In the general formula (2-1), MG 211 each independently represents a mesogenic group.

通式(2-1)中,m2、n2各自獨立地表示0至5之整數。 In the general formula (2-1), m2 and n2 each independently represent an integer of 0 to 5.

上述通式(2-1)中,S21~S22所表示之間隔基團表示碳原子數1~18之伸烷基,該伸烷基亦可被一個以上之鹵素原子、CN基、碳原子數1~8之烷基、或具有聚合性官能基之碳原子數1~8之烷基取代,該基中所存在之一個CH2基或未相鄰之兩個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-CH(OH) -、CH(COOH)、-COO-、-OCO-、-OCOO-、-SCO-、-COS-、-C≡C-、或式(S-1)、或式(S-2)取代。 In the above general formula (2-1), the spacer group represented by S 21 to S 22 represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group can also be replaced by one or more halogen atoms, CN groups, carbon Substituted with an alkyl group having 1 to 8 atoms or an alkyl group having a polymerizable functional group and having 1 to 8 carbon atoms, one CH 2 group or two or more non-adjacent CH 2 groups present in the group are also substituted. Can be independently of each other by -O-, -S-, -NH-, -N(CH 3 )-, -CO-, -CH(OH) -, CH(COOH in the form that oxygen atoms are not directly bonded to each other ), -COO-, -OCO-, -OCOO-, -SCO-, -COS-, -C≡C-, or formula (S-1), or formula (S-2).

Figure 107101153-A0202-12-0070-742
Figure 107101153-A0202-12-0070-742

此等間隔基團之中,從配向性之觀點而言,較佳為碳原子數2~8之直鏈伸烷基、被氟原子取代之碳數2~6之伸烷基、伸烷基之一部份被-O-取代之碳原子數5~14之伸烷基。 Among these spacer groups, from the viewpoint of alignment, straight-chain alkylene groups having 2 to 8 carbon atoms, alkylene groups having 2 to 6 carbon atoms substituted with fluorine atoms, and alkylene groups are preferred. An alkylene group with 5 to 14 carbon atoms partially substituted by -O-.

又,通式(2-1)中,P21~P22所表示之聚合性基較佳為下述式(P-1)~式(P-20),

Figure 107101153-A0202-12-0070-743
In addition, in the general formula (2-1), the polymerizable groups represented by P 21 to P 22 are preferably the following formulae (P-1) to (P-20),
Figure 107101153-A0202-12-0070-743

此等聚合性基之中,從提高聚合性及保存穩定性之觀點而言,較佳為式(P-1)、式(P-2)、式(P-7)、式(P-12)、或式(P-13),更佳為 式(P-1)、式(P-7)、式(P-12)。 Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. ), or formula (P-13), more preferably Formula (P-1), Formula (P-7), Formula (P-12).

通式(2-1)中,MG211所表示之液晶原性基係以下述式(8-a)表示。 In the general formula (2-1), the mesogenic group represented by MG 211 is represented by the following formula (8-a).

Figure 107101153-A0202-12-0071-744
Figure 107101153-A0202-12-0071-744

(式中,A81、A82各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0071-294
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L2取代,於存在多個A81及/或A82之情形時,各自可相同亦可不同,Z81及Z82各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z81及/或Z82之情形時,各自可相同亦可不同,M表示選自下述式(M-81)至式(M-813)中之基,
Figure 107101153-A0202-12-0072-745
(In the formula, A 81 and A 82 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0071-294
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more L 2 , when there are multiple A 81 and/or A 82 , each of them may be the same or different, Z 81 and Z 82 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O- CO - O- , -CO-NH-, -NH-CO-, -SCH2- , -CH2S-, -CF2O-, -OCF2- , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- Or single bond, when there are multiple Z 81 and/or Z 82 , each of them may be the same or different, M represents a group selected from the following formula (M-81) to formula (M-813),
Figure 107101153-A0202-12-0072-745

此等基可未經取代或亦可被一個以上之L2取代,G係下述式(G-81)至式(G-86)所表示之基,

Figure 107101153-A0202-12-0072-746
These groups may be unsubstituted or may be substituted by one or more L 2 , and G is a group represented by the following formulae (G-81) to (G-86),
Figure 107101153-A0202-12-0072-746

(式中,R3表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;W81表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L2取代;W82表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO -CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代,或者W82亦可表示與W81相同涵義,又,W81及W82亦可彼此連結而形成相同之環結構,W83、W84分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、或碳原子數2至20烷羰氧基,上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;其中,當上述M選自式(M-81)~式(M-812)中之情形時,G選自式(G-81)~式(G-85),當M為式(M-813)之情形時,G表示式(G-86);L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,j81及j82各自獨立地表示0至5之整數,j81+j82表示1至5之整數)。 (in the formula, R 3 represents a hydrogen atom, or an alkyl group with 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may also be replaced by a fluorine atom Substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; W 81 represents at least one aromatic group A group with 5 to 30 carbon atoms, which may be unsubstituted or substituted by one or more L 2 ; W 82 represents a hydrogen atom or an alkyl group with 1 to 20 carbon atoms, and the alkyl group may be straight The chain can also be branched, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom and/or -OH, one -CH 2 - in the alkyl group or two or more non-adjacent ones -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO -CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted, or W 82 can also represent the same meaning as W 81 , and W 81 and W 82 can also be linked to each other to form the same ring structure, W 83 , W 84 are independent respectively Represents a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carboxyl group, an amine group, a sulfamoyl group, a group having at least one aromatic group with 5 to 30 carbon atoms, a group with 1 to 30 carbon atoms Alkyl of 20, cycloalkyl of 3 to 20 carbon atoms, alkenyl of 2 to 20 of carbon atoms, cycloalkenyl of 3 to 20 of carbon atoms, alkoxy of 1 to 20 of carbon atoms, carbon atom Aryloxy group having 2 to 20 carbon atoms, or alkanecarbonyloxy group having 2 to 20 carbon atoms, and any of the above-mentioned alkyl groups, cycloalkyl groups, alkenyl groups, cycloalkenyl groups, alkoxy groups, aryloxy groups, and alkcarbonyloxy groups One -CH 2 - or two or more non-adjacent -CH 2 - may be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; wherein, when the above-mentioned M is selected from formula (M-81)~formula ( In the case of M-812), G is selected from formula (G-81) ~ formula (G-85), when M is in the case of formula (M-813), G represents formula (G-86); L 2 Indicates fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, isocyano group, amine group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamine group, trimethylsilyl, dimethylsilyl, thioisocyano, or an alkyl group with 1 to 20 carbon atoms, the alkyl group can be linear or branched, and any hydrogen atom can also be Fluorogen Sub-substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other can also be independently selected from -O-, -S-, -CO-, -COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH- OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- is substituted, and j81 and j82 independently represent 0 to An integer of 5, and j81+j82 represents an integer from 1 to 5).

進一步,上述通式(2-1)所表示之化合物較佳為下述通式(2-a)所表示之化合物。 Further, the compound represented by the above general formula (2-1) is preferably a compound represented by the following general formula (2-a).

Figure 107101153-A0202-12-0074-747
Figure 107101153-A0202-12-0074-747

於上述通式(2-a)中,聚合性基P21~P22較佳為各自獨立地表示選自下述式(P-1)至式(P-20)中之基,

Figure 107101153-A0202-12-0074-748
In the above general formula (2-a), the polymerizable groups P 21 to P 22 preferably each independently represent a group selected from the following formulae (P-1) to (P-20),
Figure 107101153-A0202-12-0074-748

此等聚合性基之中,從提高聚合性及保存穩定性之觀點而言,較佳為式(P-1)、式(P-2)、式(P-7)、式(P-12)、或式(P-13),更佳為式(P-1)、式(P-7)、式(P-12)。 Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. ), or formula (P-13), more preferably formula (P-1), formula (P-7), and formula (P-12).

於通式(2-a)中,S21~S22各自獨立地表示間隔基團或單鍵,於存在多個S21~S22之情形,其等可相同亦可不同。又,作為間隔基團,表示碳原子數1~18之伸烷基,該伸烷基亦可被一個以上之鹵素原子、CN基、碳原子數1~8之烷基、或具有聚合性官能基之碳原子數1~8之烷基取代,存在於此基中之一個CH2基或未相鄰之兩個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-CH (OH)-、CH(COOH)、-COO-、-OCO-、-OCOO-、-SCO-、-COS-或-C≡C-取代。此等間隔基團之中,從配向性之觀點而言,較佳為碳原子數2~8之直鏈伸烷基、經氟原子取代之碳數2~6之伸烷基、伸烷基之一部份被-O-取代之碳原子數5~14之伸烷基。 In the general formula (2-a), S 21 to S 22 each independently represent a spacer group or a single bond, and when there are a plurality of S 21 to S 22 , they may be the same or different. In addition, as a spacer group, it represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group may be replaced by one or more halogen atoms, CN group, alkyl group having 1 to 8 carbon atoms, or a polymerizable function. The alkyl group with 1 to 8 carbon atoms in the group is substituted, and one CH 2 group in this group or two or more CH 2 groups that are not adjacent to each other can also be independently of each other. Oxygen atoms are not directly bonded to each other. The forms are -O-, -S-, -NH-, -N( CH3 )-, -CO-, -CH(OH)-, CH(COOH), -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substitution. Among these spacer groups, from the viewpoint of alignment, straight-chain alkylene groups having 2 to 8 carbon atoms, alkylene groups having 2 to 6 carbon atoms substituted with fluorine atoms, and alkylene groups are preferred. An alkylene group with 5 to 14 carbon atoms partially substituted by -O-.

於通式(2-a)中,X21~X22各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於分別存在多個X21~X22之情形時,其等可相同亦可不同(其中,各P-(S-X)k-中不含有-O-O-鍵結)。又,從原料取得之容易度及合成之容易度之觀點而言,於存在多個之情形時,各自可相同亦可不同,較佳為各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,更佳為各自獨立地表示-O-、-OCH2-、-CH2O-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,於分別存在多個X21~X22之情形時,各自可相同亦可不同,特佳為各自獨立地表示-O-、-COO-、-OCO-或單鍵。 In general formula (2-a), X 21 to X 22 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, - OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO- CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, depending on the existence of multiple In the case of X 21 to X 22 , they may be the same or different (wherein each P-(SX) k- does not contain -OO- linkage). In addition, from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, when there are a plurality of them, each of them may be the same or different, and it is preferable to represent -O-, -S-, and -OCH independently of each other. 2 -, -CH 2 O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, - COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, more preferably -O-, - each independently OCH 2 -, -CH 2 O-, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, when there are a plurality of X 21 to X 22 , may be the same or different, and it is particularly preferable that each independently represents -O-, -COO-, -OCO- or a single bond.

於通式(2-a)中,A21~A22各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4- 二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0076-295
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L取代,於存在多個A21~A22之情形時,各自可相同亦可不同。從原料取得之容易度及合成之容易度之觀點而言,A21~A22較佳為各自獨立地表示未經取代或亦可被一個以上之L2取代之1,4-伸苯基、1,4-伸環己基或萘-2,6-二基,更佳為各自獨立地表示選自下述式(A-1)至式(A-11)中之基,
Figure 107101153-A0202-12-0076-749
In the general formula (2-a), A 21 to A 22 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5- Diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0076-295
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more L, and when there are a plurality of A 21 to A 22 , each may be the same or different. From the viewpoints of the ease of obtaining raw materials and the ease of synthesis, A 21 to A 22 preferably each independently represent 1,4-phenylene group which is unsubstituted or may be substituted by one or more L 2 , 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formulae (A-1) to (A-11),
Figure 107101153-A0202-12-0076-749

進而更佳為各自獨立地表示選自式(A-1)至式(A-8)中之基,特佳為各自獨立地表示選自式(A-1)至式(A-4)中之基。 More preferably, each independently represents a group selected from formula (A-1) to formula (A-8), and particularly preferably each independently represents a group selected from formula (A-1) to formula (A-4) foundation.

於通式(2-a)中,Z21~Z22各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、- CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z21~Z22之情形時,各自可相同亦可不同。從化合物之液晶性、原料取得之容易度及合成之容易度之觀點而言,Z21~Z22較佳為各自獨立地表示單鍵、-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-CF=CF-、-C≡C-或單鍵,Z21~Z22更佳為各自獨立地表示-OCH2-、-CH2O-、-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-C≡C-或單鍵,Z21~Z22進而更佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,特佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-或單鍵。 In the general formula (2-a), Z 21 to Z 22 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, - COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO- , -NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, - SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, - CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, In the case of each of Z 21 to Z 22 , each of them may be the same or different. From the viewpoints of liquid crystallinity of the compound, easiness of obtaining raw materials, and easiness of synthesis, it is preferable that Z 21 to Z 22 each independently represent a single bond, -OCH 2 -, -CH 2 O-, -COO- , -OCO-, -CF 2 O-, -OCF 2 -, -CH 2 CH 2 -, -CF 2 CF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH =CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, Z 21 to Z 22 more preferably independently represent -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, - COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH=CH-, - C≡C- or a single bond, more preferably Z 21 to Z 22 each independently represent -CH 2 CH 2 -, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, particularly preferably -CH 2 CH 2 -, -COO-, -OCO- or a single bond, each independently.

於通式(2-a)中,M表示選自下述式(M-81)至式(M-813)中之基,

Figure 107101153-A0202-12-0077-750
In the general formula (2-a), M represents a group selected from the following formulas (M-81) to (M-813),
Figure 107101153-A0202-12-0077-750

此等基可未經取代或亦可被一個以上之L2取代。從原料取得之容易度及合成之容易度之觀點而言,M較佳為各自獨立地表示選自未經取代或亦可 被一個以上之L2取代之式(M-81)或式(M-82)或者未經取代之式(M-83)至式(M-86)中之基,更佳為表示選自未經取代或亦可被一個以上之L2取代之式(M-81)或式(M-82)中之基,特佳為表示選自未經取代之式(M-81)或式(M-82)中之基。 These groups may be unsubstituted or may also be substituted with one or more L 2 . From the viewpoints of easiness of raw material acquisition and easiness of synthesis, M preferably each independently represents a formula (M-81) or a formula (M which is unsubstituted or may be substituted by one or more L 2 ). -82) or the groups in the unsubstituted formula (M-83) to formula (M-86), more preferably the group selected from the group of unsubstituted or one or more L 2 substituted formula (M-81 ) or the group in the formula (M-82), particularly preferably represents a group selected from the group in the unsubstituted formula (M-81) or the formula (M-82).

於通式(2-a)中,G表示選自式(G-81)至式(G-86)中之基。 In general formula (2-a), G represents a group selected from formula (G-81) to formula (G-86).

Figure 107101153-A0202-12-0078-751
Figure 107101153-A0202-12-0078-751

式中,R3表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,W81表示具有至少1個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L2取代,W82表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,或者W82亦可表示與W81相同涵義,又,W81及W82亦可一起形成環結構。 In the formula, R 3 represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted carbon number 1 to 20 A straight-chain or branched-chain alkyl group, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom, W 81 represents a group with at least one aromatic group having 5 to 30 carbon atoms, and the group can be Unsubstituted or may be substituted by one or more L 2 , W 82 represents a hydrogen atom, or 1 -CH 2 - or 2 or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH =CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted carbon A linear or branched alkyl group with 1 to 20 atoms, any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, or W 82 may represent the same meaning as W 81 , and , W 81 and W 82 can also form a ring structure together.

從液晶性及合成之容易度之觀點而言,R3較佳為表示任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-COO-或-OCO-取代之碳原子數1至12之直鏈狀或支鏈狀烷基,更佳為表示任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基,特佳為表示碳原子數1至12之直鏈狀烷基。 From the viewpoints of liquid crystallinity and ease of synthesis, R 3 preferably represents that any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - also A straight-chain or branched-chain alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO- or -OCO-, preferably any hydrogen atom may be substituted by a fluorine atom The linear or branched alkyl group having 1 to 12 carbon atoms is particularly preferably a linear alkyl group having 1 to 12 carbon atoms.

W83、W84分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、或碳原子數2至20之烷羰氧基,上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代。 W 83 and W 84 each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine carboxyloxy group, an amino group, a sulfasulfonyl group, or a group having at least one aromatic group having 5 to 30 carbon atoms. base, alkyl group with 1 to 20 carbon atoms, cycloalkyl group with 3 to 20 carbon atoms, alkenyl group with 2 to 20 carbon atoms, cycloalkenyl group with 3 to 20 carbon atoms, cycloalkenyl group with 1 to 20 carbon atoms alkoxy, alkoxy with 2 to 20 carbon atoms, or alkoxycarbonyl with 2 to 20 carbon atoms, the above-mentioned alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkoxy, alkoxy One -CH 2 - or two or more non-adjacent -CH 2 - in the group and alkcarbonyloxy group may be independently replaced by -O-, -S-, -CO-, -COO-, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted.

W81所含之芳香族基亦可為芳香族烴基或芳香族雜環基,亦可包含兩者。此等之芳香族基可經由單鍵或連結基團(-OCO-、-COO-、-CO-、-O-)鍵結,亦可形成縮合環。又,W81除了芳香族基以外,亦可含有芳香族基以外之非環式結構及/或環式結構。從原料取得之容易度及合成之容易度之觀點而言,W81所含之芳香族基較佳為由未經取代或亦可被一個以上之L2取代之下述式(W-1)至式(W-19)表示之基,

Figure 107101153-A0202-12-0080-752
The aromatic group contained in W 81 may be an aromatic hydrocarbon group or an aromatic heterocyclic group, or may include both. These aromatic groups may be bonded via a single bond or a linking group (-OCO-, -COO-, -CO-, -O-), and may form a condensed ring. Moreover, W 81 may contain an acyclic structure other than an aromatic group and/or a cyclic structure other than an aromatic group. From the viewpoint of the ease of obtaining raw materials and the ease of synthesis, the aromatic group contained in W 81 is preferably the following formula (W-1) which is unsubstituted or may be substituted by one or more L 2 . To the base represented by formula (W-19),
Figure 107101153-A0202-12-0080-752

(式中,其等之基亦可於任意之位置具有鍵結鍵,亦可形成以單鍵連結選自此等之基中兩個以上之芳香族基而成之基,Q1表示-O-、-S-、-NR5-(式中,R5表示氫原子或碳原子數1至8之烷基)或-CO-。此等芳香族基中之-CH=亦可各自獨立地被-N=取代,-CH2-亦可各自獨立地被-O-、-S-、-NR4-(式中,R4表示氫原子或碳原子數1至8之烷基)或-CO-取代,但不含有-O-O-鍵結)。作為式(W-1)所表示之基,較佳為選自未經取代或亦可被一個以上之L2取代之下述式(W-1-1)至式(W-1-8)中之基,

Figure 107101153-A0202-12-0081-753
(In the formula, the bases such as these may have a bonding bond at any position, and may form a base formed by connecting two or more aromatic groups selected from these bases with a single bond, and Q 1 represents -O -, -S-, -NR 5 - (in the formula, R 5 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or -CO-. -CH= in these aromatic groups can also be independently Substituted by -N=, -CH 2 - can also be independently replaced by -O-, -S-, -NR 4 - (in the formula, R 4 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms) or - CO-substituted, but not containing -OO- linkages). The group represented by the formula (W-1) is preferably selected from the following formulae (W-1-1) to (W-1-8) which are unsubstituted or may be substituted by one or more L 2 middle ground,
Figure 107101153-A0202-12-0081-753

(式中,其等之基亦可於任意之位置具有鍵結鍵),作為式(W-7)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-7-1)至式(W-7-7)中之基,

Figure 107101153-A0202-12-0081-754
(In the formula, the groups such as those may have a bond at any position), as the group represented by the formula (W-7), it is preferable to represent a group selected from the group consisting of unsubstituted or one or more L 2 . Substituted groups in the following formula (W-7-1) to formula (W-7-7),
Figure 107101153-A0202-12-0081-754

(式中,其等之基亦可於任意之位置具有鍵結鍵),作為式(W-10)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-10-1)至式(W-10-8)中之基,

Figure 107101153-A0202-12-0081-755
(In the formula, the groups such as those may also have a bond at any position), as the group represented by the formula (W-10), it is preferable to represent a group selected from the group consisting of unsubstituted or one or more L 2 . Substituted groups in the following formula (W-10-1) to formula (W-10-8),
Figure 107101153-A0202-12-0081-755

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基),作為式(W-11)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-11-1)至式(W-11-13)中之基,

Figure 107101153-A0202-12-0082-756
(In the formula, the bases of the formula (W-11) can also have a bonding bond at any position, and R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-11), preferably represents a group selected from the following formulae (W-11-1) to (W-11-13) which are unsubstituted or may be substituted by one or more L 2 ,
Figure 107101153-A0202-12-0082-756

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基),作為式(W-12)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-12-1)至式(W-12-19)中之基,

Figure 107101153-A0202-12-0083-757
(In the formula, the bases of the formula (W-12) can also have a bonding bond at any position, and R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-12), preferably represents a group selected from the following formulae (W-12-1) to (W-12-19) which are unsubstituted or may be substituted by one or more L 2 ,
Figure 107101153-A0202-12-0083-757

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形時,各自可相同亦可不同),作為式(W-13)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-13-1)至式(W-13-10)中之基,

Figure 107101153-A0202-12-0083-758
(In the formula, the groups of the same may also have a bonding bond at any position, R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and when there are multiple R 6 , each may be the same or not different), as the group represented by formula (W-13), it is preferable to represent the following formula (W - 13-1) to formula (W- 13-10) in the base,
Figure 107101153-A0202-12-0083-758

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形時,各自可相同亦可不同),作為式(W- 14)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-14-1)至式(W-14-4)中之基,

Figure 107101153-A0202-12-0084-759
(In the formula, the groups of the same may also have a bonding bond at any position, R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and when there are multiple R 6 , each may be the same or not different), as the group represented by the formula (W-14), it is preferable to represent the following formula (W - 14-1) to formula (W- 14-4) in the base,
Figure 107101153-A0202-12-0084-759

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基),作為式(W-15)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-15-1)至式(W-15-18)中之基,

Figure 107101153-A0202-12-0084-760
(In the formula, the bases such as these may also have a bonding bond at any position, and R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-15), preferably represents a group selected from the following formulae (W-15-1) to (W-15-18) which are unsubstituted or may be substituted by one or more L 2 ,
Figure 107101153-A0202-12-0084-760

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形時,各自可相同亦可不同),作為式(W-16)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述 式(W-16-1)至式(W-16-4)中之基,

Figure 107101153-A0202-12-0085-761
(In the formula, the groups of the same may also have a bonding bond at any position, R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and when there are multiple R 6 , each may be the same or not different), as the group represented by the formula (W-16), it is preferable to represent the following formula (W - 16-1) to formula (W- 16-4) in the base,
Figure 107101153-A0202-12-0085-761

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8烷基),作為式(W-17)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-17-1)至式(W-17-6)中之基,

Figure 107101153-A0202-12-0085-762
(In the formula, the bases such as these may also have a bond at any position, and R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms), as the base represented by the formula (W-17), preferably represents a group selected from the following formulae (W-17-1) to (W-17-6) which are unsubstituted or may be substituted by one or more L 2 ,
Figure 107101153-A0202-12-0085-762

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基),作為式(W-18)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-18-1)至式(W-18-6)中之基,

Figure 107101153-A0202-12-0085-763
(In the formula, the bases such as these may also have a bond at any position, and R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), as the base represented by the formula (W-18), preferably represents a group selected from the following formulae (W-18-1) to (W-18-6) which are unsubstituted or may be substituted by one or more L 2 ,
Figure 107101153-A0202-12-0085-763

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形時,各自可相同亦可不同),作為式(W-19)所表示之基,較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-19-1)至式(W-19-9)中之基,

Figure 107101153-A0202-12-0086-764
(In the formula, the groups of the same may also have a bonding bond at any position, R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and when there are multiple R 6 , each may be the same or not different), as the group represented by formula (W-19), it is preferable to represent the following formula (W - 19-1) to formula (W- 19-9) in the base,
Figure 107101153-A0202-12-0086-764

(式中,其等之基亦可於任意之位置具有鍵結鍵,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形時,各自可相同亦可不同)。W81中所含之芳香族基更佳為表示選自未經取代或亦可被一個以上之L2取代之(W-1-1)、式(W-7-1)、式(W-7-2)、式(W-7-7)、式(W-8)、式(W-10-6)、式(W-10-7)、式(W-10-8)、式(W-11-8)、式(W-11-9)、式(W-11-10)、式(W-11-11)、式(W-11-12)或式(W-11-13)中之基,特佳為表示選自未經取代或亦可被一個以上之L取代之式(W-1-1)、式(W-7-1)、式(W-7-2)、式(W-7-7)、式(W-10-6)、式(W-10-7)或式(W-10-8)中之基。進一步,W81特佳為表示選自下述式(W-a-1)至式(W-a-6)中之基,

Figure 107101153-A0202-12-0086-765
(In the formula, the groups of the same may also have a bonding bond at any position, R 6 represents a hydrogen atom or an alkyl group with 1 to 8 carbon atoms, and when there are multiple R 6 , each may be the same or not different). The aromatic group contained in W 81 is more preferably selected from the group consisting of (W - 1-1), formula (W-7-1), formula (W- 7-2), formula (W-7-7), formula (W-8), formula (W-10-6), formula (W-10-7), formula (W-10-8), formula ( W-11-8), formula (W-11-9), formula (W-11-10), formula (W-11-11), formula (W-11-12) or formula (W-11-13) ) in the group is particularly preferably selected from the group consisting of formula (W-1-1), formula (W-7-1), formula (W-7-2) which are unsubstituted or may be substituted by one or more L. , formula (W-7-7), formula (W-10-6), formula (W-10-7) or formula (W-10-8) in the base. Further, W 81 is particularly preferably a group selected from the following formula (Wa-1) to formula (Wa-6),
Figure 107101153-A0202-12-0086-765

(式中,r表示0至5之整數,s表示0至4之整數,t表示0至3之整數。)。 (In the formula, r represents an integer of 0 to 5, s represents an integer of 0 to 4, and t represents an integer of 0 to 3.).

W82表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,或者W82亦可表示與W81相同涵義,又,W81及W82亦可一起形成環結構。 W 82 represents a hydrogen atom, or one -CH 2 - or two or more non-adjacent -CH 2 - may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted linear or branched alkane with 1 to 20 carbon atoms group, any hydrogen atom in the alkyl group may be substituted by a fluorine atom, or W 82 may represent the same meaning as W 81 , and W 81 and W 82 may form a ring structure together.

從原料取得之容易度及合成之容易度之觀點而言,W82較佳為表示氫原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-CO-、-COO-、-OCO-、-CH=CH-COO-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,更佳為表示氫原子、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-取代之碳原子數1至20之直鏈狀或支鏈狀烷基。 From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, W 82 preferably represents a hydrogen atom, or any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two adjacent ones The above -CH 2 - may be independently replaced by -O-, -CO-, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms, more preferably representing a hydrogen atom, or 1 -CH 2 - or 2 adjacent ones A straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms in which more than one -CH 2 - may be independently substituted by -O-.

又,於W82表示與W81相同涵義之情形時,W82可與W81相同亦可不同,較佳之基與針對W81之記載相同。 Furthermore, when W82 represents the same meaning as W81 , W82 may be the same as or different from W81 , and the preferred basis is the same as that described for W81 .

又,於W81及W82一起形成環結構之情形時,-NW81W82所表示之環狀基較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-b-1)至式(W-b-42)中之基,

Figure 107101153-A0202-12-0088-766
In addition, when W 81 and W 82 together form a ring structure, the cyclic group represented by -NW 81 W 82 preferably represents the following formula selected from unsubstituted or substituted by one or more L 2 (Wb-1) to the base in formula (Wb-42),
Figure 107101153-A0202-12-0088-766

(式中,R6表示氫原子或碳原子數1至8之烷基),從原料取得之容易度及合 成之容易度之觀點而言,特佳為表示選自未經取代或亦可被一個以上之L2取代之式(W-b-20)、式(W-b-21)、式(W-b-22)、式(W-b-23)、式(W-b-24)、式(W-b-25)或式(W-b-33)中之基。 (in the formula, R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, it is particularly preferable to represent a group selected from unsubstituted or alternatively substituted One or more L 2 substituted formula (Wb-20), formula (Wb-21), formula (Wb-22), formula (Wb-23), formula (Wb-24), formula (Wb-25) or formula (Wb-33).

又,=CW81W82所表示之環狀基較佳為表示選自未經取代或亦可被一個以上之L2取代之下述式(W-c-1)至式(W-c-81)中之基,

Figure 107101153-A0202-12-0089-767
In addition, the cyclic group represented by =CW 81 W 82 preferably represents a group selected from the following formulae (Wc-1) to (Wc-81) which are unsubstituted or may be substituted by one or more L 2 . base,
Figure 107101153-A0202-12-0089-767

Figure 107101153-A0202-12-0090-768
Figure 107101153-A0202-12-0090-768

Figure 107101153-A0202-12-0091-769
Figure 107101153-A0202-12-0091-769

(式中,R6表示氫原子或碳原子數1至8之烷基,於存在多個R6之情形,分別可相同亦可不同),從原料取得之容易度及合成之容易度之觀點而言,特佳為表示選自未經取代或亦可被一個以上之L取代之式(W-c-11)、式(W-c-12)、式(W-c-13)、式(W-c-14)、式(W-c-53)、式(W-c-54)、式(W-c-55)、式(W-c-56)、式(W-c-57)或式(W-c-78)中之基。 (In the formula, R 6 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and in the case of multiple R 6 , they may be the same or different.) From the viewpoints of the ease of obtaining raw materials and the ease of synthesis In particular, it is preferable to represent the formula (Wc-11), the formula (Wc-12), the formula (Wc-13), the formula (Wc-14), the formula (Wc-12), the formula (Wc-13), the formula (Wc-14), A base in formula (Wc-53), formula (Wc-54), formula (Wc-55), formula (Wc-56), formula (Wc-57) or formula (Wc-78).

W81及W82所含之π電子之總數,從波長分散特性、保存穩定性、液晶性及合成之容易度的觀點而言,較佳為4至24。 The total number of π electrons contained in W 81 and W 82 is preferably 4 to 24 from the viewpoints of wavelength dispersion characteristics, storage stability, liquid crystallinity, and ease of synthesis.

W83、W84分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少1個芳香族基的碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20 之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、或碳原子數2至20之烷羰氧基,上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代,W83更佳為選自氰基、硝基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,特佳為選自氰基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-CO-、-COO-、-OCO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,W84更佳為選自氰基、硝基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基,特佳為選自氰基、羧基、1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-CO-、-COO-、-OCO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之烷基、烯基、醯氧基、烷羰氧基中之基。 W 83 and W 84 each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine carboxyloxy group, an amino group, a sulfamoyl group, and a carbon number of 5 to 30 having at least one aromatic group bases, alkyl groups with 1 to 20 carbon atoms, cycloalkyl groups with 3 to 20 carbon atoms, alkenyl groups with 2 to 20 carbon atoms, cycloalkenyl groups with 3 to 20 carbon atoms, cycloalkenyl groups with 1 to 20 carbon atoms, 20 alkoxy groups, 2 to 20 carbon atoms alkoxy group, or 2 to 20 carbon atoms alkoxy group, the above-mentioned alkyl, cycloalkyl, alkenyl, cycloalkenyl, alkoxy, alkoxy One -CH 2 - in the oxy group and alkcarbonyloxy group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted, W 83 is more preferably selected from A cyano group, a nitro group, a carboxyl group, one -CH 2 - or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted alkanes with 1 to 20 carbon atoms The group among the group, alkenyl group, alkenyloxy group, and alkoxyl group, is particularly preferably selected from cyano group, carboxyl group, one -CH 2 - or two or more non-adjacent -CH 2 - groups, and can also be independent of each other Alkyl having 1 to 20 carbon atoms substituted by -CO-, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- , alkenyl, alkoxyl, alkoxyl group, W 84 is more preferably selected from cyano group, nitro group, carboxyl group, 1 -CH 2 - or not adjacent 2 or more -CH 2 - Can also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH -, -NH-CO- or -C≡C- substituted alkyl group with 1 to 20 carbon atoms, alkenyl group, alkanoyloxy group, alkanecarbonyloxy group, particularly preferably selected from cyano group, carboxyl group, One -CH 2 - or two or more non-adjacent -CH 2 - may be independently -CO-, -COO-, -OCO-, -O-CO-O-, -CO-NH- , -NH-CO- or -C≡C- substituted alkyl group with 1 to 20 carbon atoms, alkenyl group, alkenyloxy group, and alkanecarbonyloxy group.

L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH -COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性、合成之容易度之觀點而言,L2較佳為表示氟原子、氯原子、五氟硫烷基、硝基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-O-CO-O-、-CH=CH-、-CF=CF-或-C≡C-中之基取代之碳原子數1至20之直鏈狀或支鏈狀烷基,或上述式(1-c)所表示之基,更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-COO-或-OCO-中之基取代之碳原子數1至12之直鏈狀或支鏈狀烷基,進而更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基或者烷氧基,特佳為表示氟原子、氯原子、或碳原子數1至8之直鏈烷基或者直鏈烷氧基。 L 2 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a dimethylamino group, a diethylamino group, a diethylamino group Isopropylamine, trimethylsilyl, dimethylsilyl, thioisocyano, or one -CH 2 - or two or more non-adjacent -CH 2 - can also be independently replaced by -O-, - S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH= CH -COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted carbon atoms A linear or branched alkyl group of 1 to 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, L 2 preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropyl group The propylamino group or any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - may be independently selected from -O-, -S-, The group in -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- is directly substituted with 1 to 20 carbon atoms A chain or branched alkyl group, or a group represented by the above formula (1-c), more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - Or not adjacent 2 or more -CH 2 - can also be independently substituted by a group selected from -O-, -COO- or -OCO- straight or branched chain with 1 to 12 carbon atoms A fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, a linear or branched chain alkyl group or an alkoxy group having 1 to 12 carbon atoms, particularly preferred represents a fluorine atom, a chlorine atom, or a straight-chain alkyl group or a straight-chain alkoxy group having 1 to 8 carbon atoms.

於通式(2-a)中,G更佳為表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基。 In the general formula (2-a), G more preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, Methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyano, or one -CH 2 - or two or more non-adjacent ones -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms.

於通式(2-a)中,j21、j22各自獨立地表示0至5之整數,j21+j22表示1至5之整數。從液晶性、合成之容易度及保存穩定性之觀點而言,j21、 j22較佳為各自獨立地表示1至4之整數,更佳為表示1至3之整數,特佳為表示1或2。j21+j22較佳為1至4之整數,特佳為表示2或3。 In general formula (2-a), j21 and j22 each independently represent an integer of 0 to 5, and j21+j22 represent an integer of 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j21, j22 preferably each independently represents an integer of 1 to 4, more preferably an integer of 1 to 3, and particularly preferably 1 or 2. j21+j22 is preferably an integer of 1 to 4, and particularly preferably represents 2 or 3.

具體而言,作為上述通式(2-a)所表示之化合物,較佳為下述式(2-a-1)至式(2-a-65)所表示之化合物。 Specifically, as the compound represented by the general formula (2-a), compounds represented by the following formulae (2-a-1) to (2-a-65) are preferred.

Figure 107101153-A0202-12-0094-770
Figure 107101153-A0202-12-0094-770

Figure 107101153-A0202-12-0094-771
Figure 107101153-A0202-12-0094-771

Figure 107101153-A0202-12-0094-772
Figure 107101153-A0202-12-0094-772

Figure 107101153-A0202-12-0094-773
Figure 107101153-A0202-12-0094-773

Figure 107101153-A0202-12-0094-774
Figure 107101153-A0202-12-0094-774

Figure 107101153-A0202-12-0095-775
Figure 107101153-A0202-12-0095-775

Figure 107101153-A0202-12-0095-776
Figure 107101153-A0202-12-0095-776

Figure 107101153-A0202-12-0095-777
Figure 107101153-A0202-12-0095-777

Figure 107101153-A0202-12-0095-778
Figure 107101153-A0202-12-0095-778

Figure 107101153-A0202-12-0095-779
Figure 107101153-A0202-12-0095-779

Figure 107101153-A0202-12-0096-780
Figure 107101153-A0202-12-0096-780

Figure 107101153-A0202-12-0096-781
Figure 107101153-A0202-12-0096-781

Figure 107101153-A0202-12-0096-782
Figure 107101153-A0202-12-0096-782

Figure 107101153-A0202-12-0096-783
Figure 107101153-A0202-12-0096-783

Figure 107101153-A0202-12-0096-784
Figure 107101153-A0202-12-0096-784

Figure 107101153-A0202-12-0097-785
Figure 107101153-A0202-12-0097-785

Figure 107101153-A0202-12-0097-786
Figure 107101153-A0202-12-0097-786

Figure 107101153-A0202-12-0097-787
Figure 107101153-A0202-12-0097-787

Figure 107101153-A0202-12-0097-788
Figure 107101153-A0202-12-0097-788

Figure 107101153-A0202-12-0097-789
Figure 107101153-A0202-12-0097-789

Figure 107101153-A0202-12-0098-790
Figure 107101153-A0202-12-0098-790

Figure 107101153-A0202-12-0098-791
Figure 107101153-A0202-12-0098-791

Figure 107101153-A0202-12-0098-792
Figure 107101153-A0202-12-0098-792

Figure 107101153-A0202-12-0098-793
Figure 107101153-A0202-12-0098-793

Figure 107101153-A0202-12-0098-794
Figure 107101153-A0202-12-0098-794

Figure 107101153-A0202-12-0099-795
Figure 107101153-A0202-12-0099-795

Figure 107101153-A0202-12-0099-796
Figure 107101153-A0202-12-0099-796

Figure 107101153-A0202-12-0099-797
Figure 107101153-A0202-12-0099-797

Figure 107101153-A0202-12-0099-798
Figure 107101153-A0202-12-0099-798

Figure 107101153-A0202-12-0100-799
Figure 107101153-A0202-12-0100-799

Figure 107101153-A0202-12-0100-800
Figure 107101153-A0202-12-0100-800

Figure 107101153-A0202-12-0100-801
Figure 107101153-A0202-12-0100-801

Figure 107101153-A0202-12-0101-290
Figure 107101153-A0202-12-0101-290

Figure 107101153-A0202-12-0101-291
Figure 107101153-A0202-12-0101-291

Figure 107101153-A0202-12-0101-292
Figure 107101153-A0202-12-0101-292

Figure 107101153-A0202-12-0101-293
Figure 107101153-A0202-12-0101-293

Figure 107101153-A0202-12-0102-294
Figure 107101153-A0202-12-0102-294

Figure 107101153-A0202-12-0102-295
Figure 107101153-A0202-12-0102-295

Figure 107101153-A0202-12-0102-297
Figure 107101153-A0202-12-0102-297

Figure 107101153-A0202-12-0102-298
Figure 107101153-A0202-12-0102-298

Figure 107101153-A0202-12-0103-299
Figure 107101153-A0202-12-0103-299

Figure 107101153-A0202-12-0103-301
Figure 107101153-A0202-12-0103-301

Figure 107101153-A0202-12-0103-304
Figure 107101153-A0202-12-0103-304

Figure 107101153-A0202-12-0103-305
Figure 107101153-A0202-12-0103-305

Figure 107101153-A0202-12-0103-307
Figure 107101153-A0202-12-0103-307

Figure 107101153-A0202-12-0103-308
Figure 107101153-A0202-12-0103-308

Figure 107101153-A0202-12-0104-309
Figure 107101153-A0202-12-0104-309

Figure 107101153-A0202-12-0104-310
Figure 107101153-A0202-12-0104-310

Figure 107101153-A0202-12-0104-311
Figure 107101153-A0202-12-0104-311

Figure 107101153-A0202-12-0104-313
Figure 107101153-A0202-12-0104-313

Figure 107101153-A0202-12-0104-314
Figure 107101153-A0202-12-0104-314

Figure 107101153-A0202-12-0104-315
Figure 107101153-A0202-12-0104-315

Figure 107101153-A0202-12-0105-316
Figure 107101153-A0202-12-0105-316

Figure 107101153-A0202-12-0105-317
Figure 107101153-A0202-12-0105-317

Figure 107101153-A0202-12-0105-318
Figure 107101153-A0202-12-0105-318

Figure 107101153-A0202-12-0105-320
Figure 107101153-A0202-12-0105-320

Figure 107101153-A0202-12-0105-321
Figure 107101153-A0202-12-0105-321

Figure 107101153-A0202-12-0106-322
Figure 107101153-A0202-12-0106-322

Figure 107101153-A0202-12-0106-323
Figure 107101153-A0202-12-0106-323

Figure 107101153-A0202-12-0106-324
Figure 107101153-A0202-12-0106-324

Figure 107101153-A0202-12-0106-325
Figure 107101153-A0202-12-0106-325

(式中,n表示1~10之整數) (in the formula, n represents an integer from 1 to 10)

關於上述逆波長分散性2官能聚合性化合物之合計含量,較佳為於用於聚合性組成物之聚合性化合物之總量中,含有0~90質量%,更佳為含有0~80質量%,特佳為含有0~70質量%。 The total content of the above-mentioned reverse wavelength dispersive bifunctional polymerizable compounds is preferably 0 to 90% by mass, more preferably 0 to 80% by mass in the total amount of the polymerizable compounds used in the polymerizable composition , it is particularly preferable to contain 0 to 70% by mass.

又,於重視聚合性組成物之保存穩定性之情形時,較佳為將下限值設為5質量%以上,更佳為設為10質量%以上。 Moreover, when the storage stability of a polymerizable composition is important, it is preferable to make a lower limit into 5 mass % or more, and it is more preferable to make it 10 mass % or more.

(正波長分散性2官能聚合性化合物) (Positive wavelength dispersive bifunctional polymerizable compound)

本發明之聚合性組成物中,除了上述逆波長分散性聚合性化合物以外,在不對性能造成損害之前提下,亦可進一步含有下述通式(2-2)所表示之具有 兩個聚合性基之正波長分散性聚合性化合物。 The polymerizable composition of the present invention may further contain a compound represented by the following general formula (2-2), in addition to the above-mentioned reverse wavelength dispersive polymerizable compound, as long as the performance is not impaired. Positive wavelength dispersion polymerizable compound with two polymerizable groups.

Figure 107101153-A0202-12-0107-326
Figure 107101153-A0202-12-0107-326

上述通式(2-2)中,P212~P222各自獨立地表示聚合性基,通式(2-2)中,S212~S222各自獨立地表示間隔基團或單鍵,於存在多個S212~S222之情形時,該等各自可相同亦可不同,通式(2-2)中,X212~X222各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X212~X222之情形時,該等各自可相同亦可不同(其中,各P-(S-X)-鍵結中不含有-O-O-),通式(2-2)中,MG212表示液晶原性基,通式(2-2)中,m22、n22各自獨立地表示0至5之整數。 In the above general formula (2-2), P 212 to P 222 each independently represent a polymerizable group, and in the general formula (2-2), S 212 to S 222 each independently represent a spacer group or a single bond, and in the presence of In the case of a plurality of S 212 to S 222 , each of them may be the same or different. In the general formula (2-2), X 212 to X 222 each independently represent -O-, -S-, -OCH 2 - , -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- , -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO -, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 212 ~X 222 , each of them may be the same or different (wherein, each P-(SX)- bond is not In general formula (2-2), MG 212 represents a mesogenic group, and in general formula (2-2), m22 and n22 each independently represent an integer of 0 to 5.

上述通式(2-2)中,S212~S222所表示之間隔基團表示碳原子數1~18之伸烷基,該伸烷基亦可被一個以上之鹵素原子、CN基、碳原子數1~8之烷基、或具有聚合性官能基之碳原子數1~8之烷基取代,該基中所存在之一個CH2基或未相鄰之兩個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-CH(OH)-、CH(COOH)、-COO-、-OCO-、-OCOO-、-SCO-、-COS-、 -C≡C-、或式(S-1)、或式(S-2)取代。 In the above general formula (2-2), the spacer group represented by S 212 to S 222 represents an alkylene group with 1 to 18 carbon atoms, and the alkylene group can also be replaced by more than one halogen atom, CN group, carbon Substituted with an alkyl group having 1 to 8 atoms or an alkyl group having a polymerizable functional group and having 1 to 8 carbon atoms, one CH 2 group or two or more non-adjacent CH 2 groups present in the group are also substituted. Can be independently of each other in the form of oxygen atoms not directly bonded to each other by -O-, -S-, -NH-, -N(CH 3 )-, -CO-, -CH(OH)-, CH(COOH ), -COO-, -OCO-, -OCOO-, -SCO-, -COS-, -C≡C-, or formula (S-1), or formula (S-2) is substituted.

Figure 107101153-A0202-12-0108-327
Figure 107101153-A0202-12-0108-327

此等間隔基團之中,從配向性之觀點而言,較佳為碳原子數2~8之直鏈伸烷基、被氟原子取代之碳數2~6之伸烷基、伸烷基之一部份被-O-取代之碳原子數5~14之伸烷基。 Among these spacer groups, from the viewpoint of alignment, straight-chain alkylene groups having 2 to 8 carbon atoms, alkylene groups having 2 to 6 carbon atoms substituted with fluorine atoms, and alkylene groups are preferred. An alkylene group with 5 to 14 carbon atoms partially substituted by -O-.

又,P212~P222所表示之聚合性基較佳為下述式(P-1)~式(P-20)。 In addition, the polymerizable groups represented by P 212 to P 222 are preferably the following formulae (P-1) to (P-20).

Figure 107101153-A0202-12-0108-328
Figure 107101153-A0202-12-0108-328

此等聚合性基之中,從提高聚合性及保存穩定性之觀點而言,較佳為式(P-1)、式(P-2)、式(P-7)、式(P-12)、或式(P-13),更佳為式(P-1)、式(P-7)、式(P-12)。 Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. ), or formula (P-13), more preferably formula (P-1), formula (P-7), and formula (P-12).

MG212所表示之液晶原性基係以通式(8-b)表示。 The mesogenic group represented by MG 212 is represented by the general formula (8-b).

Figure 107101153-A0202-12-0109-329
Figure 107101153-A0202-12-0109-329

(式中,A83、A84各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0109-540
烷-2,5-二基,此等基可未經取代或亦可被一個以上之上述L2取代,於存在多個A83及/或A84之情形時,各自可相同亦可不同,Z83及Z84各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z83及/或Z84之情形時,各自可相同亦可不同,M81表示選自1,4-伸苯基、1,4-伸環己基、1,4-環己烯基、四氫哌喃-2,5-二基、1,3-二
Figure 107101153-A0202-12-0109-538
烷-2,5-二基、四氫噻喃-2,5-二基、1,4-雙環(2,2,2)伸辛基、十氫萘-2,6-二基、吡啶-2,5-二基、嘧啶-2,5-二基、吡
Figure 107101153-A0202-12-0109-539
-2,5-二基、噻吩-2,5-二基、1,2,3,4-四氫萘-2,6-二基、伸萘基-1,4-二基、伸萘基-1,5-二基、伸萘基-1,6-二基、伸萘基-2,6-二基、菲-2,7-二基、9,10-二氫菲-2,7-二基、1,2,3,4,4a,9,10a-八氫菲-2,7-二基、苯并〔1,2-b: 4,5-b‘〕二噻吩-2,6-二基、苯并〔1,2-b:4,5-b‘〕二硒吩-2,6-二基、〔1〕苯并噻吩并(benzothieno)〔3,2-b〕噻吩-2,7-二基、〔1〕苯并硒基酚(benzoselenopheno)〔3,2-b〕硒吩-2,7-二基、或茀-2,7-二基中之基,此等基可未經取代或亦可被一個以上之L2取代,L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,j83及j84各自獨立地表示0至5之整數,j83+j84表示1至5之整數) (In the formula, A 83 and A 84 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0109-540
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more of the above-mentioned L 2 , when there are multiple A 83 and/or A 84 , each of them may be the same or different, Z 83 and Z 84 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO- S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 - , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO- , -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C - or single bond, when there are multiple Z 83 and/or Z 84 , each may be the same or different, M 81 represents selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4- 4-cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-diyl
Figure 107101153-A0202-12-0109-538
Alkyl-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decalin-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridine
Figure 107101153-A0202-12-0109-539
-2,5-diyl, thiophene-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, naphthylene-1,4-diyl, naphthylene -1,5-diyl, naphthylene-1,6-diyl, naphthylene-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2,7 -diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, benzo[1,2-b: 4,5-b']dithiophene-2, 6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene -2,7-diyl, [1] benzoselenopheno [3,2-b]selenophen-2,7-diyl, or phenyl-2,7-diyl, the The same group can be unsubstituted or can be substituted by one or more L 2 , L 2 represents fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro, isocyano, amino, hydroxyl, Sulfhydryl, methylamine, dimethylamine, diethylamine, diisopropylamine, trimethylsilyl, dimethylsilyl, thioisocyano, or 1 -CH 2 - or 2 adjacent ones The above -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O -, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH -, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl group with 1 to 20 carbon atoms, any hydrogen atom in the alkyl group can also be replaced by a fluorine atom, j83 and j84 each independently represents an integer from 0 to 5, and j83+j84 represents an integer from 1 to 5)

進一步,上述通式(2-2)係以下述通式(2-b)表示。 Furthermore, the above-mentioned general formula (2-2) is represented by the following general formula (2-b).

Figure 107101153-A0202-12-0110-330
Figure 107101153-A0202-12-0110-330

於上述通式(2-b)中,聚合性基P212~P222較佳為各自獨立地表示選自下述式(P-1)至式(P-20)中之基,

Figure 107101153-A0202-12-0111-331
In the above general formula (2-b), the polymerizable groups P 212 to P 222 preferably each independently represent a group selected from the following formulae (P-1) to (P-20),
Figure 107101153-A0202-12-0111-331

此等聚合性基之中,從提高聚合性及保存穩定性之觀點而言,較佳為式(P-1)、式(P-2)、式(P-7)、式(P-12)、或式(P-13),更佳為式(P-1)、式(P-7)、式(P-12)。 Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. ), or formula (P-13), more preferably formula (P-1), formula (P-7), and formula (P-12).

於通式(2-b)中,S212~S222各自獨立地表示間隔基團或單鍵,於存在多個S212~S222之情形時,其等可相同亦可不同。又,作為間隔基團,表示碳原子數1~18之伸烷基,該伸烷基亦可被一個以上之鹵素原子、CN基、碳原子數1~8之烷基、或具有聚合性官能基之碳原子數1~8之烷基取代,存在於此基中之一個CH2基或未相鄰之兩個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-CH(OH)-、CH(COOH)、-COO-、-OCO-、-OCOO-、-SCO-、-COS-或-C≡C-取代。此等間隔基團之中,從配向性之觀點而言,較佳為碳原子數2~8之直鏈伸烷基、經氟原子取代之碳數2~6之伸烷基、伸烷基之一部份被-O-取代之碳原子數5~14之伸烷基。 In the general formula (2-b), S 212 to S 222 each independently represent a spacer group or a single bond, and when there are a plurality of S 212 to S 222 , they may be the same or different. In addition, as a spacer group, it represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group may be replaced by one or more halogen atoms, CN group, alkyl group having 1 to 8 carbon atoms, or a polymerizable function. The alkyl group with 1 to 8 carbon atoms in the group is substituted, and one CH 2 group in this group or two or more CH 2 groups that are not adjacent to each other can also be independently of each other. Oxygen atoms are not directly bonded to each other. The forms are -O-, -S-, -NH-, -N( CH3 )-, -CO-, -CH(OH)-, CH(COOH), -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substitution. Among these spacer groups, from the viewpoint of alignment, straight-chain alkylene groups having 2 to 8 carbon atoms, alkylene groups having 2 to 6 carbon atoms substituted with fluorine atoms, and alkylene groups are preferred. An alkylene group with 5 to 14 carbon atoms partially substituted by -O-.

於通式(2-b)中,X212~X222各自獨立地表示-O-、-S-、 -OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於分別存在多個X212~X222之情形時,其等可相同亦可不同(其中,各P-(S-X)-中不含有-O-O-鍵結)。又,從原料取得之容易度及合成之容易度之觀點而言,於存在多個之情形時各自可相同亦可不同,較佳為各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,更佳為各自獨立地表示-O-、-OCH2-、-CH2O-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,於分別存在多個X212~X222之情形時,各自可相同亦可不同,特佳為各自獨立地表示-O-、-COO-、-OCO-或單鍵。 In the general formula (2-b), X 212 to X 222 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, - OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO- CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, depending on the existence of multiple In the case of X 212 to X 222 , they may be the same or different (wherein, each P-(SX)- does not contain -OO- linkage). In addition, from the viewpoints of easiness of obtaining raw materials and easiness of synthesis, when there are pluralities, each may be the same or different, and it is preferable to represent -O-, -S-, and -OCH 2 independently of each other. -, -CH 2 O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -COO -CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, more preferably -O-, -OCH each independently 2 -, -CH 2 O-, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 - OCO- or a single bond, when there are a plurality of X 212 to X 222 , may be the same or different, and it is particularly preferable that each independently represents -O-, -COO-, -OCO- or a single bond.

於通式(2-b)中,A212~A222各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二

Figure 107101153-A0202-12-0112-541
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L2取代,於存在多個A212~A222之情形時,各自可相同亦可不同。從原料取得之容易度及合成之容易度之觀點而言,A212~A222較佳為各自獨立地表示未經取代或亦可被一個以上之L2取代之1,4-伸苯基、1,4-伸環己基或萘-2,6-二基,更佳為各自獨立地表示選自下述式(A-1) 至式(A-11)中之基,
Figure 107101153-A0202-12-0113-333
In general formula (2-b), A 212 to A 222 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5- diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0202-12-0112-541
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more L 2 , and when there are multiple A 212 to A 222 , each may be the same or different. From the viewpoint of the ease of obtaining raw materials and the ease of synthesis, A 212 to A 222 preferably each independently represent 1,4-phenylene group which is unsubstituted or may be substituted by one or more L 2 , 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formulae (A-1) to (A-11),
Figure 107101153-A0202-12-0113-333

進而更佳為各自獨立地表示選自(A-1)至式(A-8)中之基,特佳為各自獨立地表示選自式(A-1)至式(A-4)中之基。 More preferably, each independently represents a group selected from (A-1) to formula (A-8), and particularly preferably each independently represents a group selected from formula (A-1) to formula (A-4) base.

於通式(2-b)中,Z212~Z222各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z212~Z222之情形時,各自可相同亦可不同。從化合物之液晶性、原料取得之容易度及合成之容易度之觀點而言,Z212~Z222較佳為各自獨立地表示單鍵、-OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO -、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-CF=CF-、-C≡C-或單鍵,Z212~Z222更佳為各自獨立地表示-OCH2-、-CH2O-、-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-CH=CH-、-C≡C-或單鍵,Z212~Z222進而更佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-或單鍵,特佳為各自獨立地表示-CH2CH2-、-COO-、-OCO-或單鍵。 In the general formula (2-b), Z 212 to Z 222 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, - COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO- , -NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, - SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, In the cases of Z 212 to Z 222 , they may be the same or different. From the viewpoints of the liquid crystallinity of the compound, the ease of obtaining raw materials, and the ease of synthesis, it is preferable that Z 212 to Z 222 each independently represent a single bond, -OCH 2 -, -CH 2 O-, -COO- , -OCO-, -CF2O-, -OCF2- , -CH2CH2- , -CF2CF2- , -CH= CH - COO-, -CH= CH -OCO-, -COO-CH =CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, Z 212 to Z 222 more preferably independently represent -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, - COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -CH=CH-, - C≡C- or a single bond, more preferably Z 212 to Z 222 each independently represent -CH 2 CH 2 -, -COO-, -OCO-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO- or a single bond, particularly preferably -CH 2 CH 2 -, -COO-, -OCO- or a single bond, each independently.

於通式(2-b)中,M212較佳為選自1,4-伸苯基、1,4-伸環己基、1,4-環己烯基、四氫哌喃-2,5-二基、1,3-二

Figure 107101153-A0202-12-0114-543
烷-2,5-二基、四氫噻喃-2,5-二基、1,4-雙環(2,2,2)伸辛基、十氫萘-2,6-二基、吡啶-2,5-二基、嘧啶-2,5-二基、吡
Figure 107101153-A0202-12-0114-545
-2,5-二基、噻吩-2,5-二基-、1,2,3,4-四氫萘-2,6-二基、伸萘基-1,4-二基、伸萘基-1,5-二基、伸萘基-1,6-二基、伸萘基-2,6-二基、菲-2,7-二基、9,10-二氫菲-2,7-二基、1,2,3,4,4a,9,10a-八氫菲-2,7-二基、苯并〔1,2-b:4,5-b‘〕二噻吩-2,6-二基、苯并〔1,2-b:4,5-b‘〕二硒吩-2,6-二基、〔1〕苯并噻吩并〔3,2-b〕噻吩-2,7-二基、〔1〕苯并硒基酚〔3,2-b〕硒吩-2,7-二基、或茀-2,7-二基中之基,此等基可未經取代或亦可被一個以上之L2取代,從原料取得之容易度及合成之容易度之觀點而言,M212較佳為各自獨立地為未經取代或亦可被一個以上之L2取代之1,4-伸苯基、伸萘基-1,4-二基、或伸萘基-2,6-二基,更佳為表示選自未經取代或亦可被一個以上之L2取代之1,4-伸苯基中之基。 In general formula (2-b), M 212 is preferably selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran-2,5 -Dibase, 1,3-Di
Figure 107101153-A0202-12-0114-543
Alkyl-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decalin-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridine
Figure 107101153-A0202-12-0114-545
-2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, naphthylene-1,4-diyl, naphthylene Base-1,5-diyl, naphthylene-1,6-diyl, naphthylene-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2, 7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, benzo[1,2-b:4,5-b']dithiophene-2 ,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene-2 ,7-diyl, [1]benzoselenophenol[3,2-b]selenophene-2,7-diyl, or perylene-2,7-diyl, which may be Substituted or may be substituted by one or more L 2 , from the viewpoint of the ease of obtaining raw materials and the ease of synthesis, M 212 is preferably independently unsubstituted or may be substituted by one or more L 2 The 1,4-phenylene, naphthylene-1,4-diyl, or naphthylene-2,6-diyl, more preferably, is selected from unsubstituted or may be selected by one or more L 2 The group in the substituted 1,4-phenylene group.

於通式(2-b)中,L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺 基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。從液晶性、合成之容易度之觀點而言,L2較佳為表示氟原子、氯原子、五氟硫烷基、硝基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-O-CO-O-、-CH=CH-、-CF=CF-或-C≡C-中之基取代之碳原子數1至20之直鏈狀或支鏈狀烷基,更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代且1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-COO-或-OCO-中之基取代之碳原子數1至12之直鏈狀或支鏈狀烷基,進而更佳為表示氟原子、氯原子、或任意之氫原子亦可被氟原子取代之碳原子數1至12之直鏈狀或支鏈狀烷基或者烷氧基,特佳為表示氟原子、氯原子、或碳原子數1至8之直鏈烷基或者直鏈烷氧基。 In the general formula (2-b), L 2 represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amino group, a hydroxyl group, a mercapto group, a methylamino group, a di Methylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyano, or one -CH 2 - or two or more non-adjacent -CH 2 - Can be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH- , -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- Or -C≡C- substituted straight-chain or branched-chain alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoints of liquid crystallinity and ease of synthesis, L 2 preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a diisopropyl group The propylamino group or any hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- The number of carbon atoms substituted by the group is 1 to 20. A chain-like or branched-chain alkyl group, more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom, and one -CH 2 - or two or more non-adjacent -CH 2 - A straight-chain or branched-chain alkyl group having 1 to 12 carbon atoms, each independently substituted by a group selected from -O-, -COO- or -OCO-, and more preferably a fluorine atom, chlorine A straight-chain or branched-chain alkyl group or alkoxy group having 1 to 12 carbon atoms, or an arbitrary hydrogen atom may be substituted by a fluorine atom, particularly preferably a fluorine atom, a chlorine atom, or a carbon number of 1 to 8 straight-chain alkyl or straight-chain alkoxy.

於通式(2-b)中,m22、n22各自獨立地表示0至5之整數,從液晶性、原料取得之容易度及合成之容易度之觀點而言,較佳為表示0至4之整數,更佳為表示0至2之整數,進而更佳為表示0或1。 In the general formula (2-b), m22 and n22 each independently represent an integer of 0 to 5, and preferably represent an integer of 0 to 4 from the viewpoints of liquid crystallinity, ease of obtaining raw materials, and ease of synthesis. Integer, more preferably an integer representing 0 to 2, and still more preferably representing 0 or 1.

於通式(2-b)中,j21、j22各自獨立地表示0至5之整數,j21+j22表示1至5之整數。從液晶性、合成之容易度及保存穩定性之觀點而言,j21、j22較佳為各自獨立地表示1至4之整數,更佳為表示1至3之整數,特佳為表示1或2。j21+j22較佳為表示1至4之整數,特佳為表示2或3。 In the general formula (2-b), j21 and j22 each independently represent an integer of 0 to 5, and j21+j22 represent an integer of 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j21 and j22 preferably each independently represent an integer of 1 to 4, more preferably an integer of 1 to 3, and particularly preferably 1 or 2 . j21+j22 preferably represents an integer of 1 to 4, particularly preferably represents 2 or 3.

具體而言,作為通式(2-b)所表示之化合物,較佳為下述式(2-b-1)至式(2-b-33)所表示之化合物。 Specifically, as the compound represented by the general formula (2-b), compounds represented by the following formulae (2-b-1) to (2-b-33) are preferred.

Figure 107101153-A0202-12-0116-334
Figure 107101153-A0202-12-0116-334

Figure 107101153-A0202-12-0116-335
Figure 107101153-A0202-12-0116-335

Figure 107101153-A0202-12-0116-336
Figure 107101153-A0202-12-0116-336

Figure 107101153-A0202-12-0116-337
Figure 107101153-A0202-12-0116-337

Figure 107101153-A0202-12-0116-338
Figure 107101153-A0202-12-0116-338

Figure 107101153-A0202-12-0116-339
Figure 107101153-A0202-12-0116-339

Figure 107101153-A0202-12-0116-340
Figure 107101153-A0202-12-0116-340

Figure 107101153-A0202-12-0116-341
Figure 107101153-A0202-12-0116-341

Figure 107101153-A0202-12-0117-342
Figure 107101153-A0202-12-0117-342

Figure 107101153-A0202-12-0117-343
Figure 107101153-A0202-12-0117-343

Figure 107101153-A0202-12-0117-344
Figure 107101153-A0202-12-0117-344

Figure 107101153-A0202-12-0117-345
Figure 107101153-A0202-12-0117-345

Figure 107101153-A0202-12-0117-350
Figure 107101153-A0202-12-0117-350

Figure 107101153-A0202-12-0117-349
Figure 107101153-A0202-12-0117-349

Figure 107101153-A0202-12-0117-351
Figure 107101153-A0202-12-0117-351

Figure 107101153-A0202-12-0117-352
Figure 107101153-A0202-12-0117-352

Figure 107101153-A0202-12-0117-353
Figure 107101153-A0202-12-0117-353

Figure 107101153-A0202-12-0117-354
Figure 107101153-A0202-12-0117-354

Figure 107101153-A0202-12-0118-356
Figure 107101153-A0202-12-0118-356

Figure 107101153-A0202-12-0118-357
Figure 107101153-A0202-12-0118-357

Figure 107101153-A0202-12-0118-358
Figure 107101153-A0202-12-0118-358

Figure 107101153-A0202-12-0118-359
Figure 107101153-A0202-12-0118-359

Figure 107101153-A0202-12-0118-360
Figure 107101153-A0202-12-0118-360

Figure 107101153-A0202-12-0118-362
Figure 107101153-A0202-12-0118-362

Figure 107101153-A0202-12-0118-363
Figure 107101153-A0202-12-0118-363

Figure 107101153-A0202-12-0118-364
Figure 107101153-A0202-12-0118-364

Figure 107101153-A0202-12-0119-365
Figure 107101153-A0202-12-0119-365

Figure 107101153-A0202-12-0119-366
Figure 107101153-A0202-12-0119-366

Figure 107101153-A0202-12-0119-367
Figure 107101153-A0202-12-0119-367

Figure 107101153-A0202-12-0119-368
Figure 107101153-A0202-12-0119-368

Figure 107101153-A0202-12-0119-369
Figure 107101153-A0202-12-0119-369

Figure 107101153-A0202-12-0119-370
Figure 107101153-A0202-12-0119-370

Figure 107101153-A0202-12-0119-371
Figure 107101153-A0202-12-0119-371

(式中,m及n分別獨立地表示1~18之整數,R表示氫原子、鹵素原子、碳數1~6之烷基、碳數1~6之烷氧基、氰基。於此等基為碳數1~6之烷基、或碳數1~6之烷氧基之情形時,可全部未經取代,或是被一個或兩個以上之鹵素原子取代)。此等液晶化合物可單獨使用,亦可混合2種以上而使用。 (In the formula, m and n each independently represent an integer of 1 to 18, and R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, and a cyano group. These are When the group is an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms, all of them may be unsubstituted or substituted by one or more halogen atoms). These liquid crystal compounds may be used alone or in combination of two or more.

關於上述正波長分散性2官能聚合性化合物之合計含量,較佳為於用於聚合性組成物之聚合性化合物之總量中,含有0~30質量%,更佳為含有0~20質量%,特佳為含有0~15質量%。 The total content of the above-mentioned positive wavelength dispersive bifunctional polymerizable compounds is preferably 0 to 30% by mass, more preferably 0 to 20% by mass in the total amount of the polymerizable compounds used in the polymerizable composition , it is particularly preferable to contain 0 to 15% by mass.

又,於重視聚合性組成物之保存穩定性之情形時,較佳為將下限值設為5質量%以上,更佳為設為10質量%以上。 Moreover, when the storage stability of a polymerizable composition is important, it is preferable to make a lower limit into 5 mass % or more, and it is more preferable to make it 10 mass % or more.

(起始劑) (starter)

本發明之聚合性組成物可視需要含有起始劑。本發明之聚合性組成物所使用之聚合起始劑,用於使本發明之聚合性組成物聚合。作為使用於藉由照光進行聚合之情形時的光聚合起始劑,並無特別限定,在不會阻礙聚合性化合物的配向狀態之程度下,可使用公知慣用者。 The polymerizable composition of the present invention may optionally contain an initiator. The polymerization initiator used in the polymerizable composition of the present invention is used to polymerize the polymerizable composition of the present invention. It does not specifically limit as a photopolymerization initiator when it is used for superposing|polymerizing by irradiation, A well-known and customary thing can be used so long as the alignment state of a polymerizable compound is not inhibited.

例如可列舉:1-羥基環己基苯基酮「Irgacure 184」、1-(4-異丙苯基)-2-羥基-2-甲基丙烷-1-酮「Darocur 1116」、2-甲基-1-[(甲硫基)苯基]-2-N-

Figure 107101153-A0202-12-0120-546
啉基丙烷-1「Irgacure 907」、2,2-二甲氧-1,2-二苯乙烷-1-酮「Irgacure 651」、2-苄基-2-二甲胺基-1-(4-N-
Figure 107101153-A0202-12-0120-547
啉基苯基)-丁酮「Irgacure 369」)、2-二甲胺基-2-(4-甲基苄基)-1-(4-N-
Figure 107101153-A0202-12-0120-548
啉基-苯基)丁烷-1-酮「Irgacure 379」、2,2-二甲氧-1,2-二苯乙烷-1-酮、雙(2,4,6-三甲基苯甲醯基)-二苯基膦氧化物「Lucirin TPO」、2,4,6-三甲基苯甲醯基-苯基-膦氧化物「Irgacure 819」、1,2-辛二酮,1-[4-(苯硫基)-,2-(O-苯甲醯基肟)],乙酮「Irgacure OXE01」)、1-[9-乙基-6-(2-甲苯甲醯基)-9H-咔唑-3-基]-,1-(O-乙醯基肟)「Irgacure OXE02」、「Irgacure OXE04」(以上為巴斯夫(BASF)股份有限公司製)、2,4-二乙基9-氧硫
Figure 107101153-A0202-12-0120-549
(thioxanthone)(日本化藥公司製「Kayacure DETX」)與p-二甲胺基苯甲酸乙酯(日本化藥公司製「KayacureEPA」)之混合物、異丙基9-氧硫
Figure 107101153-A0202-12-0120-550
(WARD BLEKINSOP公司製「Quantacure-ITX」)與p-二甲胺基苯甲酸乙酯之混合物、「Esacure ONE」、「EsacureKIP150」、「EsacureKIP160」、「Esacure1001M」、「EsacureA198」、「EsacureKIP IT」、「EsacureKTO46」、「EsacureTZT」(lamberti股份有限公司製)、LAMBSON公司之「SpeedCure BMS」、「SpeedCure PBZ」,「二苯基酮」等。進一步,作為光陽離子起始劑,可使用光酸產生劑(photoacid generator)。作為 光酸產生劑,可列舉:重氮二碸系化合物、三苯基鋶系化合物、苯碸系化合物、磺醯基吡啶系化合物、三
Figure 107101153-A0202-12-0121-551
系化合物及二苯基錪鎓(diphenyl iodonium)化合物等。 For example, 1-hydroxycyclohexyl phenyl ketone "Irgacure 184", 1-(4-cumylphenyl)-2-hydroxy-2-methylpropan-1-one "Darocur 1116", 2-methyl -1-[(Methylthio)phenyl]-2-N-
Figure 107101153-A0202-12-0120-546
Linopropane-1 "Irgacure 907", 2,2-dimethoxy-1,2-diphenylethane-1-one "Irgacure 651", 2-benzyl-2-dimethylamino-1-( 4-N-
Figure 107101153-A0202-12-0120-547
Linophenyl)-butanone "Irgacure 369"), 2-dimethylamino-2-(4-methylbenzyl)-1-(4-N-
Figure 107101153-A0202-12-0120-548
Lino-phenyl)butan-1-one "Irgacure 379", 2,2-dimethoxy-1,2-diphenylethan-1-one, bis(2,4,6-trimethylbenzene Formyl)-diphenylphosphine oxide "Lucirin TPO", 2,4,6-trimethylbenzyl-phenyl-phosphine oxide "Irgacure 819", 1,2-octanedione, 1 -[4-(Phenylthio)-,2-(O-benzyl oxime)], ethyl ketone "Irgacure OXE01"), 1-[9-ethyl-6-(2-tolyloxy) -9H-carbazol-3-yl]-,1-(O-acetyloxime) "Irgacure OXE02", "Irgacure OXE04" (the above are manufactured by BASF Co., Ltd.), 2,4-diethyl 9-oxothio
Figure 107101153-A0202-12-0120-549
A mixture of (thioxanthone) (“Kayacure DETX” manufactured by Nippon Kayaku Co., Ltd.) and p-dimethylaminobenzoic acid ethyl ester (“KayacureEPA” manufactured by Nippon Kayaku Co., Ltd.), isopropyl 9-oxysulfur
Figure 107101153-A0202-12-0120-550
Mixture of ("Quantacure-ITX" manufactured by Ward BLEKINSOP Corporation) and p-dimethylaminobenzoic acid ethyl ester, "Esacure ONE", "EsacureKIP150", "EsacureKIP160", "Esacure1001M", "EsacureA198", "EsacureKIP IT" , "EsacureKTO46", "EsacureTZT" (made by Lamberti Co., Ltd.), "SpeedCure BMS", "SpeedCure PBZ", "Diphenylketone" of LAMBSON Company, etc. Further, as the photocation initiator, a photoacid generator can be used. As a photoacid generator, a diazodiphenyl compound, a triphenyl perionate type compound, a benzyl type compound, a sulfonyl pyridine type compound, a triphenyl perine type compound,
Figure 107101153-A0202-12-0121-551
Compounds and diphenyl iodonium (diphenyl iodonium) compounds and the like.

關於光聚合起始劑之含量,相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,較佳為0.1~10質量份,特佳為1~8質量份。此等可單獨使用,亦可混合2種以上使用。 The content of the photopolymerization initiator is preferably 0.1 to 10 parts by mass, particularly preferably 1 to 8 parts by mass, with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition. These can be used individually or in mixture of 2 or more types.

又,使用於熱聚合時之熱聚合起始劑可使用公知慣用者,例如可使用:乙醯乙酸甲酯過氧化物、氫過氧化異丙苯、過氧化苯甲醯、雙(4-三級丁基環己基)過氧化二碳酸酯、三級丁基過氧化苯甲酸酯、甲基乙基酮過氧化物、1,1-雙(三級己基過氧化)3,3,5-三甲基環己烷、對戊氫過氧化物、三級丁基氫過氧化物、雙異苯丙基過氧化物、異丁基過氧化物、二(3-甲基-3-甲氧基丁基)過氧化碳酸酯、1,1-雙(三級丁基過氧化)環己烷等有機過氧化物;2,2’-偶氮雙異丁腈、2,2’-偶氮雙(2,4-二甲基戊腈)等偶氮腈化合物;2,2’-偶氮雙(2-甲基-N-苯基二乙酮脒)二氫氯化物等偶氮脒(azoamidine)化合物、2,2’-偶氮雙{2-甲基-N-[1,1-雙(羥基甲基)-2-羥基乙基]丙醯胺}等偶氮醯胺化合物、2,2’-偶氮雙(2,4,4-三甲基戊烷)等烷基偶氮化合物等。關於熱聚合起始劑之含量,相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,較佳為0.1~10質量份,特佳為1~6質量%。此等可單獨使用,亦可混合2種以上使用。 In addition, as the thermal polymerization initiator used in thermal polymerization, well-known and conventional ones can be used, for example, methyl acetyl acetate peroxide, cumene hydroperoxide, benzyl peroxide, bis(4-tris) can be used. tertiary butylcyclohexyl) peroxydicarbonate, tertiary butyl peroxybenzoate, methyl ethyl ketone peroxide, 1,1-bis(tertiary hexyl peroxide) 3,3,5- Trimethylcyclohexane, p-pentamyl hydroperoxide, tert-butyl hydroperoxide, bisisophenylpropyl peroxide, isobutyl peroxide, bis(3-methyl-3-methoxy butyl) carbonate, 1,1-bis(tertiary butylperoxy)cyclohexane and other organic peroxides; 2,2'-azobisisobutyronitrile, 2,2'-azo Azocarbonitrile compounds such as bis(2,4-dimethylvaleronitrile); azoamidine) compounds, 2,2'-azobis{2-methyl-N-[1,1-bis(hydroxymethyl)-2-hydroxyethyl]propionamide} and other azoamide compounds, 2 , 2'-azobis (2,4,4-trimethylpentane) and other alkyl azo compounds. The content of the thermal polymerization initiator is preferably 0.1 to 10 parts by mass, particularly preferably 1 to 6 parts by mass, with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition. These can be used individually or in mixture of 2 or more types.

(有機溶劑) (Organic solvents)

本發明之聚合性組成物可視需要含有有機溶劑。所使用之有機溶劑並無特別限定,較佳為聚合性化合物顯示出良好之溶解性的有機溶劑,較佳為可於100℃以下之溫度乾燥之有機溶劑。作為此種溶劑,例如可列舉:甲苯、二甲苯、異丙苯、均三甲苯(mesitylene)等芳香族系烴;乙酸甲酯、乙酸乙酯、乙酸丙 酯、乙酸丁酯、乙酸環己酯、乙酸3-丁氧基甲酯、乳酸乙酯等酯系溶劑;甲基乙基酮、甲基異丁基酮、環己酮、環戊酮等酮系溶劑;四氫呋喃、1,2-二甲氧基乙烷、大茴香醚等醚系溶劑;N,N-二甲基甲醯胺、N-甲基-2-吡咯啶酮等醯胺系溶劑;乙二醇單甲醚乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單甲醚、丙二醇二乙酸酯、丙二醇單甲基丙基醚、二乙二醇單甲醚乙酸酯、γ-丁內酯及氯苯等。此等可單獨使用,亦可混合2種以上使用,就溶液穩定性之方面而言,較佳使用酮系溶劑、醚系溶劑、酯系溶劑及芳香族烴系溶劑中之任一種以上。 The polymerizable composition of the present invention may optionally contain an organic solvent. The organic solvent to be used is not particularly limited, but is preferably an organic solvent in which the polymerizable compound exhibits good solubility, and is preferably an organic solvent that can be dried at a temperature of 100° C. or lower. Examples of such solvents include aromatic hydrocarbons such as toluene, xylene, cumene, and mesitylene; methyl acetate, ethyl acetate, and propyl acetate. Ester, butyl acetate, cyclohexyl acetate, 3-butoxymethyl acetate, ethyl lactate and other ester solvents; methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, cyclopentanone and other ketones solvents; ether solvents such as tetrahydrofuran, 1,2-dimethoxyethane, anisole, etc.; amide solvents such as N,N-dimethylformamide and N-methyl-2-pyrrolidone ; Ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol monomethyl propyl ether, diethylene glycol monomethyl ether acetate, γ -Butyrolactone and chlorobenzene, etc. These may be used alone or in combination of two or more, but in terms of solution stability, any one or more of a ketone-based solvent, an ether-based solvent, an ester-based solvent, and an aromatic hydrocarbon-based solvent is preferably used.

關於所使用之有機溶劑的比率,由於使用於本發明之聚合性組成物通常藉由塗布來進行,故只要未明顯有損塗布之狀態,便無特別限制,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為50~700質量份,更佳為100~650質量份,特佳為150~600質量份。 The ratio of the organic solvent to be used is not particularly limited as long as the polymerizable composition used in the present invention is usually coated by coating, so long as the coating state is not significantly impaired, but it is preferably the ratio of the organic solvent to the polymerizable composition. The total content of the polymerizable compounds contained in 100 parts by mass is 50 to 700 parts by mass, more preferably 100 to 650 parts by mass, and particularly preferably 150 to 600 parts by mass.

又,當將上述聚合性液晶性化合物溶解於有機溶劑時,為了使之均勻溶解,較佳進行加熱攪拌。加熱攪拌時之加熱溫度,考慮所使用之聚合性液晶化合物對有機溶劑之溶解性,適當加以調節即可,但從生產性之方面而言,較佳為15℃~130℃,更佳為30℃~110℃,特佳為50℃~100℃。 Moreover, when dissolving the said polymerizable liquid crystalline compound in an organic solvent, it is preferable to heat and stir in order to make it melt|dissolve uniformly. The heating temperature during heating and stirring may be appropriately adjusted in consideration of the solubility of the polymerizable liquid crystal compound to be used in the organic solvent, but from the viewpoint of productivity, it is preferably 15°C to 130°C, more preferably 30°C. ℃~110℃, preferably 50℃~100℃.

(添加劑) (additive)

本發明之聚合性組成物,亦可為了均勻地塗布,或因應各種目的而使用通用之添加劑。例如,可於不會顯著降低液晶之配向性的程度添加聚合抑制劑、抗氧化劑、紫外線吸收劑、調平劑(leveling agent)、配向控制劑、鏈轉移劑、紅外線吸收劑、觸變劑、抗靜電劑、色素、填料、掌性化合物、具有聚合性基之非液晶性化合物、其他液晶化合物、配向材料等之添加劑。 In the polymerizable composition of the present invention, general-purpose additives may be used for uniform coating or for various purposes. For example, polymerization inhibitors, antioxidants, ultraviolet absorbers, leveling agents, alignment control agents, chain transfer agents, infrared absorbers, thixotropic agents, Additives for antistatic agents, pigments, fillers, chiral compounds, non-liquid crystal compounds with polymerizable groups, other liquid crystal compounds, alignment materials, etc.

(聚合抑制劑) (polymerization inhibitor)

本發明之聚合性組成物視需要可含有聚合抑制劑。作為所使用之聚合抑制劑並無特別限定,可使用公知慣用者。 The polymerizable composition of the present invention may contain a polymerization inhibitor if necessary. It does not specifically limit as a polymerization inhibitor to be used, A well-known and customary thing can be used.

例如,可列舉:對甲氧苯酚、甲酚、三級丁基兒茶酚、3,5-二-三級丁基-4-羥基甲苯、2,2'-亞甲基雙(4-甲基-6-三級丁基苯酚)、2,2'-亞甲基雙(4-乙基-6-三級丁基苯酚)、4,4'-硫代雙(3-甲基-6-三級丁基苯酚)、4-甲氧基-1-萘酚、4,4'-二烷氧基-2,2'-聯-1-萘酚等之酚系化合物,對苯二酚、甲基對苯二酚、三級丁基對苯二酚、對苯醌、甲基-對苯醌、三級丁基-對苯醌、2,5-二苯基苯醌、2-羥基-1,4-萘醌、1,4-萘醌、2,3-二氯-1,4-萘醌、蒽醌、聯對苯醌等之醌系化合物,對苯二胺、4-胺基二苯基胺、N,N'-二苯基-對苯二胺、N-異丙基-N'-苯基-對苯二胺、N-(1,3-二甲基丁基)-N'-苯基-對苯二胺、N,N'-二-2-萘基-對苯二胺、二苯基胺、N-苯基-β-萘基胺、4,4-二異丙苯基(dicumyl)-二苯基胺、4,4'-二辛基-二苯基胺等之胺系化合物,啡噻

Figure 107101153-A0202-12-0123-552
、硫二丙酸二(十八基)酯等之硫醚系化合物,N-亞硝基二苯基胺、N-亞硝基苯基萘基胺、N-亞硝基二萘基胺、對亞硝基苯酚、亞硝基苯、對亞硝基二苯基胺、α-亞硝基-β-萘酚等,N,N-二甲基對亞硝基苯胺、對亞硝基二苯基胺、對亞硝基二甲基胺、對亞硝基-N,N-二乙基胺、N-亞硝基乙醇胺、N-亞硝基二-正丁基胺、N-亞硝基-N-正丁基-4-丁醇胺、N-亞硝基-二異丙醇胺、N-亞硝基-N-乙基-4-丁醇胺、5-亞硝基-8-羥基喹啉、N-亞硝基
Figure 107101153-A0202-12-0123-554
啉、N-亞硝基-N-苯基羥基胺銨鹽、亞硝基苯、2,4,6-三-三級丁基亞硝基苯、N-亞硝基-N-甲基-對甲苯磺醯胺、N-亞硝基-N-乙基胺酯、N-亞硝基-N-正丙基胺酯、1-亞硝基-2-萘酚、2-亞硝基-1-萘酚、1-亞硝基-2-萘酚-3,6-磺酸鈉、2-亞硝基-1-萘酚-4-磺酸鈉、2-亞硝基-5-甲基胺基苯酚鹽酸鹽、2-亞硝基-5-甲基胺基苯酚鹽酸鹽等之亞硝基系化合物。 For example, p-methoxyphenol, cresol, tertiary butylcatechol, 3,5-di-tertiarybutyl-4-hydroxytoluene, 2,2'-methylenebis(4-methyl) yl-6-tertiary butylphenol), 2,2'-methylenebis(4-ethyl-6-tertiarybutylphenol), 4,4'-thiobis(3-methyl-6 - tertiary butylphenol), 4-methoxy-1-naphthol, 4,4'-dialkoxy-2,2'-bi-1-naphthol and other phenolic compounds, hydroquinone , methyl hydroquinone, tertiary butyl hydroquinone, p-benzoquinone, methyl-p-benzoquinone, tert-butyl-p-benzoquinone, 2,5-diphenylbenzoquinone, 2-hydroxyl -Quinone compounds such as 1,4-naphthoquinone, 1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, anthraquinone, bi-p-benzoquinone, p-phenylenediamine, 4-amine Diphenylamine, N,N'-diphenyl-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl) -N'-phenyl-p-phenylenediamine, N,N'-di-2-naphthyl-p-phenylenediamine, diphenylamine, N-phenyl-β-naphthylamine, 4,4-diphenylamine Amine compounds such as cumyl (dicumyl)-diphenylamine, 4,4'-dioctyl-diphenylamine, etc.
Figure 107101153-A0202-12-0123-552
, thioether-based compounds such as di(octadecyl) thiodipropionate, N-nitroso diphenylamine, N-nitrosophenyl naphthylamine, N-nitroso dinaphthylamine, p-nitrosophenol, nitrosobenzene, p-nitroso diphenylamine, α-nitroso-β-naphthol, etc., N,N-dimethyl p-nitrosoaniline, p-nitroso diphenylamine Phenylamine, p-nitrosodimethylamine, p-nitroso-N,N-diethylamine, N-nitrosoethanolamine, N-nitrosodi-n-butylamine, N-nitroso yl-N-n-butyl-4-butanolamine, N-nitroso-diisopropanolamine, N-nitroso-N-ethyl-4-butanolamine, 5-nitroso-8 -Hydroxyquinoline, N-nitroso
Figure 107101153-A0202-12-0123-554
Linen, N-nitroso-N-phenylhydroxylamine ammonium salt, nitrosobenzene, 2,4,6-tri-tert-butylnitrosobenzene, N-nitroso-N-methyl- p-toluenesulfonamide, N-nitroso-N-ethylamine ester, N-nitroso-N-n-propylamine ester, 1-nitroso-2-naphthol, 2-nitroso- 1-Naphthol, 1-nitroso-2-naphthol-3,6-sodium sulfonate, 2-nitroso-1-naphthol-4-sodium sulfonate, 2-nitroso-5-methyl Nitroso-based compounds such as aminoaminophenol hydrochloride and 2-nitroso-5-methylaminophenol hydrochloride.

關於聚合抑制劑之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.01~2.0質量份,更佳為0.05~1.0質 量份。 The addition amount of the polymerization inhibitor is preferably 0.01 to 2.0 parts by mass, more preferably 0.05 to 1.0 parts by mass with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition amount.

(抗氧化劑) (Antioxidants)

本發明之聚合性組成物視需要可含有抗氧化劑等。作為此種化合物,可列舉:對苯二酚衍生物、亞硝基胺系聚合抑制劑、阻滯酚(hindered phenol)系抗氧化劑等,更具體而言,可列舉:三級丁基對苯二酚,和光純藥工業公司之「Q-1300」、「Q-1301」,新戊四醇肆[3-(3,5-二-三級丁基-4-羥基苯基)丙酸酯「IRGANOX1010」、硫代二伸乙基雙[3-(3,5-二-三級丁基-4-羥基苯基)丙酸酯「IRGANOX1035」、十八基-3-(3,5-二-三級丁基-4-羥基苯基)丙酸酯「IRGANOX1076」、「IRGANOX1135」、「IRGANOX1330」、4,6-雙(辛基硫甲基)-鄰甲酚「IRGANOX1520L」、「IRGANOX1726」、「IRGANOX245」、「IRGANOX259」、「IRGANOX3114」、「IRGANOX3790」、「IRGANOX5057」、「IRGANOX565」(以上為巴斯夫股份有限公司製),艾迪科股份有限公司製之ADK STAB AO-20、AO-30、AO-40、AO-50、AO-60、AO-80,住友化學股份有限公司之Sumilizer BHT、Sumilizer BBM-S及Sumilizer GA-80等。 The polymerizable composition of the present invention may contain antioxidants and the like as necessary. Examples of such compounds include hydroquinone derivatives, nitrosoamine-based polymerization inhibitors, hindered phenol-based antioxidants, and the like, and more specifically, tertiary butyl p-benzene Diphenol, "Q-1300", "Q-1301" of Wako Pure Chemical Industries, Ltd., neopentaerythritol tetra[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate] "IRGANOX1010", thiodieneethylbis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate "IRGANOX1035", octadecyl-3-(3,5- Di-tertiary butyl-4-hydroxyphenyl) propionate "IRGANOX1076", "IRGANOX1135", "IRGANOX1330", 4,6-bis(octylthiomethyl)-o-cresol "IRGANOX1520L", "IRGANOX1726 ", "IRGANOX245", "IRGANOX259", "IRGANOX3114", "IRGANOX3790", "IRGANOX5057", "IRGANOX565" (the above are manufactured by BASF Co., Ltd.), ADK STAB AO-20, AO manufactured by Adiko Co., Ltd. -30, AO-40, AO-50, AO-60, AO-80, Sumilizer BHT, Sumilizer BBM-S and Sumilizer GA-80 of Sumitomo Chemical Co., Ltd.

關於抗氧化劑之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.01~2.0質量份,更佳為0.05~1.0質量份。 The addition amount of the antioxidant is preferably 0.01 to 2.0 parts by mass, more preferably 0.05 to 1.0 parts by mass, with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition.

(紫外線吸收劑) (UV absorber)

本發明之聚合性組成物,視需要可含有紫外線吸收劑或光穩定劑。所使用之紫外線吸收劑或光穩定劑並無特別限定,較佳為可提升光學異向體或光學膜等之耐光性者。 The polymerizable composition of the present invention may contain an ultraviolet absorber or a light stabilizer as necessary. The ultraviolet absorber or light stabilizer to be used is not particularly limited, but is preferably one that can improve the light resistance of an optical anisotrope, an optical film, or the like.

作為上述紫外線吸收劑,例如可列舉:2-(2-羥基-5-三級丁基苯基)-2H-苯并三唑「TINUVIN PS」、「TINUVIN 99-2」、「TINUVIN 109」、「TINUVIN 213」、「TINUVIN 234」、「TINUVIN 326」、「TINUVIN 328」、「TINUVIN 329」、「TINUVIN 384-2」、「TINUVIN 571」,2-(2H-苯并三唑-2-基)-4,6-雙(1-甲基-1-苯基乙基)苯酚「TINUVIN 900」,2-(2H-苯并三唑-2-基)-6-(1-甲基-1-苯基乙基)-4-(1,1,3,3-四甲基丁基)苯酚「TINUVIN 928」、「TINUVIN 1130」、「TINUVIN 400」、「TINUVIN 405」,2,4-雙[2-羥基-4-丁氧基苯基]-6-(2,4-二丁氧基苯基)-1,3,5-三

Figure 107101153-A0202-12-0125-555
「TINUVIN 460」、「TINUVIN 479」、「TINUVIN 5236」(以上為巴斯夫股份有限公司製),「ADK STAB LA-32」、「ADK STAB LA-34」、「ADK STAB LA-36」、「ADK STAB LA-31」、「ADK STAB 1413」、「ADK STAB LA-51」(以上為艾迪科股份有限公司製)等。 As said ultraviolet absorber, for example, 2-(2-hydroxy-5-tertiary butylphenyl)-2H-benzotriazole "TINUVIN PS", "TINUVIN 99-2", "TINUVIN 109", "TINUVIN 213", "TINUVIN 234", "TINUVIN 326", "TINUVIN 328", "TINUVIN 329", "TINUVIN 384-2", "TINUVIN 571", 2-(2H-benzotriazol-2-yl )-4,6-bis(1-methyl-1-phenylethyl)phenol "TINUVIN 900", 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1 -Phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol "TINUVIN 928", "TINUVIN 1130", "TINUVIN 400", "TINUVIN 405", 2,4-bis [2-Hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-tris
Figure 107101153-A0202-12-0125-555
"TINUVIN 460", "TINUVIN 479", "TINUVIN 5236" (the above are manufactured by BASF Corporation), "ADK STAB LA-32", "ADK STAB LA-34", "ADK STAB LA-36", "ADK STAB LA-36" STAB LA-31", "ADK STAB 1413", "ADK STAB LA-51" (the above are manufactured by Adiko Co., Ltd.), etc.

作為光穩定劑,例如可列舉:「TINUVIN 111FDL」、「TINUVIN 123」、「TINUVIN 144」、「TINUVIN 152」、「TINUVIN 292」、「TINUVIN 622」、「TINUVIN 770」、「TINUVIN 765」、「TINUVIN 780」、「TINUVIN 905」、「TINUVIN 5100」、「TINUVIN 5050」、「TINUVIN 5060」、「TINUVIN 5151」、「CHIMASSORB 119FL」、「CHIMASSORB 944FL」、「CHIMASSORB 944LD」(以上為巴斯夫股份有限公司製),「ADK STAB LA-52」、「ADK STAB LA-57」、「ADK STAB LA-62」、「ADK STAB LA-67」、「ADK STAB LA-63P」、「ADK STAB LA-68LD」、「ADK STAB LA-77」、「ADK STAB LA-82」、「ADK STAB LA-87」(以上為艾迪科股份有限公司製)等。 Examples of the light stabilizer include "TINUVIN 111FDL", "TINUVIN 123", "TINUVIN 144", "TINUVIN 152", "TINUVIN 292", "TINUVIN 622", "TINUVIN 770", "TINUVIN 765", " "TINUVIN 780", "TINUVIN 905", "TINUVIN 5100", "TINUVIN 5050", "TINUVIN 5060", "TINUVIN 5151", "CHIMASSORB 119FL", "CHIMASSORB 944FL", "CHIMASSORB 944LD" (the above are BASF Corporation made), "ADK STAB LA-52", "ADK STAB LA-57", "ADK STAB LA-62", "ADK STAB LA-67", "ADK STAB LA-63P", "ADK STAB LA-68LD" , "ADK STAB LA-77", "ADK STAB LA-82", "ADK STAB LA-87" (the above are manufactured by Adiko Co., Ltd.), etc.

(調平劑) (leveler)

本發明之聚合性組成物視需要可含有調平劑。所使用之調平劑並無特別限定,較佳為於形成光學異向體或光學膜等薄膜之情形時用以減少膜厚不均者。作為上述調平劑,可列舉:烷基羧酸鹽、烷基磷酸鹽、烷基磺酸鹽、氟烷基羧酸鹽、氟烷基磷酸鹽、氟烷基磺酸鹽、聚氧乙烯衍生物、氟烷基環氧乙烷衍生 物、聚乙二醇衍生物、烷基銨鹽、氟烷基銨鹽類等。 The polymerizable composition of the present invention may contain a leveling agent if necessary. The leveling agent to be used is not particularly limited, but is preferably one for reducing film thickness unevenness in the case of forming a thin film such as an optical anisotrope or an optical film. Examples of the above-mentioned leveling agent include alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives compounds, fluoroalkyl ethylene oxide derivatives Compounds, polyethylene glycol derivatives, alkyl ammonium salts, fluoroalkyl ammonium salts, etc.

具體而言可列舉:「MEGAFACE F-114」、「MEGAFACE F-251」、「MEGAFACE F-281」、「MEGAFACE F-410」、「MEGAFACE F-430」、「MEGAFACE F-444」、「MEGAFACE F-472SF」、「MEGAFACE F-477」、「MEGAFACE F-510」、「MEGAFACE F-511」、「MEGAFACE F-552」、「MEGAFACE F-553」、「MEGAFACE F-554」、「MEGAFACE F-555」、「MEGAFACE F-556」、「MEGAFACE F-557」、「MEGAFACE F-558」、「MEGAFACE F-559」、「MEGAFACE F-560」、「MEGAFACE F-561」、「MEGAFACE F-562」、「MEGAFACE F-563」、「MEGAFACE F-565」、「MEGAFACE F-567」、「MEGAFACE F-568」、「MEGAFACE F-569」、「MEGAFACE F-570」、「MEGAFACE F-571」、「MEGAFACE R-40」、「MEGAFACE R-41」、「MEGAFACE R-43」、「MEGAFACE R-94」、「MEGAFACE RS-72-K」、「MEGAFACE RS-75」、「MEGAFACE RS-76-E」、「MEGAFACE RS-76-NS」、「MEGAFACE RS-90」、「MEGAFACE EXP.TF-1367」、「MEGAFACE EXP.TF1437」、「MEGAFACE EXP.TF1537」、「MEGAFACE EXP.TF-2066」、「MEGAFACE DS-21」(以上為迪愛生股份有限公司製),「FTERGENT 100」、「FTERGENT 100C」、「FTERGENT 110」、「FTERGENT 150」、「FTERGENT 150CH」、「FTERGENT 100A-K」、「FTERGENT 300」、「FTERGENT 310」、「FTERGENT 320」、「FTERGENT 400SW」、「FTERGENT 251」、「FTERGENT 215M」、「FTERGENT 212M」、「FTERGENT 215M」、「FTERGENT 250」、「FTERGENT 222F」、「FTERGENT 212D」、「FTX-218」、「FTERGENT 209F」、「FTERGENT 245F」、「FTERGENT 208G」、「FTERGENT 240G」、「FTERGENT212P」、「FTERGENT 220P」、「FTERGENT 228P」、「DFX -18」、「FTERGENT 601AD」、「FTERGENT 602A」、「FTERGENT 650A」、「FTERGENT 750FM」、「FTX-730FM」、「FTERGENT 730FL」、「FTERGENT 710FS」、「FTERGENT 710FM」、「FTERGENT 710FL」、「FTERGENT 750LL」、「FTX-730LS」、「FTERGENT 730LM」(以上為尼歐斯股份有限公司製),「BYK-300」、「BYK-302」、「BYK-306」、「BYK-307」、「BYK-310」、「BYK-315」、「BYK-320」、「BYK-322」、「BYK-323」、「BYK-325」、「BYK-330」、「BYK-331」、「BYK-333」、「BYK-337」、「BYK-340」、「BYK-344」、「BYK-370」、「BYK-375」、「BYK-377」、「BYK-350」、「BYK-352」、「BYK-354」、「BYK-355」、「BYK-356」、「BYK-358N」、「BYK-361N」、「BYK-357」、「BYK-390」、「BYK-392」、「BYK-UV3500」、「BYK-UV3510」、「BYK-UV3570」、「BYK-Silclean3700」(以上為BYK股份有限公司製),「TEGO Rad2100」、「TEGO Rad2011」、「TEGO Rad2200N」、「TEGO Rad2250」、「TEGO Rad2300」、「TEGO Rad2500」、「TEGO Rad2600」、「TEGO Rad2650」、「TEGO Rad2700」、「TEGO Flow300」、「TEGO Flow370」、「TEGO Flow425」、「TEGO Flow ATF2」、「TEGO Flow ZFS460」、「TEGO Glide100」、「TEGO Glide110」、「TEGO Glide130」、「TEGO Glide410」、「TEGO Glide411」、「TEGO Glide415」、「TEGO Glide432」、「TEGO Glide440」、「TEGO Glide450」、「TEGO Glide482」、「TEGO Glide A115」、「TEGO Glide B1484」、「TEGO Glide ZG400」、「TEGO Twin4000」、「TEGO Twin4100」、「TEGO Twin4200」、「TEGO Wet240」、「TEGO Wet250」、「TEGO Wet260」、「TEGO Wet265」、「TEGO Wet270」、「TEGO Wet280」、「TEGO Wet500」、「TEGO Wet505」、「TEGO Wet510」、「TEGO Wet520」、「TEGO Wet KL245」(以上為Evonik Industries股份有限公司製), 「FC-4430」、「FC-4432」(以上為3M Japan股份有限公司製),「Unidyne NS」(以上為大金工業股份有限公司製),「Surflon S-241」、「Surflon S-242」、「Surflon S-243」、「Surflon S-420」、「Surflon S-611」、「Surflon S-651」、「Surflon S-386」(以上為AGC清美化學股份有限公司製),「DISPARLON OX-880EF」、「DISPARLON OX-881」、「DISPARLON OX-883」、「DISPARLON OX-77EF」、「DISPARLON OX-710」、「DISPARLON 1922」、「DISPARLON 1927」、「DISPARLON 1958」、「DISPARLON P-410EF」、「DISPARLON P-420」、「DISPARLON P-425」、「DISPARLON PD-7」、「DISPARLON 1970」、「DISPARLON 230」、「DISPARLON LF-1980」、「DISPARLON LF-1982」、「DISPARLON LF-1983」、「DISPARLON LF-1084」、「DISPARLON LF-1985」、「DISPARLON LHP-90」、「DISPARLON LHP-91」、「DISPARLON LHP-95」、「DISPARLON LHP-96」、「DISPARLON OX-715」、「DISPARLON 1930N」、「DISPARLON 1931」、「DISPARLON 1933」、「DISPARLON 1934」、「DISPARLON 1711EF」、「DISPARLON 1751N」、「DISPARLON 1761」、「DISPARLON LS-009」、「DISPARLON LS-001」、「DISPARLON LS-050」(以上為楠本化成股份有限公司製),「PF-151N」、「PF-636」、「PF-6320」、「PF-656」、「PF-6520」、「PF-652-NF」、「PF-3320」(以上為奧諾法解答公司製),「Polyflow No.7」、「Polyflow No.50E」、「Polyflow No.50EHF」、「Polyflow No.54N」、「Polyflow No.75」、「Polyflow N0.77」、「Polyflow No.85」、「Polyflow No.85HF」、「Polyflow No.90」、「Polyflow No.90D-50」、「Polyflow No.95」、「Polyflow No.99C」、「Polyflow KL-400K」、「Polyflow KL-400HF」、「Polyflow KL-401」、「Polyflow KL-402」、「Polyflow KL-403」、「Polyflow KL-404」、「Polyflow KL-100」、「Polyflow LE-604」、「Polyflow KL-700」、「Flowlen AC-300」、「Flowlen AC -303」、「Flowlen AC-324」、「Flowlen AC-326F」、「Flowlen AC-530」、「Flowlen AC-903」、「Flowlen AC-903HF」、「Flowlen AC-1160」、「Flowlen AC-1190」、「Flowlen AC-2000」、「Flowlen AC-2300C」、「Flowlen AO-82」、「Flowlen AO-98」、「Flowlen AO-108」(以上為共榮社化學股份有限公司製),「L-7001」、「L-7002」、「8032ADDITIVE」、「57ADDTIVE」、「L-7064」、「FZ-2110」、「FZ-2105」、「67ADDTIVE」、「8616ADDTIVE」(以上為Toray Dow Silicone股份有限公司製)等之例。 Specifically, "MEGAFACE F-114", "MEGAFACE F-251", "MEGAFACE F-281", "MEGAFACE F-410", "MEGAFACE F-430", "MEGAFACE F-444", "MEGAFACE F-444" F-472SF, MEGAFACE F-477, MEGAFACE F-510, MEGAFACE F-511, MEGAFACE F-552, MEGAFACE F-553, MEGAFACE F-554, MEGAFACE F -555", "MEGAFACE F-556", "MEGAFACE F-557", "MEGAFACE F-558", "MEGAFACE F-559", "MEGAFACE F-560", "MEGAFACE F-561", "MEGAFACE F- 562", "MEGAFACE F-563", "MEGAFACE F-565", "MEGAFACE F-567", "MEGAFACE F-568", "MEGAFACE F-569", "MEGAFACE F-570", "MEGAFACE F-571" ", "MEGAFACE R-40", "MEGAFACE R-41", "MEGAFACE R-43", "MEGAFACE R-94", "MEGAFACE RS-72-K", "MEGAFACE RS-75", "MEGAFACE RS- 76-E, "MEGAFACE RS-76-NS", "MEGAFACE RS-90", "MEGAFACE EXP.TF-1367", "MEGAFACE EXP.TF1437", "MEGAFACE EXP.TF1537", "MEGAFACE EXP.TF- 2066", "MEGAFACE DS-21" (the above are manufactured by Diesen Co., Ltd.), "FTERGENT 100", "FTERGENT 100C", "FTERGENT 110", "FTERGENT 150", "FTERGENT 150CH", "FTERGENT 100A-K" ", "FTERGENT 300", "FTERGENT 310", "FTERGENT 320", "FTERGENT 400SW", "FTERGENT 251", "FTERGENT 215M", "FTERGENT 212M", "FTERGENT 215M", "FTERGENT 250", "FTERGENT 222F", "FTERGENT 212D", "FTX-218", "FTERGENT 209F", "FTERGENT 245F", "FTERGENT 208G", "FTERGENT 240G", "FTERGENT212P", "FTERGENT 220P", "FTERGENT 228P", "DFX -18", "FTERGENT 601AD", "FTERGENT 602A", "FTERGENT 650A", "FTERGENT 750FM", "FTX-730FM", "FTERGENT 730FL", "FTERGENT 710FS", "FTERGENT 710FM", "FTERGENT 710FL", "FTERGENT 750LL", "FTX-730LS", "FTERGENT 730LM" (the above are manufactured by Neos Co., Ltd.), "BYK-300", "BYK-302", "BYK-306", "BYK-307" , "BYK-310", "BYK-315", "BYK-320", "BYK-322", "BYK-323", "BYK-325", "BYK-330", "BYK-331", " BYK-333, BYK-337, BYK-340, BYK-344, BYK-370, BYK-375, BYK-377, BYK-350, BYK- 352", "BYK-354", "BYK-355", "BYK-356", "BYK-358N", "BYK-361N", "BYK-357", "BYK-390", "BYK-392" , "BYK-UV3500", "BYK-UV3510", "BYK-UV3570", "BYK-Silclean3700" (the above are manufactured by BYK Co., Ltd.), "TEGO Rad2100", "TEGO Rad2011", "TEGO Rad2200N", " TEGO Rad2250", "TEGO Rad2300", "TEGO Rad2500", "TEGO Rad2600", "TEGO Rad2650", "TEGO Rad2700", "TEGO Flow300", "TEGO Flow370", "TEGO Flow425", "TEGO Flow ATF2", "TEGO Flow ZFS460", "TEGO Glide100", "TEGO Glide110", "TEGO Glide130", "TEGO Glide410", "TEGO Glide411", "TEGO Glide415", "TEGO Glide432", "TEGO Glide440", "TEGO Glide450" , "TEGO Glide482", "TEGO Glide A115", "TEGO Glide B1484", "TEGO Gli de ZG400, "TEGO Twin4000", "TEGO Twin4100", "TEGO Twin4200", "TEGO Wet240", "TEGO Wet250", "TEGO Wet260", "TEGO Wet265", "TEGO Wet270", "TEGO Wet280", " TEGO Wet500", "TEGO Wet505", "TEGO Wet510", "TEGO Wet520", "TEGO Wet KL245" (the above are manufactured by Evonik Industries Co., Ltd.), "FC-4430", "FC-4432" (made by 3M Japan Co., Ltd. above), "Unidyne NS" (made by Daikin Industries, Ltd. above), "Surflon S-241", "Surflon S-242" ", "Surflon S-243", "Surflon S-420", "Surflon S-611", "Surflon S-651", "Surflon S-386" (the above are manufactured by AGC Kiyomi Chemical Co., Ltd.), "DISPARLON OX-880EF, DISPARLON OX-881, DISPARLON OX-883, DISPARLON OX-77EF, DISPARLON OX-710, DISPARLON 1922, DISPARLON 1927, DISPARLON 1958, DISPARLON P-410EF, DISPARLON P-420, DISPARLON P-425, DISPARLON PD-7, DISPARLON 1970, DISPARLON 230, DISPARLON LF-1980, DISPARLON LF-1982, "DISPARLON LF-1983", "DISPARLON LF-1084", "DISPARLON LF-1985", "DISPARLON LHP-90", "DISPARLON LHP-91", "DISPARLON LHP-95", "DISPARLON LHP-96", " DISPARLON OX-715","DISPARLON 1930N","DISPARLON 1931","DISPARLON 1933","DISPARLON 1934","DISPARLON 1711EF","DISPARLON 1751N","DISPARLON 1761","DISPARLON LS-009","DISPARLON LS-001", "DISPARLON LS-050" (the above are manufactured by Kusumoto Chemical Co., Ltd.), "PF-151N", "PF-636", "PF-6320", "PF-656", "PF-6520" ", "PF-652-NF", "PF-3320" (the above are manufactured by Onofa Solutions), "Polyflow No.7", "Polyflow No.50E", "Polyflow No.50EHF", "Polyflow No. .54N” , "Polyflow No.75", "Polyflow N0.77", "Polyflow No.85", "Polyflow No.85HF", "Polyflow No.90", "Polyflow No.90D-50", "Polyflow No.95" ", "Polyflow No.99C", "Polyflow KL-400K", "Polyflow KL-400HF", "Polyflow KL-401", "Polyflow KL-402", "Polyflow KL-403", "Polyflow KL-404" , "Polyflow KL-100", "Polyflow LE-604", "Polyflow KL-700", "Flowlen AC-300", "Flowlen AC" -303, "Flowlen AC-324", "Flowlen AC-326F", "Flowlen AC-530", "Flowlen AC-903", "Flowlen AC-903HF", "Flowlen AC-1160", "Flowlen AC- 1190", "Flowlen AC-2000", "Flowlen AC-2300C", "Flowlen AO-82", "Flowlen AO-98", "Flowlen AO-108" (the above are manufactured by Kyoeisha Chemical Co., Ltd.), "L-7001", "L-7002", "8032ADDITIVE", "57ADDTIVE", "L-7064", "FZ-2110", "FZ-2105", "67ADDTIVE", "8616ADDTIVE" (the above are Toray Dow Silicone Co., Ltd.), etc.

關於調平劑之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.01~2.0質量份,更佳為0.05~0.5質量份。 The addition amount of the leveling agent is preferably 0.01 to 2.0 parts by mass, more preferably 0.05 to 0.5 parts by mass, with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition.

又,於藉由使用上述調平劑將本發明之聚合性組成物製成光學異向體之情形時,有時亦可有效地減小空氣界面之傾斜角(tilt angle)。 Furthermore, when the polymerizable composition of the present invention is made into an optically anisotropic body by using the above-mentioned leveling agent, the tilt angle of the air interface may be effectively reduced in some cases.

(配向控制劑) (alignment control agent)

本發明之聚合性組成物為了控制液晶性化合物之配向狀態,可含有配向控制劑。作為所使用之配向控制劑,可列舉液晶性化合物相對於基材實質上呈水平配向、實質上呈垂直配向、實質上呈混合配向者。又,於添加有掌性化合物之情形時,可列舉實質上平面配向者。如上所述,雖然有時亦會藉由界面活性劑來誘導水平配向、平面配向,但若為可誘導各種配向狀態者,則無特別限定,可使用公知慣用者。 The polymerizable composition of the present invention may contain an alignment control agent in order to control the alignment state of the liquid crystal compound. As the alignment control agent to be used, a liquid crystalline compound is exemplified by a substantially horizontal alignment, a substantially vertical alignment, and a substantially mixed alignment with respect to the base material. Moreover, when a chiral compound is added, a substantially planar alignment is mentioned. As described above, although the horizontal alignment and the planar alignment may be induced by a surfactant, there is no particular limitation as long as it can induce various alignment states, and a well-known and conventional one can be used.

作為該種配向控制劑,例如可列舉製成光學異向體時具有可有效地減小空氣界面之傾斜角的效果,並具有以下述通式(8)表示之重複單位之重量平均分子量在100以上1000000以下的化合物。 As such an alignment control agent, for example, it has the effect of effectively reducing the inclination angle of the air interface when it is made into an optical anisotropy, and has the weight-average molecular weight of the repeating unit represented by the following general formula (8) of 100. Compounds above 1,000,000.

Figure 107101153-A0202-12-0129-372
Figure 107101153-A0202-12-0129-372

(式中,R11、R12、R13及R14各自獨立地表示氫原子、鹵素原子或碳原子數1~20之烴基,該烴基中之氫原子亦可被一個以上之鹵素原子取代) (In the formula, R 11 , R 12 , R 13 and R 14 each independently represent a hydrogen atom, a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and the hydrogen atom in the hydrocarbon group may also be substituted by one or more halogen atoms)

又,亦可列舉:經氟烷基(fluoroalkyl)改質之棒狀液晶性化合物、圓盤狀液晶性化合物、含有亦可具有支鏈構造之長鏈脂肪族烷基的聚合性化合物等。 Moreover, the rod-like liquid crystal compound modified with a fluoroalkyl group, a discotic liquid crystal compound, a polymerizable compound containing a long-chain aliphatic alkyl group which may have a branched structure, etc. can also be mentioned.

作為具有有效地增加製成光學異向體時空氣界面之傾斜角的效果者,可列舉:經硝化纖維素、醋酸纖維素、丙酸纖維素、丁酸纖維素、雜芳香族環鹽改質之棒狀液晶性化合物,經氰基、氰烷基(cyanoalkyl)改質之棒狀液晶性化合物等。 As an effect of effectively increasing the inclination angle of the air interface when the optical anisotropy is formed, nitrocellulose, cellulose acetate, cellulose propionate, cellulose butyrate, and heteroaromatic cyclic salts are modified. The rod-shaped liquid crystal compound, the rod-shaped liquid crystal compound modified by a cyano group or a cyanoalkyl group, etc.

(鏈轉移劑) (chain transfer agent)

本發明之聚合性組成物為了更加提升聚合體或光學異向體與基材之密合性,可含有鏈轉移劑。作為鏈轉移劑,可列舉:芳香族烴類、氯仿、四氯化碳、四溴化碳、溴三氯甲烷等之鹵化烴類,辛基硫醇、正丁基硫醇、正戊基硫醇、正十六基硫醇、正十四基硫醇、正十二基硫醇、三級十四基硫醇、三級十二基硫醇等之硫醇化合物,己二硫醇(hexane dithiol)、癸二硫醇(decane dithiol)、1,4-丁二醇雙硫代丙酸酯(1,4-butanediol bisthiopropionate)、1,4-丁二醇雙巰基乙酸酯(1,4-Butanediol bisthioglycolate)、乙二醇雙巰基乙酸酯(ethyleneglycol bisthioglycolate)、乙二醇雙硫代丙酸酯(ethyleneglycol bisthiopropionate)、三羥甲基丙烷三巰基乙酸酯(trimethylol propane tristhioglycolate)、三羥甲基丙烷三硫代丙酸酯、三羥甲基丙烷三(3-巰基丁酸酯)(trimethylol propane tris(3-mercaptobutylate))、新戊四醇四巰基乙酸酯(pentaerythritol tetrakis(thioglycolate))、新戊四醇四硫代丙酸酯、三巰基丙酸三(2-羥乙基)三聚異氰酸酯(trimercaptopropionic acid tris(2-hydroxyethyl)isocyanurate)、1,4-二甲基巰基苯(1,4-dimethyl mercapto-benzene)、2,4,6-三巰基-對稱三

Figure 107101153-A0202-12-0130-556
、2-(N,N-二丁胺基)-4,6-二巰基 -對稱三
Figure 107101153-A0202-12-0131-557
等之硫醇(thiol)化合物,二甲基黃原二硫化物(dimethylxanthogen disulfide)、二乙基黃原二硫化物、二異丙基黃原二硫化物、二硫化四甲基秋蘭姆(tetramethylthiuram disulfide)、二硫化四乙基秋蘭姆、二硫化四丁基秋蘭姆等之硫化物化合物,N,N-二甲苯胺、N,N-二乙烯苯胺(N,N-divinylaniline)、五苯乙烷、α-甲基苯乙烯二聚物、丙烯醛、烯丙醇、萜品油烯、α-萜品烯、γ-萜品烯、雙戊烯等,更佳為2,4-二苯基-4-甲基-1-戊烯、硫醇化合物。 The polymerizable composition of the present invention may contain a chain transfer agent in order to further improve the adhesion between the polymer or the optical anisotrope and the substrate. Examples of the chain transfer agent include aromatic hydrocarbons, chloroform, carbon tetrachloride, carbon tetrabromide, halogenated hydrocarbons such as bromotrichloromethane, octyl mercaptan, n-butyl mercaptan, n-pentyl sulfur Thiol compounds such as alcohol, n-hexadecyl mercaptan, n-tetradecyl mercaptan, n-dodecyl mercaptan, tertiary tetradecyl mercaptan, tertiary dodecyl mercaptan, hexanedithiol (hexanedithiol) dithiol), decane dithiol (decane dithiol), 1,4-butanediol bisthiopropionate (1,4-butanediol bisthiopropionate), 1,4-butanediol bisthioglycolate (1,4-butanediol bisthiopropionate) -Butanediol bisthioglycolate, ethyleneglycol bisthioglycolate, ethyleneglycol bisthiopropionate, trimethylol propane tristhioglycolate, trimethylol propane tristhioglycolate Methyl propane trithiopropionate, trimethylol propane tris(3-mercaptobutylate), pentaerythritol tetrakis(thioglycolate) ), neotaerythritol tetrathiopropionate, trimercaptopropionic acid tris(2-hydroxyethyl) isocyanurate, 1,4-dimethylmercaptobenzene ( 1,4-dimethyl mercapto-benzene), 2,4,6-trimercapto-symmetric three
Figure 107101153-A0202-12-0130-556
, 2-(N,N-dibutylamino)-4,6-dimercapto-symmetric three
Figure 107101153-A0202-12-0131-557
and other thiol (thiol) compounds, dimethylxanthogen disulfide (dimethylxanthogen disulfide), diethylxanthogen disulfide, diisopropylxanthogen disulfide, tetramethylthiuram disulfide ( tetramethylthiuram disulfide), tetraethylthiuram disulfide, tetrabutylthiuram disulfide and other sulfide compounds, N,N-xylidine, N,N-divinylaniline (N,N-divinylaniline), Pentaphenylethane, α-methylstyrene dimer, acrolein, allyl alcohol, terpinene, α-terpinene, γ-terpinene, dipentene, etc., more preferably 2,4 -Diphenyl-4-methyl-1-pentene, thiol compound.

具體而言,較佳為由下述通式(9-1)~(9-12)表示之化合物。 Specifically, compounds represented by the following general formulae (9-1) to (9-12) are preferred.

Figure 107101153-A0202-12-0131-373
Figure 107101153-A0202-12-0131-373

Figure 107101153-A0202-12-0132-374
Figure 107101153-A0202-12-0132-374

Figure 107101153-A0202-12-0132-375
Figure 107101153-A0202-12-0132-375

Figure 107101153-A0202-12-0132-376
Figure 107101153-A0202-12-0132-376

Figure 107101153-A0202-12-0132-377
Figure 107101153-A0202-12-0132-377

式中,R95表示碳原子數2~18之烷基,該烷基可為直鏈亦可為支鏈,該烷基中之一個以上的亞甲基(methylene)亦可以氧原子及硫原子不互相直接鍵結之方式被氧原子、硫原子、-CO-、-OCO-、-COO-或-CH=CH-取代,R96表示碳原子數2~18之伸烷基,該伸烷基中之一個以上的亞甲基亦可以氧原子及硫原子不互相直接鍵結之方式被氧原子、硫原子、-CO-、-OCO-、-COO-或-CH=CH-取代。 In the formula, R 95 represents an alkyl group with 2 to 18 carbon atoms, the alkyl group can be a straight chain or a branched chain, and one or more methylene groups in the alkyl group can also be an oxygen atom and a sulfur atom. It is substituted by oxygen atom, sulfur atom, -CO-, -OCO-, -COO- or -CH=CH- in a way that is not directly bonded to each other, R 96 represents an alkylene group with 2 to 18 carbon atoms, the alkylene One or more methylene groups in the group may be substituted with oxygen atom, sulfur atom, -CO-, -OCO-, -COO- or -CH=CH- in such a way that oxygen atom and sulfur atom are not directly bonded to each other.

鏈轉移劑較佳於將聚合性液晶化合物混合於有機溶劑進行加熱攪拌而製備聚合性溶液之步驟中添加,但亦可於隨後之將聚合起始劑混合於聚合性溶液之步驟中添加,或亦可於兩步驟中添加。 The chain transfer agent is preferably added in the step of preparing the polymerizable solution by mixing the polymerizable liquid crystal compound with the organic solvent for heating and stirring, but it can also be added in the subsequent step of mixing the polymerization initiator with the polymerizable solution, or It can also be added in two steps.

關於鏈轉移劑之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.5~10質量份,更佳為1.0~5.0質量份。 The addition amount of the chain transfer agent is preferably 0.5 to 10 parts by mass, more preferably 1.0 to 5.0 parts by mass with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition.

進一步,為了調整物性,亦可視需要添加不為聚合性之液晶化合物等。沒有液晶性之聚合性化合物,較佳於將聚合性化合物混合於有機溶劑進行加熱攪拌而製備聚合性溶液之步驟中添加,但不為聚合性之液晶化合物等亦可於隨後之將聚合起始劑混合於聚合性溶液之步驟中添加,或亦可於兩步驟中 添加。關於此等化合物之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為20質量份以下,更佳為10質量份以下,進而更佳為5質量份以下。 Furthermore, in order to adjust physical properties, a non-polymerizable liquid crystal compound or the like may also be added as needed. The polymerizable compound without liquid crystallinity is preferably added in the step of preparing the polymerizable solution by mixing the polymerizable compound with the organic solvent, heating and stirring, but the non-polymerizable liquid crystal compound and the like can also be started after polymerization. The agent is added in the step of mixing the polymerizable solution, or it can also be added in two steps. Add to. The addition amount of these compounds is preferably 20 parts by mass or less, more preferably 10 parts by mass or less, and still more preferably 5 parts by mass relative to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition. parts by mass or less.

(紅外線吸收劑) (infrared absorber)

本發明之聚合性組成物視需要可含有紅外線吸收劑。所使用之紅外線吸收劑並無特別限定,可在不會擾亂配向性之範圍含有公知慣用者。 The polymerizable composition of the present invention may contain an infrared absorber as needed. The infrared absorber to be used is not particularly limited, and a well-known and conventional one can be contained within a range that does not disturb the orientation.

作為上述紅外線吸收劑,可列舉:花青(cyanine)化合物、酞青素化合物、萘醌化合物、二硫酚化合物、二亞銨(diimmonium)化合物、偶氮化合物、鋁鹽等。 As said infrared absorber, a cyanine compound, a phthalocyanin compound, a naphthoquinone compound, a dithiophenol compound, a diimmonium compound, an azo compound, an aluminum salt, etc. are mentioned.

具體而言,可列舉:二亞銨鹽類型之「NIR-IM1」、鋁鹽類型之「NIR-AM1」(以上為長瀨化成股份有限公司製),「Karenz IR-T」、「Karenz IR-13F」(以上為昭和電工股份有限公司製),「YKR-2200」、「YKR-2100」(以上為山本化成股份有限公司製),「IRA908」、「IRA931」、「IRA955」,「IRA1034」(以上為INDECO股份有限公司)等。 Specifically, "NIR-IM1" of the diimide salt type, "NIR-AM1" of the aluminum salt type (the above are manufactured by Nagase Chemical Co., Ltd.), "Karenz IR-T", " Karenz IR-13F" (the above are manufactured by Showa Denko Co., Ltd.), "YKR-2200", "YKR-2100" (the above are manufactured by Yamamoto Chemical Co., Ltd.), "IRA908", "IRA931", "IRA955", "IRA1034" (the above is INDECO Co., Ltd.), etc.

(抗靜電劑) (Antistatic agent)

本發明之聚合性組成物視需要可含有抗靜電劑。所使用之抗靜電劑並無特別限定,可在不會擾亂配向性之範圍含有公知慣用者。 The polymerizable composition of the present invention may contain an antistatic agent if necessary. The antistatic agent to be used is not particularly limited, and a well-known and conventional one can be contained within a range that does not disturb the orientation.

作為該種抗靜電劑,可列舉:在分子內具有至少1種以上之磺酸鹽基或磷酸鹽基的高分子化合物、具有四級銨鹽之化合物、具有聚合性基之界面活性劑等。 Examples of such antistatic agents include polymer compounds having at least one sulfonate group or phosphate group in the molecule, compounds having quaternary ammonium salts, and surfactants having polymerizable groups.

其中,較佳為具有聚合性基之界面活性劑,例如於具有聚合性基之界面活性劑之中,作為陰離子系者,可列舉:「Antox SAD」、「Antox MS-2N」(以上為日本乳化劑股份有限公司製),「Aqualon KH-05」、「Aqualon KH-10」、「Aqualon KH-20」、「Aqualon KH-0530」、「Aqualon KH-1025」(以上為 第一工業製藥股份有限公司製),「Adeka Reasoap SR-10N」、「Adeka Reasoap SR-20N」(以上股份有限公司艾迪科製),「Latemul PD-104」(花王股份有限公司製)等之烷基醚系,「Latemul S-120」、「Latemul S-120A」、「Latemul S-180P」、「Latemul S-180A」(以上為花王股份有限公司製),「Eleminol JS-2」(三洋化成股份有限公司製)等之磺酸基琥珀酸酯系,「Aqualon H-2855A」、「Aqualon H-3855B」、「Aqualon H-3855C」、「Aqualon H-3856」、「Aqualon HS-05」、「Aqualon HS-10」、「Aqualon HS-20」、「Aqualon HS-30」、「Aqualon HS-1025」、「Aqualon BC-05」、「Aqualon BC-10」、「Aqualon BC-20」、「Aqualon BC-1025」、「Aqualon BC-2020」(以上為第一工業製藥股份有限公司製),「Adeka Reasoap SDX-222」、「Adeka Reasoap SDX-223」、「Adeka Reasoap SDX-232」、「Adeka Reasoap SDX-233」、「Adeka Reasoap SDX-259」、「Adeka Reasoap SE-10N」、「Adeka Reasoap SE-20N」(以上為股份有限公司艾迪科製)等之烷基苯基醚或烷基苯基酯系,「Antox MS-60」、「Antox MS-2N」(以上為日本乳化劑股份有限公司製),「Eleminol RS-30」(三洋化成股份有限公司製)等之(甲基)丙烯酸酯硫酸酯系,「H-3330P」(第一工業製藥股份有限公司製),「Adeka Reasoap PP-70」(股份有限公司艾迪科製)等之磷酸酯系。 Among them, surfactants having a polymerizable group are preferred. For example, among the surfactants having a polymerizable group, examples of anionic surfactants include: "Antox SAD", "Antox MS-2N" (the above are Japanese Emulsifier Co., Ltd.), "Aqualon KH-05", "Aqualon KH-10", "Aqualon KH-20", "Aqualon KH-0530", "Aqualon KH-1025" (the above are Daiichi Kogyo Pharmaceutical Co., Ltd.), "Adeka Reasoap SR-10N", "Adeka Reasoap SR-20N" (Adeka Co., Ltd. above), "Latemul PD-104" (Kao Co., Ltd.), etc. Alkyl ether series, "Latemul S-120", "Latemul S-120A", "Latemul S-180P", "Latemul S-180A" (the above are manufactured by Kao Co., Ltd.), "Eleminol JS-2" ( Sanyo Chemical Co., Ltd.) and other sulfosuccinate series, "Aqualon H-2855A", "Aqualon H-3855B", "Aqualon H-3855C", "Aqualon H-3856", "Aqualon HS-05" ", "Aqualon HS-10", "Aqualon HS-20", "Aqualon HS-30", "Aqualon HS-1025", "Aqualon BC-05", "Aqualon BC-10", "Aqualon BC-20" , "Aqualon BC-1025", "Aqualon BC-2020" (the above are manufactured by Daiichi Kogyo Co., Ltd.), "Adeka Reasoap SDX-222", "Adeka Reasoap SDX-223", "Adeka Reasoap SDX-232" , "Adeka Reasoap SDX-233", "Adeka Reasoap SDX-259", "Adeka Reasoap SE-10N", "Adeka Reasoap SE-20N" (the above are manufactured by Adeka Co., Ltd.) and other alkyl phenyl ethers Or alkyl phenyl ester series, "Antox MS-60", "Antox MS-2N" (the above are manufactured by Nippon Emulsifier Co., Ltd.), "Eleminol RS-30" (manufactured by Sanyo Chemical Co., Ltd.), etc. ( Meth)acrylate sulfates, "H-3330P" (manufactured by Daiichi Kogyo Pharmaceutical Co., Ltd.), "Adeka Reasoap PP-70" (manufactured by Adiko Co., Ltd.) and other phosphate esters.

另一方面,於具有聚合性基之界面活性劑之中,作為非離子系者,例如可列舉:「Antox LMA-20」、「Antox LMA-27」、「Antox EMH-20」、「Antox LMH-20」、「Antox SMH-20」(以上為日本乳化劑股份有限公司製),「Adeka Reasoap ER-10」、「Adeka Reasoap ER-20」、「Adeka Reasoap ER-30」、「Adeka Reasoap ER-40」(以上為股份有限公司艾迪科製),「Latemul PD-420」、「Latemul PD-430」、「Latemul PD-450」(以上為花王股份有限公司製)等之烷基醚系,「Aqualon RN-10」、「Aqualon RN-20」、「Aqualon RN-30」、「Aqualon RN-50」、「Aqualon RN-2025」(以上為第一工業製藥股份有限公司 製),「Adeka Reasoap NE-10」、「Adeka Reasoap NE-20」、「Adeka Reasoap NE-30」、「Adeka Reasoap NE-40」(以上為股份有限公司艾迪科製)等之烷基苯基醚系或者烷基苯基酯系,「RMA-564」、「RMA-568」、「RMA-1114」(以上為日本乳化劑股份有限公司製)等之(甲基)丙烯酸酯硫酸酯系。 On the other hand, among the surfactants having a polymerizable group, examples of nonionic ones include "Antox LMA-20", "Antox LMA-27", "Antox EMH-20", and "Antox LMH" -20", "Antox SMH-20" (the above are manufactured by Nippon Emulsifier Co., Ltd.), "Adeka Reasoap ER-10", "Adeka Reasoap ER-20", "Adeka Reasoap ER-30", "Adeka Reasoap ER" -40" (the above are manufactured by Adiko Co., Ltd.), "Latemul PD-420", "Latemul PD-430", "Latemul PD-450" (the above are manufactured by Kao Co., Ltd.) and other alkyl ethers , "Aqualon RN-10", "Aqualon RN-20", "Aqualon RN-30", "Aqualon RN-50", "Aqualon RN-2025" (the above are Daiichi Industrial Pharmaceutical Co., Ltd. Alkylbenzenes such as "Adeka Reasoap NE-10", "Adeka Reasoap NE-20", "Adeka Reasoap NE-30", "Adeka Reasoap NE-40" (the above are manufactured by Adeka Co., Ltd.) Base ether or alkyl phenyl ester system, (meth)acrylate sulfate system such as "RMA-564", "RMA-568", "RMA-1114" (the above are manufactured by Nippon Emulsifier Co., Ltd.) .

作為其他之抗靜電劑,例如可列舉:聚乙二醇(甲基)丙烯酸酯、甲氧基聚乙二醇(甲基)丙烯酸酯、乙氧基聚乙二醇(甲基)丙烯酸酯、丙氧基聚乙二醇(甲基)丙烯酸酯、正丁氧基聚乙二醇(甲基)丙烯酸酯、正戊氧基(n-pentoxy)聚乙二醇(甲基)丙烯酸酯、苯氧基聚乙二醇(甲基)丙烯酸酯、聚丙二醇(甲基)丙烯酸酯、甲氧基聚丙二醇(甲基)丙烯酸酯、乙氧基聚丙二醇(甲基)丙烯酸酯、丙氧基聚丙二醇(甲基)丙烯酸酯、正丁氧基聚丙二醇(甲基)丙烯酸酯、正戊氧基聚丙二醇(甲基)丙烯酸酯、苯氧基聚丙二醇(甲基)丙烯酸酯、聚伸丁二醇(甲基)丙烯酸酯、甲氧基聚伸丁二醇(甲基)丙烯酸酯、苯氧基三縮四乙二醇(甲基)丙烯酸酯、六乙二醇(hexaethylene glycol)(甲基)丙烯酸酯,甲氧基六乙二醇(甲基)丙烯酸酯等。 As other antistatic agents, for example, polyethylene glycol (meth)acrylate, methoxy polyethylene glycol (meth)acrylate, ethoxy polyethylene glycol (meth)acrylate, Propoxy polyethylene glycol (meth)acrylate, n-butoxy polyethylene glycol (meth)acrylate, n-pentoxy polyethylene glycol (meth)acrylate, benzene Oxypolyethylene glycol (meth)acrylate, polypropylene glycol (meth)acrylate, methoxypolypropylene glycol (meth)acrylate, ethoxypolypropylene glycol (meth)acrylate, propoxypolypropylene Propylene glycol (meth)acrylate, n-butoxy polypropylene glycol (meth)acrylate, n-pentoxy polypropylene glycol (meth)acrylate, phenoxy polypropylene glycol (meth)acrylate, polybutylene Alcohol (meth)acrylate, methoxypolytetramethylene glycol (meth)acrylate, phenoxytriethylene glycol (meth)acrylate, hexaethylene glycol (methyl) ) acrylate, methoxyhexaethylene glycol (meth)acrylate, etc.

上述抗靜電劑,可僅使用1種或亦可組合2種以上使用。關於上述抗靜電劑之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.001~10重量份,更佳為0.01~5重量份。 The above-mentioned antistatic agents may be used alone or in combination of two or more. The addition amount of the antistatic agent is preferably 0.001 to 10 parts by weight, more preferably 0.01 to 5 parts by weight, relative to 100 parts by weight of the total content of the polymerizable compounds contained in the polymerizable composition.

(色素) (pigment)

本發明之聚合性組成物視需要可含有色素。所使用之色素並無特別限定,可在不會擾亂配向性之範圍含有公知慣用者。 The polymerizable composition of the present invention may contain a dye if necessary. The coloring matter to be used is not particularly limited, and known and conventional ones can be contained within the range that does not disturb the orientation.

作為上述色素,例如可列舉:2色性色素、螢光色素等。作為該種色素,例如可列舉:多偶氮色素、蒽醌色素、花青色素、酞青素色素、苝色素、紫環酮(perinone)色素、方酸菁(squarylium)色素等,從添加之觀點而言,上述色素較佳為顯示出液晶性之色素。 As said dye, a dichroic dye, a fluorescent dye, etc. are mentioned, for example. Examples of such dyes include polyazo dyes, anthraquinone dyes, cyanine dyes, phthalocyanin dyes, perylene dyes, perinone dyes, squarylium dyes, and the like. From a viewpoint, it is preferable that the said dye is a dye which shows liquid crystallinity.

例如,可使用美國專利第2,400,877號公報,DreyerJ.F.,Phys.and Colloid Chem.,1948,52,808.,"The Fixing of MolecularOrientation",Dreyer J.F.,Journal de Physique,1969,4,114.,"LightPolarization from Films of Lyotropic Nematic Liquid Crystals",及J.Lydon,"Chromonics" in "Handbook of Liquid Crystals Vol.2B:Low MolecularWeight Liquid Crystals II",D.Demus,J.Goodby,G.W.Gray,H.W.Spiessm,V.Vill ed,Willey-VCH,P.981-1007(1998),Dichroic Dyes for Liquid Crystal Display A.V.lvashchenko CRC Press,1994年,及「功能性色素市場之新展開」,第一章,第1頁,1994年,CMC股份有限公司發光等所記載之色素。 For example, U.S. Patent No. 2,400,877, Dreyer J.F., Phys. and Colloid Chem., 1948, 52, 808., "The Fixing of Molecular Orientation", Dreyer JF, Journal de Physique, 1969, 4, 114., "Light Polarization from Films of Lyotropic Nematic Liquid Crystals", and J. Lydon, "Chromonics" in "Handbook of Liquid Crystals Vol. 2B: Low MolecularWeight Liquid Crystals II", D. Demus, J. Goodby, GWGray, HWSpiessm, V.Vill ed, Willey-VCH, P. 981-1007 (1998), Dichroic Dyes for Liquid Crystal Display AVlvashchenko CRC Press, 1994, and "New Developments in the Functional Pigment Market", Chapter 1, p. 1, 1994 , CMC Co., Ltd. Luminescence and other recorded pigments.

作為2色性色素,例如可列舉下述之式(d-1)~式(d-9),

Figure 107101153-A0202-12-0136-378
As a dichroic dye, the following formula (d-1) to formula (d-9) are mentioned, for example,
Figure 107101153-A0202-12-0136-378

Figure 107101153-A0202-12-0136-379
Figure 107101153-A0202-12-0136-379

Figure 107101153-A0202-12-0136-380
Figure 107101153-A0202-12-0136-380

Figure 107101153-A0202-12-0136-381
Figure 107101153-A0202-12-0136-381

Figure 107101153-A0202-12-0137-382
Figure 107101153-A0202-12-0137-382

Figure 107101153-A0202-12-0137-383
Figure 107101153-A0202-12-0137-383

Figure 107101153-A0202-12-0137-384
Figure 107101153-A0202-12-0137-384

Figure 107101153-A0202-12-0137-385
Figure 107101153-A0202-12-0137-385

Figure 107101153-A0202-12-0137-386
Figure 107101153-A0202-12-0137-386

關於上述2色性色素等色素之添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.001~20重量份,更佳為0.01~10重量份。 The addition amount of dyes such as the above-mentioned dichroic dyes is preferably 0.001 to 20 parts by weight, more preferably 0.01 to 10 parts by weight with respect to 100 parts by mass of the total content of the polymerizable compounds contained in the polymerizable composition .

(填料) (filler)

本發明之聚合性組成物視需要可含有填料。所使用之填料並無特別限定,可在不會降低所得到之聚合物的熱傳導性之範圍含有公知慣用者。 The polymerizable composition of the present invention may contain a filler as needed. The filler to be used is not particularly limited, and known and conventional ones can be contained within the range that does not reduce the thermal conductivity of the obtained polymer.

作為上述填料,例如可列舉:氧化鋁、鈦白、氫氧化鋁、滑石、黏土、雲母、鈦酸鋇、氧化鋅、玻璃纖維等之無機質填充材,銀粉、銅粉等之金屬粉末或氮化鋁、氮化硼、氮化矽、氮化鎵、碳化矽、苦土(氧化鋁)、矽石、結晶性矽石(氧化矽)、熔融矽石(氧化矽)、石墨、含奈米碳纖維之碳纖維等之熱傳導性填料,銀奈米粒子等。 Examples of the above-mentioned fillers include inorganic fillers such as alumina, titanium dioxide, aluminum hydroxide, talc, clay, mica, barium titanate, zinc oxide, and glass fiber, metal powders such as silver powder and copper powder, and nitrided Aluminum, Boron Nitride, Silicon Nitride, Gallium Nitride, Silicon Carbide, Bitter Earth (Alumina), Silica, Crystalline Silica (Silicon Oxide), Fused Silica (Silicon Oxide), Graphite, Carbon Nanofibers Thermal conductive fillers such as carbon fiber, silver nanoparticles, etc.

具體而言,作為氧化鋁可列舉:DAM-70、DAM-45、DAM- 07、DAM-05、DAW-45、DAW-05、DAW-03、ASFP-20(以上為電氣化學工業股份有限公司製),AL-43-KT、AL-47-H、AL-47-1、AL-160SG-3、AL-43-BE、AS-30、AS-40、AS-50、AS-400、CB-P02、CB-P05(以上為昭和電工股份有限公司製),A31、A31B、A32、A33F、A41A、A43A、MM-22、MM-26、MM-P、MM-23B、LS-110F、LS-130、LS-210、LS-242C、LS-250、AHP300(以上為日本輕金屬股份有限公司製),AA-03、AA-04、AA-05、AA-07、AA-2、AA-5、AA-10、AA-18(以上為住友化學股份有限公司製),作為鈦白可列舉:G-1、G-10、F-2、F-4、F-6(以上為昭和電工股份有限公司製),TAF-520、TAF-500、TAF-1500、TM-1、TA-100C、TA-100CT(以上為富士鈦工業股份有限公司製),MT-01、MT-10EX、MT-05、MT-100S、MT-100TV、MT-100Z、MT-150EX、MT-100AQ、MT-100WP、MT-100SA、MT-100HD、MT-300HD、MT-500SA、MT-600SA、MT-700HD(以上為帝化股份有限公司製),TTO-51(A)、TTO-51(C)、TTO-55(A)、TTO-55(B)、TTO-55(C)、TTO-55(D)、TTO-S-1、TTO-S-2、TTO-S-3、TTO-S-4、MPT-136、TTO-V-3(以上為石原產業股份有限公司製),作為氫氧化鋁可列舉:B-309、B-309(以上為巴工業股份有限公司製),BA173、BA103、B703、B1403、BF013、BE033、BX103、BX043(以上為日本輕金屬股份有限公司製),作為滑石可列舉:NANO ACE D-1000、NANO ACE D-800、MICRO ACE SG-95、MICRO ACE P-8、MICRO ACE P-6(以上為NIPPON TALC股份有限公司製),FH104、FH105、FL108、FG106、MG115、FH104S、ML112S(以上為FUJI TALC INDUSTRIAL股份有限公司製),作為雲母可列舉:Y-1800、TM-10、A-11、SJ-005(以上為YAMAGUCHI MICA股份有限公司製),作為鈦酸鋇可列舉:BT-H9DX、HF-9、HF-37N、HF-90D、HF-120D、HT-F(以上為KCM 股份有限公司製),BT-100、HPBT系列(以上為富士鈦工業股份有限公司製),BT系列(堺化學工業股份有限公司製),Palceram BT(日本化學工業股份有限公司製),作為氧化鋅可列舉:FINEX-30、FINEX-30W-LP2、FINEX-50、FINEX-50S-LP2、XZ-100F(以上為堺化學工業股份有限公司製),FZO-50(石原產業股份有限公司製),MZ-300、MZ-306X、MZY-505S、MZ-506X、MZ-510HPSX(以上為帝化股份有限公司製),作為玻璃纖維可列舉:CS6SK-406、CS13C-897、CS3PC-455、CS3LCP-256(以上為日東紡績股份有限公司),ECS03-615、ECS03-650、EFDE50-01、EFDE50-31(以上為中央硝子股份有限公司),ACS6H-103、ACS6S-750(以上為日本電氣硝子股份有限公司製),作為銀粉可列舉:球狀銀粉AG3、AG4,片狀銀粉FA5、FA2(以上為DOWA HIGHTECH股份有限公司製),SPQ03R、SPN05N、SPN08S、Q03R(以上為三井金屬鑛業股份有限公司製),AY-6010、AY-6080(以上為田中貴金屬股份有限公司製),ASP-100(相田化學工業股份有限公司),塗銀粉末AG/SP(三菱綜合材料電子化成股份有限公司製),作為銅粉可列舉:MA-O015K、MA-O02K、MA-O025K(以上為三井金屬擴業股份有限公司製),電解銅粉# 52-C、# 6(以上為JX日鑛日石金屬股份有限公司製),10%銀包銅-HWQ(福田金屬箔粉工業股份有限公司製),銅粉Type-A、Type-B(以上為同和電子科技(DOWA ELECTRONICS MATERIALS)股份有限公司製),UCP-030(住友金屬鉱山股份有限公司製),作為氮化鋁可列舉:H grade、E grade、H-T grade(以上為德山股份有限公司製),TOYAL TecFiller TFS-A05P、TOYAL TecFiller TFZ-A02P(以上為東洋鋁股份有限公司製),ALN020BF、ALN050BF、ALN020AF、ALN050AF、ALN020SF(以上為巴工業股份有限公司製),FAN-f05、FAN-f30(以上為古河電子股份有限公司製),作為氮化硼可列舉:DENKA Boron Nitride SGP、DENKA Boron Nitride MGP、DENKA Boron Nitride GP、DENKA Boron Nitride HGP、DENKA Boron Nitride SP-2、DENKA Boron Nitride SGPS(以上為電氣化學工業股份有限公司製),UHP-S1、UHP-1K、UHP-2、UHP-EX(以上為昭和電工股份有限公司製),作為氮化矽可列舉:SN-9、SN-9S、SN-9FWS、SN-F1、SN-F2(以上為電氣化學工業股份有限公司製),CF0027、CF0093、CF0018、CF0033(以上為Nippon Frit股份有限公司製),作為碳化矽可列舉:GMF-H類型、GMF-H2類型、GMF-LC類型(以上為Pacific Rundum股份有限公司),HSC1200、HSC1000、HSC059、HSC059I、HSC007(以上為巴工業股份有限公司製),作為矽石可列舉:sylysia(富士西利西亞化學股份有限公司),AEROSIL R972、AEROSIL R104、AEROSIL R202、AEROSIL 805、AEROSIL R812、AEROSIL R7200(以上為日本艾羅西爾股份有限公司製),Reolosil系列(德山股份有限公司製),作為結晶性矽石(氧化矽)可列舉:CMC-12、VX-S、VX-SR(以上為龍森社股份有限公司製),作為熔融矽石(氧化矽)可列舉:FB-3SDC、FB-3SDX、SFP-30M、SFP-20M、SFP-30MHE、SFP-130MC、UFP-30(以上為電氣化學工業股份有限公司製),excelica系列(德山股份有限公司製),作為氧化鋁可列舉:AEROXIDE Alu C、AEROXIDE Alu 65(以上為日本艾羅西爾股份有限公司製),作為碳纖維或石墨可列舉:torayca mildfiber MLD-30、torayca mildfiber MLD-300(以上為東麗股份有限公司製),CFMP-30X、CFMP-150X(以上為Nippon Polymer Sangyo股份有限公司製),XN-100、HC-600(以上為Nippon Graphite Fiber股份有限公司製),SWeNT SG65、SWeNT SGi、IsoNanoTubes-M、IsoNanoTubes-S、PureTubes、Pyrograf PR-25-XT-PS、PR-25XT-LHT(以上為辛格瑪艾瑞契(Sigma-Aldrich)股份有限公司製)等。 Specifically, as alumina, DAM-70, DAM-45, DAM- 07. DAM-05, DAW-45, DAW-05, DAW-03, ASFP-20 (the above are manufactured by Denki & Chemical Industry Co., Ltd.), AL-43-KT, AL-47-H, AL-47-1 , AL-160SG-3, AL-43-BE, AS-30, AS-40, AS-50, AS-400, CB-P02, CB-P05 (the above are manufactured by Showa Denko Co., Ltd.), A31, A31B , A32, A33F, A41A, A43A, MM-22, MM-26, MM-P, MM-23B, LS-110F, LS-130, LS-210, LS-242C, LS-250, AHP300 (the above are Japanese Light Metal Co., Ltd.), AA-03, AA-04, AA-05, AA-07, AA-2, AA-5, AA-10, AA-18 (the above are manufactured by Sumitomo Chemical Co., Ltd.), as Titanium dioxide includes: G-1, G-10, F-2, F-4, F-6 (the above are manufactured by Showa Denko Co., Ltd.), TAF-520, TAF-500, TAF-1500, TM-1 , TA-100C, TA-100CT (the above are manufactured by Fuji Titanium Industry Co., Ltd.), MT-01, MT-10EX, MT-05, MT-100S, MT-100TV, MT-100Z, MT-150EX, MT- 100AQ, MT-100WP, MT-100SA, MT-100HD, MT-300HD, MT-500SA, MT-600SA, MT-700HD (the above are manufactured by Imperial Chemical Co., Ltd.), TTO-51(A), TTO-51 (C), TTO-55(A), TTO-55(B), TTO-55(C), TTO-55(D), TTO-S-1, TTO-S-2, TTO-S-3, TTO-S-4, MPT-136, TTO-V-3 (the above are manufactured by Ishihara Sangyo Co., Ltd.), and examples of aluminum hydroxide include: B-309, B-309 (the above are manufactured by Pakistan Industrial Co., Ltd.) , BA173, BA103, B703, B1403, BF013, BE033, BX103, BX043 (the above are manufactured by Nippon Light Metal Co., Ltd.), as talc, NANO ACE D-1000, NANO ACE D-800, MICRO ACE SG-95, MICRO ACE P-8, MICRO ACE P-6 (the above are manufactured by NIPPON TALC Co., Ltd.), FH104, FH105, FL108, FG106, MG115, FH104S, ML112S (the above are manufactured by FUJI TALC INDUSTRIAL Co., Ltd.), as mica Enumeration: Y-18 00, TM-10, A-11, SJ-005 (the above are manufactured by YAMAGUCHI MICA CO., LTD.), and examples of barium titanate include: BT-H9DX, HF-9, HF-37N, HF-90D, HF-120D , HT-F (the above is KCM Co., Ltd.), BT-100, HPBT series (the above are made by Fuji Titanium Industry Co., Ltd.), BT series (made by Sakai Chemical Industry Co., Ltd.), Palceram BT (made by Nippon Chemical Industry Co., Ltd.), as oxidizer Examples of zinc include: FINEX-30, FINEX-30W-LP2, FINEX-50, FINEX-50S-LP2, XZ-100F (made by Sakai Chemical Industry Co., Ltd. above), FZO-50 (made by Ishihara Sangyo Co., Ltd.) , MZ-300, MZ-306X, MZY-505S, MZ-506X, MZ-510HPSX (the above are manufactured by Emperor Chemical Co., Ltd.), as glass fibers can be listed: CS6SK-406, CS13C-897, CS3PC-455, CS3LCP -256 (the above are Nitto Textile Co., Ltd.), ECS03-615, ECS03-650, EFDE50-01, EFDE50-31 (the above are Central Glass Co., Ltd.), ACS6H-103, ACS6S-750 (the above are Nippon Electric Glass Co., Ltd.) Co., Ltd.), examples of silver powder include: spherical silver powder AG3, AG4, flake silver powder FA5, FA2 (the above are DOWA HIGHTECH Co., Ltd.), SPQ03R, SPN05N, SPN08S, Q03R (the above are Mitsui Metal Mining Co., Ltd. Company), AY-6010, AY-6080 (the above are made by Tanaka Precious Metals Co., Ltd.), ASP-100 (Aida Chemical Industry Co., Ltd.), silver-coated powder AG/SP (made by Mitsubishi Materials Electronics Co., Ltd. ), as copper powder can be exemplified: MA-O015K, MA-O02K, MA-O025K (the above are made by Mitsui Metal Expansion Co., Ltd.), electrolytic copper powder # 52-C, # 6 (the above are JX Nippon Mining Nippon Stone Metal Co., Ltd.), 10% silver-coated copper-HWQ (made by Futian Metal Foil Powder Industry Co., Ltd.), copper powder Type-A, Type-B (the above are made by DOWA ELECTRONICS MATERIALS Co., Ltd. ), UCP-030 (manufactured by Sumitomo Metal Toyama Co., Ltd.), aluminum nitride can include: H grade, E grade, HT grade (the above are manufactured by Tokuyama Co., Ltd.), TOYAL TecFiller TFS-A05P, TOYAL TecFiller TFZ -A02P (the above are manufactured by Toyo Aluminium Co., Ltd.), ALN020BF, ALN050BF, ALN020AF, ALN050AF, ALN020SF (the above are manufactured by Pakistan Industrial Co., Ltd.), FAN-f05, FAN-f30 (the above are manufactured by Furukawa Electronics Co., Ltd.) , can be listed as boron nitride Citation: DENKA Boron Nitride SGP, DENKA Boron Nitride MGP, DENKA Boron Nitride GP, DENKA Boron Nitride HGP, DENKA Boron Nitride SP-2, DENKA Boron Nitride SGPS (the above are manufactured by Denka Chemical Industry Co., Ltd.), UHP-S1, UHP-1K, UHP -2, UHP-EX (the above is made by Showa Denko Co., Ltd.), as silicon nitride can be listed: SN-9, SN-9S, SN-9FWS, SN-F1, SN-F2 (the above are Electrochemical Industry Co., Ltd. Co., Ltd.), CF0027, CF0093, CF0018, CF0033 (the above are manufactured by Nippon Frit Co., Ltd.), and examples of silicon carbide include: GMF-H type, GMF-H2 type, GMF-LC type (the above are Pacific Rundum Co., Ltd. Company), HSC1200, HSC1000, HSC059, HSC059I, HSC007 (the above are manufactured by Pakistan Industrial Co., Ltd.), as silica, sylysia (Fuji Silesia Chemical Co., Ltd.), AEROSIL R972, AEROSIL R104, AEROSIL R202, AEROSIL 805, AEROSIL R812, AEROSIL R7200 (the above are manufactured by Nippon Aerosil Co., Ltd.), Reolosil series (manufactured by Tokuyama Co., Ltd.). Examples of crystalline silica (silicon oxide) include: CMC-12, VX- S, VX-SR (the above are manufactured by Ryusen Corporation), as fused silica (silicon oxide), FB-3SDC, FB-3SDX, SFP-30M, SFP-20M, SFP-30MHE, SFP- 130MC, UFP-30 (the above are manufactured by Denki Chemical Industry Co., Ltd.), excelica series (manufactured by Tokuyama Co., Ltd.), and examples of alumina include: AEROXIDE Alu C, AEROXIDE Alu 65 (the above are Japan Aerosil Co., Ltd. Co., Ltd.), carbon fiber or graphite can be listed as: torayca mildfiber MLD-30, torayca mildfiber MLD-300 (the above are manufactured by Toray Co., Ltd.), CFMP-30X, CFMP-150X (the above are Nippon Polymer Sangyo Co., Ltd. manufactured by Nippon Graphite Fiber Co., Ltd.), XN-100, HC-600 (the above are manufactured by Nippon Graphite Fiber Co., Ltd.), SWeNT SG65, SWeNT SGi, IsoNanoTubes-M, I soNanoTubes-S, PureTubes, Pyrograf PR-25-XT-PS, PR-25XT-LHT (the above are manufactured by Sigma-Aldrich Co., Ltd.) and the like.

上述填料,可僅使用1種亦可組合2種以上使用。關於上述填料之 添加量,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.01~80重量份,更佳為0.1~50重量份。 The above-mentioned fillers may be used alone or in combination of two or more. About the above fillers The addition amount is preferably 0.01 to 80 parts by weight, more preferably 0.1 to 50 parts by weight, relative to 100 parts by weight of the total content of the polymerizable compounds contained in the polymerizable composition.

(掌性化合物) (chiral compound)

於本發明之聚合性組成物,亦可為了得到掌性向列相而含有掌性化合物。上述掌性化合物其本身無須顯示出液晶性,又,可具有聚合性基,亦可不具有聚合性基。又,掌性化合物之螺旋方向可根據聚合體之使用用途適當加以選擇。 The polymerizable composition of the present invention may contain a chiral compound in order to obtain a chiral nematic phase. The chiral compound itself does not need to exhibit liquid crystallinity, and may or may not have a polymerizable group. In addition, the helical direction of the chiral compound can be appropriately selected according to the application of the polymer.

作為具有聚合性基之掌性化合物並無特別限定,可使用公知慣用者,但較佳為螺旋扭力(HTP)大之掌性化合物。又,聚合性基較佳為乙烯基、乙烯氧基(vinyloxy group)、烯丙基、烯丙氧基、丙烯醯氧基、甲基丙烯醯氧基(methacryloyloxy group)、環氧丙基、氧雜環丁烷基(oxetanyl),特佳為丙烯醯氧基、環氧丙基、氧雜環丁烷基。 Although it does not specifically limit as a chiral compound which has a polymerizable group, A well-known and conventional thing can be used, However, Preferably it is a chiral compound with a large helical torsion force (HTP). In addition, the polymerizable group is preferably vinyl, vinyloxy group, allyl group, allyloxy group, acryloxy group, methacryloyloxy group (methacryloyloxy group), glycidyl group, oxygen group The oxetanyl group is particularly preferably an acryloxy group, a glycidyl group and an oxetanyl group.

掌性化合物之摻合量,須根據化合物之螺旋誘導力(spirally inductive force)適當加以調整,但相對於具有聚合性基之液晶性化合物及掌性化合物的總量,較佳含有0.5~80質量份,更佳含有3~50質量份,特佳含有5~30質量份。 The blending amount of the chiral compound should be appropriately adjusted according to the spirally inductive force of the compound, but relative to the total amount of the liquid crystal compound having a polymerizable group and the chiral compound, it is preferable to contain 0.5-80 mass parts, more preferably 3 to 50 parts by mass, and particularly preferably 5 to 30 parts by mass.

作為掌性化合物之具體例,可列舉下述通式(10-1)~式(10-4)所表示之化合物,但並非限定於下述通式。 Specific examples of the chiral compound include compounds represented by the following general formulae (10-1) to (10-4), but are not limited to the following general formulae.

Figure 107101153-A0202-12-0142-387
Figure 107101153-A0202-12-0142-387

Figure 107101153-A0202-12-0142-388
Figure 107101153-A0202-12-0142-388

Figure 107101153-A0202-12-0142-389
Figure 107101153-A0202-12-0142-389

Figure 107101153-A0202-12-0142-391
Figure 107101153-A0202-12-0142-391

上述式中,Sp5a、Sp5b各自獨立地表示碳原子數0~18之伸烷基,該伸烷基亦可被一個以上之鹵素原子、CN基或具有聚合性官能基之碳原子數1~8之烷基取代,存在於此基中之1個CH2基或未相鄰之2個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-COO-、-OCO-、-OCOO-、-SCO-、-COS-或-C≡C-取代,A1、A2、A3、A4、A5及A6各自獨立地表示1,4-伸苯基、1,4-伸環己基、1,4-環己烯基、四氫哌喃-2,5-二基、1,3-二

Figure 107101153-A0202-12-0142-558
烷-2,5-二基、四氫噻喃-2,5-二基、1,4-雙環(2,2,2)伸辛基、十氫萘-2,6-二基、吡啶-2,5-二基、嘧啶-2,5-二基、吡
Figure 107101153-A0202-12-0142-559
-2,5-二基、噻吩-2,5-二基-、1,2,3,4-四氫萘-2,6-二基、2,6-伸萘基、菲-2,7-二基、9,10-二氫菲-2,7-二基、1,2,3,4,4a,9,10a-八氫菲-2,7-二基、1,4-伸萘基、苯并[1,2-b:4,5-b‘]二噻吩-2,6-二基、苯并[1,2-b:4,5-b‘]二硒吩-2,6-二基、[1]苯并噻吩并[3,2-b]噻吩-2,7-二基、[1]苯并硒基酚[3,2-b]硒吩-2,7-二基或茀-2,7-二基,n、l及k各自獨立地表示0或1,成為0≦n+l+k≦3,m5表示0或1, Z0、Z1、Z2、Z3、Z4、Z5及Z6各自獨立地表示-COO-、-OCO-、-CH2CH2-、-OCH2-、-CH2O-、-CH=CH-、-C≡C-、-CH=CHCOO-、-OCOCH=CH-、-CH2CH2COO-、-CH2CH2OCO-、-COOCH2CH2-、-OCOCH2CH2-、-CONH-、-NHCO-、碳數2~10之亦可具有鹵素原子的烷基或單鍵,R5a及R5b表示氫原子、鹵素原子、氰基或碳原子數1~18之烷基,該烷基亦可被一個以上之鹵素原子或CN取代,存在於此基中之1個CH2基或未相鄰之2個以上之CH2基亦可各自互相獨立地以氧原子不互相直接鍵結之形態被-O-、-S-、-NH-、-N(CH3)-、-CO-、-COO-、-OCO-、-OCOO-、-SCO-、-COS-或-C≡C-取代,或者R5a及R5b較佳以通式(10-a)表示,-P5a (10-a) In the above formula, Sp 5a and Sp 5b each independently represent an alkylene group with 0 to 18 carbon atoms, and the alkylene group can also be replaced by one or more halogen atoms, CN groups or carbon atoms with a polymerizable functional group of 1. For alkyl substitution of ~8, one CH 2 group in this group or two or more CH 2 groups that are not adjacent to each other can also be independently replaced by -O- in the form that oxygen atoms are not directly bonded to each other , -S-, -NH-, -N(CH 3 )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substituted, A1, A2, A3, A4, A5 and A6 each independently represent 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-two
Figure 107101153-A0202-12-0142-558
Alkyl-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decalin-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridine
Figure 107101153-A0202-12-0142-559
-2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6-naphthylene, phenanthrene-2,7 -Diyl, 9,10-dihydrophenanthrene-2,7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, 1,4-naphthalene base, benzo[1,2-b:4,5-b']dithiophene-2,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2, 6-diyl, [1]benzothieno[3,2-b]thiophene-2,7-diyl, [1]benzoselenophenol[3,2-b]selenophene-2,7- Diradical or Pt-2,7-diradical, n, l and k each independently represent 0 or 1, 0≦n+l+k≦3, m5 represents 0 or 1, Z0, Z1, Z2, Z3, Z4, Z5 and Z6 each independently represent -COO-, -OCO-, -CH 2 CH 2 -, -OCH 2 -, -CH 2 O-, -CH=CH-, -C≡C-, -CH= CHCOO-, -OCOCH=CH-, -CH 2 CH 2 COO-, -CH 2 CH 2 OCO-, -COOCH 2 CH 2 -, -OCOCH 2 CH 2 -, -CONH-, -NHCO-, carbon number 2 ~10 can also have an alkyl group or a single bond with a halogen atom, R 5a and R 5b represent a hydrogen atom, a halogen atom, a cyano group or an alkyl group with 1 to 18 carbon atoms, and the alkyl group can also be replaced by one or more halogen atoms Atom or CN substitution, one CH 2 group existing in this group or two or more CH 2 groups that are not adjacent to each other can also be independently of each other by -O-, - in the form that oxygen atoms are not directly bonded to each other S-, -NH-, -N(CH 3 )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substituted, or R 5a and R 5b is preferably represented by the general formula (10-a), -P 5a (10-a)

(式中,P5a表示聚合性官能基,Sp5a表示與Sp1相同涵義) (In the formula, P5a represents a polymerizable functional group, and Sp 5a represents the same meaning as Sp 1 )

P5a表示選自下述式(P-1)至式(P-20)所表示之聚合性基中之取代基。 P 5a represents a substituent selected from the polymerizable groups represented by the following formulae (P-1) to (P-20).

Figure 107101153-A0202-12-0144-394
Figure 107101153-A0202-12-0144-394

作為上述掌性化合物之更具體之例,可列舉下述通式(10-5)~式(10-38)所表示之化合物。 As a more specific example of the said chiral compound, the compound represented by following general formula (10-5) - formula (10-38) is mentioned.

Figure 107101153-A0202-12-0144-395
Figure 107101153-A0202-12-0144-395

Figure 107101153-A0202-12-0144-396
Figure 107101153-A0202-12-0144-396

Figure 107101153-A0202-12-0144-397
Figure 107101153-A0202-12-0144-397

Figure 107101153-A0202-12-0144-398
Figure 107101153-A0202-12-0144-398

Figure 107101153-A0202-12-0145-399
Figure 107101153-A0202-12-0145-399

Figure 107101153-A0202-12-0145-400
Figure 107101153-A0202-12-0145-400

Figure 107101153-A0202-12-0145-401
Figure 107101153-A0202-12-0145-401

Figure 107101153-A0202-12-0145-402
Figure 107101153-A0202-12-0145-402

Figure 107101153-A0202-12-0145-403
Figure 107101153-A0202-12-0145-403

Figure 107101153-A0202-12-0145-404
Figure 107101153-A0202-12-0145-404

Figure 107101153-A0202-12-0145-405
Figure 107101153-A0202-12-0145-405

Figure 107101153-A0202-12-0145-406
Figure 107101153-A0202-12-0145-406

Figure 107101153-A0202-12-0145-408
Figure 107101153-A0202-12-0145-408

Figure 107101153-A0202-12-0146-409
Figure 107101153-A0202-12-0146-409

Figure 107101153-A0202-12-0146-410
Figure 107101153-A0202-12-0146-410

Figure 107101153-A0202-12-0146-411
Figure 107101153-A0202-12-0146-411

Figure 107101153-A0202-12-0146-412
Figure 107101153-A0202-12-0146-412

Figure 107101153-A0202-12-0147-413
Figure 107101153-A0202-12-0147-413

Figure 107101153-A0202-12-0147-414
Figure 107101153-A0202-12-0147-414

Figure 107101153-A0202-12-0147-415
Figure 107101153-A0202-12-0147-415

Figure 107101153-A0202-12-0147-416
Figure 107101153-A0202-12-0147-416

Figure 107101153-A0202-12-0147-417
Figure 107101153-A0202-12-0147-417

Figure 107101153-A0202-12-0147-418
Figure 107101153-A0202-12-0147-418

Figure 107101153-A0202-12-0147-419
Figure 107101153-A0202-12-0147-419

Figure 107101153-A0202-12-0147-420
Figure 107101153-A0202-12-0147-420

Figure 107101153-A0202-12-0147-422
Figure 107101153-A0202-12-0147-422

Figure 107101153-A0202-12-0148-423
Figure 107101153-A0202-12-0148-423

Figure 107101153-A0202-12-0148-424
Figure 107101153-A0202-12-0148-424

Figure 107101153-A0202-12-0148-425
Figure 107101153-A0202-12-0148-425

Figure 107101153-A0202-12-0148-426
Figure 107101153-A0202-12-0148-426

Figure 107101153-A0202-12-0148-427
Figure 107101153-A0202-12-0148-427

Figure 107101153-A0202-12-0148-428
Figure 107101153-A0202-12-0148-428

Figure 107101153-A0202-12-0148-429
Figure 107101153-A0202-12-0148-429

Figure 107101153-A0202-12-0148-430
Figure 107101153-A0202-12-0148-430

上述式中,m、n分別獨立地表示1~10之整數,R表示氫原子、碳原子數1~10之烷基、或氟原子,於存在多個R之情形時,分別可相同亦可不同。 In the above formula, m and n each independently represent an integer of 1 to 10, and R represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a fluorine atom. different.

作為沒有聚合性基之掌性化合物,具體而言,例如可列舉:具有 膽固醇基(cholesteryl)作為掌性基之壬酸膽固醇,硬脂酸膽固醇,具有2-甲基丁基作為掌性基之BDH公司製的「CB-15」、「C-15」,Merck公司製之「S-1082」,智索公司製之「CM-19」、「CM-20」、「CM」,具有1-甲基庚基作為掌性基之Merck公司製的「S-811」,智索公司製之「CM-21」、「CM-22」等。 Specific examples of the chiral compound having no polymerizable group include: Cholesteryl pelargonate with cholesteryl group as chiral group, cholesterol stearate, "CB-15" and "C-15" manufactured by BDH Corporation with 2-methylbutyl group as chiral group, manufactured by Merck Corporation "S-1082", "CM-19", "CM-20", "CM" manufactured by Chisso Corporation, "S-811" manufactured by Merck Corporation with 1-methylheptyl as a chiral group, "CM-21" and "CM-22" manufactured by Chisso Corporation.

當添加掌性化合物之情形時,雖然取決於本發明之聚合性液晶組成物之聚合體的用途,但較佳添加所得到之聚合體的厚度(d)除以螺旋間距(P)之值(d/P)成為0.1~100之範圍的量,更佳為成為0.1~20之範圍的量。 In the case of adding a chiral compound, although it depends on the application of the polymer of the polymerizable liquid crystal composition of the present invention, it is preferable to add a value obtained by dividing the thickness (d) of the polymer obtained by the helical pitch (P) ( d/P) is an amount in the range of 0.1 to 100, more preferably an amount in the range of 0.1 to 20.

(具有聚合性基之非液晶性化合物) (Non-liquid crystal compound having a polymerizable group)

本發明之聚合性組成物具有聚合性基,但亦可添加不是液晶化合物之化合物。作為此種化合物,若為通常於此技術領域會被認為是聚合性單體或聚合性寡聚物者,則可無特別限制地使用。於添加之情形時,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為15質量份以下,更佳為10質量份以下。 The polymerizable composition of the present invention has a polymerizable group, but a compound other than a liquid crystal compound may be added. As such a compound, as long as it is generally considered to be a polymerizable monomer or a polymerizable oligomer in this technical field, it can be used without particular limitation. When adding, it is preferable that it is 15 mass parts or less with respect to 100 mass parts of total content of the polymerizable compound contained in a polymerizable composition, More preferably, it is 10 mass parts or less.

具體而言,可列舉:甲基(甲基)丙烯酸酯、乙基(甲基)丙烯酸酯、2-羥基乙基丙烯酸酯、丙基(甲基)丙烯酸酯、2-羥丙基(甲基)丙烯酸酯、丁基(甲基)丙烯酸酯、異丁基(甲基)丙烯酸酯、4-羥丁基(甲基)丙烯酸酯、2-羥丁基(甲基)丙烯酸酯、辛基(甲基)丙烯酸酯、2-乙基己基(甲基)丙烯酸酯、十二基(甲基)丙烯酸酯、硬脂醯基(stearyl)(甲基)丙烯酸酯、環己基(甲基)丙烯酸酯、二環戊烷基氧基乙基(dicyclopentanyloxylethyl)(甲基)丙烯酸酯、異莰基氧基乙基(甲基)丙烯酸酯、異莰基(甲基)丙烯酸酯、金剛烷基(adamantyl)(甲基)丙烯酸酯、二甲基金剛烷基(甲基)丙烯酸酯、二環戊烷基(甲基)丙烯酸酯、二環戊烯基(甲基)丙烯酸酯、甲氧基乙基(甲基)丙烯酸酯、乙基卡必醇(甲基)丙烯酸酯、四氫糠基(甲基)丙烯酸酯、苄基(甲基)丙烯酸酯、苯氧基乙基(甲基)丙 烯酸酯、2-苯氧基二伸乙甘醇(甲基)丙烯酸酯、2-羥基-3-苯氧基乙基(甲基)丙烯酸酯、(2-甲基-2-乙基-1,3-二草酸酯-4-基)甲基(甲基)丙烯酸酯、(3-乙基氧呾-3-基)甲基(甲基)丙烯酸酯、鄰苯基苯酚乙氧基(甲基)丙烯酸酯、二甲胺基(甲基)丙烯酸酯、二乙胺基(甲基)丙烯酸酯、2,2,3,3,3-五氟丙基(甲基)丙烯酸酯、2,2,3,4,4,4-六氟丁基(甲基)丙烯酸酯、2,2,3,3,4,4,4-七氟丁基(甲基)丙烯酸酯、2-(全氟丁基)乙基(甲基)丙烯酸酯、2-(全氟己基)乙基(甲基)丙烯酸酯、1H,1H,3H-四氟丙基(甲基)丙烯酸酯、1H,1H,5H-八氟戊基(甲基)丙烯酸酯、1H,1H,7H-十二氟庚基(甲基)丙烯酸酯、1H-1-(三氟甲基)三氟乙基(甲基)丙烯酸酯、1H,1H,3H-六氟丁基(甲基)丙烯酸酯、1,2,2,2-四氟-1-(三氟甲基)乙基(甲基)丙烯酸酯、1H,1H-十五氟辛基(甲基)丙烯酸酯、1H,1H,2H,2H-十三氟辛基(甲基)丙烯酸酯、2-(甲基)丙烯醯氧基乙基酞酸、2-(甲基)丙烯醯氧基乙基六氫酞酸、環氧丙基(甲基)丙烯酸酯、2-(甲基)丙烯醯氧基乙基磷酸、丙烯醯基

Figure 107101153-A0202-12-0150-560
啉、二甲基丙烯醯胺、二甲胺基丙基丙烯醯胺、異丙基丙烯醯胺、二乙基丙烯醯胺、羥乙基丙烯醯胺、N-丙烯醯氧基乙基六氫酞醯亞胺等之單(甲基)丙烯酸酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、1,9-壬二醇二(甲基)丙烯酸酯、新戊二醇(neopentyl diol)二(甲基)丙烯酸酯、三伸丙二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二伸乙甘醇二(甲基)丙烯酸酯、三伸甘醇二(甲基)丙烯酸酯、氧化乙烯改質雙酚A二(甲基)丙烯酸酯、三環癸烷二甲醇二(甲基)丙烯酸酯、9,9-雙[4-(2-丙烯醯氧基乙氧基)苯基]茀、甘油二(甲基)丙烯酸酯、2-羥基-3-丙烯醯氧基丙基甲基丙烯酸酯、1,6-己二醇二環氧丙基醚之丙烯酸加成物、1,4-丁二醇二環氧丙基醚之丙烯酸加成物等二丙烯酸酯、三羥甲基丙烷三(甲基)丙烯酸酯、乙氧化異三聚氰酸三丙烯酸酯、新戊四醇三(甲基)丙烯酸酯、ε-己內 酯改質參-(2-丙烯醯氧基乙基)三聚異氰酸酯(isocyanurate)等之三(甲基)丙烯酸酯、新戊四醇四(甲基)丙烯酸酯、二三羥甲基丙烷四(甲基)丙烯酸酯等之四(甲基)丙烯酸酯、二新戊四醇六(甲基)丙烯酸酯、寡聚物型(甲基)丙烯酸酯、各種胺酯丙烯酸酯(urethane acrylate)、各種巨分子單體、乙二醇二環氧丙基醚、二伸乙甘醇二環氧丙基醚、丙二醇二環氧丙基醚、新戊二醇二環氧丙基醚、1,6-己二醇二環氧丙基醚、甘油二環氧丙基醚、雙酚A二環氧丙基醚等之環氧化合物、順丁烯二醯亞胺等。此等可單獨使用,或亦可混合2種以上使用。 Specifically, methyl (meth)acrylate, ethyl (meth)acrylate, 2-hydroxyethylacrylate, propyl (meth)acrylate, 2-hydroxypropyl (methyl) ) acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, octyl ( Meth)acrylate, 2-ethylhexyl (meth)acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, cyclohexyl (meth)acrylate , Dicyclopentanyloxylethyl (meth)acrylate, Isobornyloxyethyl (meth)acrylate, Isocampanyl (meth)acrylate, adamantyl (Meth)acrylate, Dimethyladamantyl (meth)acrylate, Dicyclopentyl (meth)acrylate, Dicyclopentenyl (meth)acrylate, Methoxyethyl ( meth)acrylate, ethyl carbitol (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, 2-Phenoxydiethylene glycol (meth)acrylate, 2-hydroxy-3-phenoxyethyl (meth)acrylate, (2-methyl-2-ethyl-1,3- Dioxalate-4-yl)methyl (meth)acrylate, (3-ethyloxypyran-3-yl)methyl (meth)acrylate, o-phenylphenol ethoxy (methyl) Acrylate, Dimethylamino(meth)acrylate, Diethylamino(meth)acrylate, 2,2,3,3,3-Pentafluoropropyl(meth)acrylate, 2,2, 3,4,4,4-hexafluorobutyl (meth)acrylate, 2,2,3,3,4,4,4-heptafluorobutyl (meth)acrylate, 2-(perfluorobutyl) yl)ethyl(meth)acrylate, 2-(perfluorohexyl)ethyl(meth)acrylate, 1H,1H,3H-tetrafluoropropyl(meth)acrylate, 1H,1H,5H- Octafluoropentyl (meth)acrylate, 1H,1H,7H-dodecafluoroheptyl (meth)acrylate, 1H-1-(trifluoromethyl)trifluoroethyl (meth)acrylate, 1H,1H,3H-hexafluorobutyl(meth)acrylate, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl(meth)acrylate, 1H,1H-deca Pentafluorooctyl(meth)acrylate, 1H,1H,2H,2H-tridecafluorooctyl(meth)acrylate, 2-(meth)acryloyloxyethylphthalic acid, 2-(methyl) base) acryloyloxyethyl hexahydrophthalic acid, glycidyl (meth)acrylate, 2-(meth)acrylooxyethyl phosphoric acid, acryloyl
Figure 107101153-A0202-12-0150-560
Dimethacrylate, Dimethacrylamide, Dimethylaminopropyl Acrylamide, Isopropyl Acrylamide, Diethyl Acrylamide, Hydroxyethyl Acrylamide, N-Propenyloxyethyl Hexahydro Mono(meth)acrylate such as phthalimide, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, 1,9-nonanediol Alcohol di(meth)acrylate, neopentyl diol (neopentyl diol) di(meth)acrylate, tripropylene glycol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol Glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, ethylene oxide modified bisphenol A di(meth)acrylate, tricyclodecane dimethanol di(meth)acrylate , 9,9-bis[4-(2-propenyloxyethoxy)phenyl] stilbene, glycerol di(meth)acrylate, 2-hydroxy-3-propenyloxypropyl methacrylate , acrylic acid adduct of 1,6-hexanediol diglycidyl ether, acrylic acid adduct of 1,4-butanediol diglycidyl ether and other diacrylates, trimethylolpropane tri( Meth)acrylate, ethoxylated isocyanuric triacrylate, neotaerythritol tri(meth)acrylate, ε-caprolactone modified gins-(2-propenyloxyethyl) trimer Tris(meth)acrylates such as isocyanurate, tetra(meth)acrylates such as neotaerythritol tetra(meth)acrylates, ditrimethylolpropane tetra(meth)acrylates, etc. Neotaerythritol hexa(meth)acrylate, oligomer type (meth)acrylate, various urethane acrylates, various macromonomers, ethylene glycol diglycidyl ether, diethylene glycol Ethylene Glycol Diglycidyl Ether, Propylene Glycol Diglycidyl Ether, Neopentyl Glycol Diglycidyl Ether, 1,6-Hexanediol Diglycidyl Ether, Glycerol Diglycidyl Ether Epoxy compounds such as ether, bisphenol A diglycidyl ether, maleimide, etc. These can be used alone or in combination of two or more.

(其他液晶性化合物) (Other liquid crystal compounds)

本發明之聚合性組成物,除了上述聚合性化合物以外,亦可含有具有一個聚合性基之聚合性化合物。然而,若添加量過多,則會有所得到之光學異向體的光學特性下降之虞,於添加之情形時,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為30質量份以下,更佳為10質量份以下,特佳為5質量份以下。 The polymerizable composition of the present invention may contain, in addition to the above-mentioned polymerizable compound, a polymerizable compound having one polymerizable group. However, if the amount of addition is too large, the optical properties of the obtained optical anisotrope may be degraded. In the case of addition, it is preferably 100 with respect to the total content of the polymerizable compounds contained in the polymerizable composition. The mass part is 30 parts by mass or less, more preferably 10 parts by mass or less, and particularly preferably 5 parts by mass or less.

作為該種液晶性化合物,例如可列舉以下之式(11-1)~式(11-39)。 As such a liquid crystal compound, the following formula (11-1) - formula (11-39) are mentioned, for example.

Figure 107101153-A0202-12-0152-431
Figure 107101153-A0202-12-0152-431

Figure 107101153-A0202-12-0152-434
Figure 107101153-A0202-12-0152-434

Figure 107101153-A0202-12-0152-436
Figure 107101153-A0202-12-0152-436

Figure 107101153-A0202-12-0152-437
Figure 107101153-A0202-12-0152-437

Figure 107101153-A0202-12-0152-438
Figure 107101153-A0202-12-0152-438

Figure 107101153-A0202-12-0152-439
Figure 107101153-A0202-12-0152-439

Figure 107101153-A0202-12-0152-440
Figure 107101153-A0202-12-0152-440

Figure 107101153-A0202-12-0152-441
Figure 107101153-A0202-12-0152-441

Figure 107101153-A0202-12-0152-442
Figure 107101153-A0202-12-0152-442

Figure 107101153-A0202-12-0153-443
Figure 107101153-A0202-12-0153-443

Figure 107101153-A0202-12-0153-444
Figure 107101153-A0202-12-0153-444

Figure 107101153-A0202-12-0153-445
Figure 107101153-A0202-12-0153-445

Figure 107101153-A0202-12-0153-446
Figure 107101153-A0202-12-0153-446

Figure 107101153-A0202-12-0153-447
Figure 107101153-A0202-12-0153-447

Figure 107101153-A0202-12-0153-448
Figure 107101153-A0202-12-0153-448

Figure 107101153-A0202-12-0153-449
Figure 107101153-A0202-12-0153-449

Figure 107101153-A0202-12-0153-451
Figure 107101153-A0202-12-0153-451

Figure 107101153-A0202-12-0154-452
Figure 107101153-A0202-12-0154-452

Figure 107101153-A0202-12-0154-454
Figure 107101153-A0202-12-0154-454

Figure 107101153-A0202-12-0154-455
Figure 107101153-A0202-12-0154-455

Figure 107101153-A0202-12-0154-456
Figure 107101153-A0202-12-0154-456

Figure 107101153-A0202-12-0154-457
Figure 107101153-A0202-12-0154-457

Figure 107101153-A0202-12-0154-458
Figure 107101153-A0202-12-0154-458

Figure 107101153-A0202-12-0154-459
Figure 107101153-A0202-12-0154-459

Figure 107101153-A0202-12-0154-460
Figure 107101153-A0202-12-0154-460

Figure 107101153-A0202-12-0155-461
Figure 107101153-A0202-12-0155-461

Figure 107101153-A0202-12-0155-462
Figure 107101153-A0202-12-0155-462

Figure 107101153-A0202-12-0155-463
Figure 107101153-A0202-12-0155-463

Figure 107101153-A0202-12-0155-464
Figure 107101153-A0202-12-0155-464

Figure 107101153-A0202-12-0155-465
Figure 107101153-A0202-12-0155-465

Figure 107101153-A0202-12-0155-466
Figure 107101153-A0202-12-0155-466

Figure 107101153-A0202-12-0155-467
Figure 107101153-A0202-12-0155-467

Figure 107101153-A0202-12-0156-468
Figure 107101153-A0202-12-0156-468

Figure 107101153-A0202-12-0156-469
Figure 107101153-A0202-12-0156-469

Figure 107101153-A0202-12-0156-470
Figure 107101153-A0202-12-0156-470

Figure 107101153-A0202-12-0156-471
Figure 107101153-A0202-12-0156-471

Figure 107101153-A0202-12-0156-472
Figure 107101153-A0202-12-0156-472

Figure 107101153-A0202-12-0156-473
Figure 107101153-A0202-12-0156-473

Figure 107101153-A0202-12-0156-474
Figure 107101153-A0202-12-0156-474

上述式中,m11、n11分別獨立地表示1~10之整數,R111及R112分別獨立地表示氫原子、碳原子數1~10之烷基、或氟原子,R113表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、氰基、硝基、異氰基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代。 In the above formula, m11 and n11 each independently represent an integer of 1 to 10, R 111 and R 112 each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a fluorine atom, and R 113 represents a hydrogen atom, a fluorine atom atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, cyano group, nitro group, isocyano group, thioisocyano group, or one -CH 2 - or two or more non-adjacent - CH 2 - can also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, - CO-NH-, -NH-CO- or -C≡C- substituted linear or branched alkyl group with 1 to 20 carbon atoms, any hydrogen atom in the alkyl group may also be substituted by a fluorine atom .

(配向材料) (alignment material)

本發明之聚合性組成物,為了提升配向性而可含有提升配向性之配向材料。所使用之配向材料只要可溶於能夠溶解使用於本發明之聚合性組成物之具有聚合性基之液晶性化合物的溶劑,則可為公知慣用者,可於不會因添加而使配向性顯著劣化之範圍添加。具體而言,較佳為相對於聚合性組成物中所含有之聚合性化合物之合計含量100質量份,為0.05~30重量份,更佳為0.5~15重量份,特佳為1~10重量份。 The polymerizable composition of the present invention may contain an alignment material for improving the alignment in order to improve the alignment. As long as the alignment material used is soluble in a solvent capable of dissolving the liquid crystalline compound having a polymerizable group used in the polymerizable composition of the present invention, it can be a well-known and customary one, and the alignment can not be significantly caused by the addition. Deterioration range added. Specifically, it is preferably 0.05 to 30 parts by weight, more preferably 0.5 to 15 parts by weight, and particularly preferably 1 to 10 parts by weight relative to 100 parts by weight of the total content of the polymerizable compounds contained in the polymerizable composition share.

具體而言,配向材料可列舉:聚醯亞胺、聚醯胺、BCB(苯環丁烯聚合物)、聚乙烯醇、聚碳酸酯、聚苯乙烯、聚苯醚(polyphenylene ether)、聚芳酯(polyarylate)、聚對酞酸乙二酯、聚醚碸(polyether sulfone)、環氧樹脂、環氧丙烯酸酯樹脂、丙烯酸樹脂、香豆素化合物、查耳酮化合物、桂皮酸酯(cinnamate)化合物、俘精酸酐(fulgide)化合物、蒽醌化合物、偶氮化合物、芳基乙烯(arylethene)化合物等、光異構化或者光二聚化之化合物,較佳為藉由照射紫外線、照射可見光進行配向之材料(光配向材料)。 Specifically, the alignment material includes polyimide, polyamide, BCB (benzene cyclobutene polymer), polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene ether, polyarylene Ester (polyarylate), polyethylene terephthalate, polyether sulfone (polyether sulfone), epoxy resin, epoxy acrylate resin, acrylic resin, coumarin compound, chalcone compound, cinnamate Compounds, fulgide compounds, anthraquinone compounds, azo compounds, arylethene compounds, etc., photoisomerized or photodimerized compounds, preferably oriented by irradiation with ultraviolet rays and visible light material (photo-alignment material).

作為光配向材料,例如可列舉:具有環狀環烷之聚醯亞胺、全芳香族聚芳酯;如日本特開5-232473號公報所示之聚乙烯桂皮酸酯;對甲氧肉桂酸之聚乙烯酯(polyvinyl ester);如日本特開平6-287453、日本特開平6-289374號公報所示之桂皮酸酯衍生物;如日本特開2002-265541號公報所示之順丁烯二醯亞胺衍生物等。具體而言,較佳為以下之式(12-1)~式(12-9)所表示之化合物。 Examples of the photo-alignment material include: polyimide and wholly aromatic polyarylate having cyclic naphthenes; polyvinyl cinnamate as shown in Japanese Patent Laid-Open No. 5-232473; p-methoxycinnamic acid The polyvinyl ester (polyvinyl ester); the cinnamate derivatives shown in Japanese Patent Laid-Open No. 6-287453 and Japanese Patent Laid-Open No. 6-289374; the maleic acid derivatives shown in Japanese Patent Laid-Open No. 2002-265541 Imide derivatives, etc. Specifically, compounds represented by the following formulae (12-1) to (12-9) are preferred.

Figure 107101153-A0202-12-0158-475
Figure 107101153-A0202-12-0158-475

Figure 107101153-A0202-12-0158-476
Figure 107101153-A0202-12-0158-476

Figure 107101153-A0202-12-0158-477
Figure 107101153-A0202-12-0158-477

Figure 107101153-A0202-12-0158-478
Figure 107101153-A0202-12-0158-478

Figure 107101153-A0202-12-0158-479
Figure 107101153-A0202-12-0158-479

Figure 107101153-A0202-12-0158-480
Figure 107101153-A0202-12-0158-480

Figure 107101153-A0202-12-0158-481
Figure 107101153-A0202-12-0158-481

Figure 107101153-A0202-12-0159-482
Figure 107101153-A0202-12-0159-482

Figure 107101153-A0202-12-0159-483
Figure 107101153-A0202-12-0159-483

上述式中,R5表示氫原子、鹵素原子、碳原子數1~3之烷基、烷氧基、硝基,R6表示氫原子、碳原子數1~10之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代,末端之CH3亦可被CF3、CCl3、氰基、硝基、異氰基、硫基異氰基取代。n表示4~100000,m表示1~10之整數。 In the above formula, R 5 represents a hydrogen atom, a halogen atom, an alkyl group with 1 to 3 carbon atoms, an alkoxy group, and a nitro group, and R 6 represents a hydrogen atom, an alkyl group with 1 to 10 carbon atoms, and the alkyl group can be It can be linear or branched, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom, one -CH 2 - in the alkyl group or two or more -CH 2 that are not adjacent to each other - can also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- NH-, -NH-CO- or -C≡C- is substituted, and CH 3 at the end can also be substituted by CF 3 , CCl 3 , cyano, nitro, isocyano, thioisocyano. n represents 4~100000, and m represents an integer from 1 to 10.

R7表示選自由氫原子、鹵素原子、鹵化烷基、烯丙氧基、氰基、硝基、烷基、羥基烷基、烷氧基、羧基或者其鹼金屬鹽、烷氧羰基(alkoxycarbonyl)、鹵化甲氧基、羥基、磺醯氧基(sulfonyloxy group)或者其鹼金屬鹽、胺基、胺甲醯基、胺磺醯基或(甲基)丙烯醯基、(甲基)丙烯醯氧基、(甲基)丙烯醯基胺基、乙烯基、乙烯氧基及順丁烯二醯亞胺基構成之群中之聚合性官能基。 R 7 represents selected from hydrogen atom, halogen atom, halogenated alkyl group, allyloxy group, cyano group, nitro group, alkyl group, hydroxyalkyl group, alkoxy group, carboxyl group or its alkali metal salt, alkoxycarbonyl group (alkoxycarbonyl) , halogenated methoxy group, hydroxyl group, sulfonyloxy group or its alkali metal salt, amine group, carbamoyl group, sulfamoyl group or (meth)acryloyloxy group, (meth)acryloyloxy group A polymerizable functional group in the group consisting of (meth)acryloylamino group, vinyl group, vinyloxy group and maleimide group.

(聚合物) (polymer)

可藉由在本發明之聚合性組成物含有起始劑的狀態下使之聚合,來得到本發明之聚合物。本發明之聚合物可利用於光學異向體、相位差膜,透鏡、著色劑、印刷物等。 The polymer of the present invention can be obtained by polymerizing the polymerizable composition of the present invention in a state in which it contains an initiator. The polymer of the present invention can be used for optical anisotropes, retardation films, lenses, colorants, printed matter, and the like.

(光學異向體之製造方法) (Manufacturing method of optical anisotropy)

(光學異向體) (optical anisotropy)

將本發明之聚合性組成物塗布於基材或具有配向功能之基材上,使本發明 之聚合性液晶組成物中的液晶分子在保持向列相或層列相之狀態下均一地配向,使之聚合,藉此可得到本發明之光學異向體。 The polymerizable composition of the present invention is coated on a substrate or a substrate with an alignment function to make the present invention The liquid crystal molecules in the polymerizable liquid crystal composition are uniformly aligned in a state of maintaining a nematic phase or a smectic phase, and are polymerized, whereby the optical anisotrope of the present invention can be obtained.

又,將含有偶氮衍生物、查耳酮衍生物、香豆素衍生物、桂皮酸酯衍生物、環烷衍生物等具有光配向功能之材料的本發明之聚合性組成物塗布於基材,使本發明之聚合性組成物中的液晶性化合物分子在保持向列相或層列相之狀態下均一地配向,使之聚合,藉此亦可得到本發明之光學異向體。 Furthermore, the polymerizable composition of the present invention containing a material having a photo-alignment function, such as an azo derivative, a chalcone derivative, a coumarin derivative, a cinnamic acid ester derivative, and a cycloalkane derivative, is applied to a substrate. , the molecules of the liquid crystal compound in the polymerizable composition of the present invention are uniformly aligned in a state of maintaining a nematic phase or a smectic phase, and the optical anisotrope of the present invention can also be obtained by polymerizing them.

(基材) (substrate)

使用於本發明之光學異向體的基材為通常使用於液晶顯示元件、有機發光顯示元件、其他顯示元件、光學零件、著色劑、標誌、印刷物或光學膜之基材,只要為具有可耐受本發明之聚合性組成物溶液塗布後乾燥時之加熱的耐熱性之材料,則並無特別限制。作為此種基材,可列舉:玻璃基材、金屬基材、陶瓷基材、塑膠基材或紙等之有機材料。尤其是於基材為有機材料之情形時,可列舉:纖維素衍生物、聚烯烴、聚酯、聚烯烴、聚碳酸酯、聚丙烯酸酯、聚芳酯(polyarylate)、聚醚碸、聚醯亞胺、聚苯硫(polyphenylene sulfide)、聚苯醚(polyphenylene ether)、尼龍或聚苯乙烯等。其中,較佳為聚酯、聚苯乙烯、聚烯烴、纖維素衍生物、聚芳酯、聚碳酸酯等之塑膠基材。基材之形狀,除為平板以外,亦可為具有曲面者。此等之基材視需要亦可具有電極層、抗反射功能、反射功能。 The substrate used in the optical anisotrope of the present invention is a substrate commonly used in liquid crystal display elements, organic light-emitting display elements, other display elements, optical parts, colorants, signs, printed matter or optical films, as long as it is durable There is no particular limitation on the heat-resistant material subjected to heating when the polymerizable composition solution of the present invention is applied and dried. As such a base material, organic materials, such as a glass base material, a metal base material, a ceramic base material, a plastic base material, and paper, are mentioned. In particular, when the base material is an organic material, cellulose derivatives, polyolefins, polyesters, polyolefins, polycarbonates, polyacrylates, polyarylates, polyethers, and polyamides can be mentioned. Imine, polyphenylene sulfide, polyphenylene ether, nylon or polystyrene, etc. Among them, plastic substrates such as polyester, polystyrene, polyolefin, cellulose derivatives, polyarylate, and polycarbonate are preferred. The shape of the base material may have a curved surface in addition to a flat plate. These substrates may also have electrode layers, anti-reflection functions, and reflection functions as needed.

為了提高本發明之聚合性組成物之塗布性或與聚合物之接著性,亦可進行此等基材之表面處理。作為表面處理,可列舉:臭氧處理、電漿處理、電暈處理、矽烷偶合處理等。又,為了調節光之透射率或反射率,亦可於基材表面藉由蒸鍍等方法設置有機薄膜、無機氧化物薄膜或金屬薄膜等,或者為了賦予光學附加價值,基材亦可為讀取透鏡(pickup lens)、棒形透鏡(rod lens)、光碟、相位差膜、光擴散膜、濾色器等。其中,較佳為附加價值變得更 高之讀取透鏡、相位差膜、光擴散膜、濾色器。 In order to improve the coatability of the polymerizable composition of the present invention or the adhesion to the polymer, surface treatment of these substrates may also be performed. As surface treatment, ozone treatment, plasma treatment, corona treatment, silane coupling treatment, etc. are mentioned. In addition, in order to adjust the transmittance or reflectance of light, an organic thin film, an inorganic oxide thin film or a metal thin film, etc. can also be provided on the surface of the substrate by methods such as vapor deposition, or in order to impart optical added value, the substrate can also be Take a pickup lens, a rod lens, an optical disc, a retardation film, a light diffusing film, a color filter, and the like. Among them, it is preferable that the added value becomes more Gaozhi reading lens, retardation film, light diffusing film, color filter.

(配向處理) (Alignment processing)

又,於上述基材,通常亦可以於塗布本發明之聚合性組成物溶液並加以乾燥時使聚合性組成物配向的方式,實施有配向處理或者設置有配向膜。作為配向處理,可列舉:延伸處理、摩擦處理、偏光紫外可見光照射處理、離子束處理、對基材之SiO2斜向蒸鍍處理等。於使用配向膜之情形時,配向膜可使用公知慣用者。作為此種配向膜,可列舉:聚醯亞胺、聚矽氧烷、聚醯胺、聚乙烯醇、聚碳酸酯、聚苯乙烯、聚苯醚(polyphenylene ether)、聚芳酯、聚對酞酸乙二酯、聚醚碸、環氧樹脂、環氧丙烯酸酯樹脂、丙烯酸樹脂、偶氮化合物、香豆素化合物、查耳酮化合物、桂皮酸酯(cinnamate)化合物、俘精酸酐(fulgide)化合物、蒽醌化合物、偶氮化合物、芳基乙烯化合物等之化合物,或者上述化合物之聚合物或共聚物。藉由摩擦進行配向處理之化合物,較佳為藉由配向處理或者藉由在配向處理後加入加熱步驟而促進材料之結晶化者。於進行摩擦以外之配向處理的化合物中,較佳為使用光配向材料。 In addition, the above-mentioned base material may be generally subjected to an alignment treatment or provided with an alignment film so as to align the polymerizable composition when the polymerizable composition solution of the present invention is applied and dried. Examples of the alignment treatment include stretching treatment, rubbing treatment, polarized ultraviolet-visible light irradiation treatment, ion beam treatment, and SiO 2 oblique vapor deposition treatment on the substrate. When an alignment film is used, a well-known and customary one can be used for the alignment film. Examples of such an alignment film include polyimide, polysiloxane, polyamide, polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene ether, polyarylate, and polyterephthalate. Ethylene glycol ester, polyether ash, epoxy resin, epoxy acrylate resin, acrylic resin, azo compound, coumarin compound, chalcone compound, cinnamate compound, fulgide Compounds, anthraquinone compounds, azo compounds, vinyl arylate compounds, etc., or polymers or copolymers of the above compounds. The compound to be subjected to the alignment treatment by rubbing is preferably one that promotes the crystallization of the material by the alignment treatment or by adding a heating step after the alignment treatment. It is preferable to use a photo-alignment material among the compounds to be subjected to alignment treatment other than rubbing.

一般而言,當使液晶組成物接觸具有配向功能之基板的情形時,液晶分子會在基板附近沿著對基板進行配向處理之方向配向。液晶分子係與基板水平地配向或者是傾斜或垂直地配向,對基板之配向處理方法所造成之影響很大。例如,若將使用於共平面切換(IPS)式液晶顯示元件之類的預傾角(pretilt angle)極小之配向膜設置於基板上,則可得到幾乎水平配向之聚合性液晶層。 Generally speaking, when the liquid crystal composition is brought into contact with a substrate having an alignment function, the liquid crystal molecules are aligned near the substrate along the direction in which the substrate is subjected to the alignment treatment. The liquid crystal molecules are aligned horizontally or obliquely or vertically with the substrate, which has a great influence on the alignment treatment method of the substrate. For example, if an alignment film with an extremely small pretilt angle, such as an in-plane switching (IPS) type liquid crystal display device, is provided on a substrate, a polymerizable liquid crystal layer with almost horizontal alignment can be obtained.

又,當將使用於TN型液晶顯示元件之類的配向膜設置於基板上之情形時,可得到配向些微傾斜之聚合性液晶層,若使用被用於STN式液晶顯示元件之類的配向膜,則可得到配向大幅傾斜之聚合性液晶層。 In addition, when an alignment film such as a TN type liquid crystal display element is placed on a substrate, a polymerizable liquid crystal layer with a slightly inclined alignment can be obtained. If an alignment film used for an STN type liquid crystal display element is used, , a polymerizable liquid crystal layer with a sharply inclined alignment can be obtained.

(塗布) (coating)

作為用以獲得本發明之光學異向體的塗布法,可進行塗抹法(applicator method)、棒式塗布法、旋轉塗布法、輥式塗布法、直接凹版塗布(direct gravure coating)法、反向凹版塗布(reverse gravure coating)法、柔版塗布(flexo coating)法、噴墨法、壓模塗布(die coating)法、覆蓋式塗布(cap coating)法、浸漬塗布法、狹縫式塗布法、噴塗(spray coating)法等公知慣用之方法。於塗布聚合性組成物後,使之乾燥。 As a coating method for obtaining the optical anisotropy of the present invention, an applicator method can be performed. method), bar coating method, spin coating method, roll coating method, direct gravure coating method, reverse gravure coating method, flexo coating method, inkjet method , die coating (die coating) method, cover coating (cap coating) method, dip coating method, slot coating method, spray coating (spray coating) method and other well-known and conventional methods. After coating the polymerizable composition, it is dried.

塗布後,較佳使本發明之聚合性組成物中之液晶分子於保持層列相或向列相之狀態下均一地配向。作為其方法之一,可舉熱處理法。具體而言,於將本發明之聚合性組成物塗布於基板上後,加熱至該液晶組成物之N(向列相)-I(等向性液體相)轉變溫度(以下,簡稱為N-I轉變溫度)以上,而使該液晶組成物處於等向相(isotropic phase)液體狀態。此後,視需要進行緩冷而顯現出向列相。此時,較理想為暫時保持在呈液晶相之溫度,使液晶相域充分成長而形成單域(monodomain)。或者亦可於將本發明之聚合性組成物塗布於基板上後,於顯現出本發明之聚合性組成物之向列相的溫度範圍內實施保持溫度一定時間之類的加熱處理。 After coating, the liquid crystal molecules in the polymerizable composition of the present invention are preferably aligned uniformly while maintaining a smectic phase or a nematic phase. As one of the methods, a heat treatment method can be mentioned. Specifically, after the polymerizable composition of the present invention is coated on the substrate, it is heated to the N (nematic phase)-I (isotropic liquid phase) transition temperature of the liquid crystal composition (hereinafter referred to as NI transition for short). temperature) or higher, and the liquid crystal composition is brought into an isotropic phase liquid state. After that, slow cooling is performed as necessary to develop a nematic phase. At this time, it is preferable to temporarily maintain the temperature at which the liquid crystal phase is present, so that the liquid crystal phase domain is sufficiently grown to form a monodomain. Alternatively, after coating the polymerizable composition of the present invention on a substrate, a heat treatment such as maintaining the temperature for a certain period of time may be performed within a temperature range where the nematic phase of the polymerizable composition of the present invention is exhibited.

若加熱溫度過高,則有聚合性液晶化合物發生不佳之聚合反應而劣化之虞。又,若過度冷卻,則有時聚合性液晶組成物會發生相分離,析出結晶,顯現出層列相之類的高端液晶相,無法進行配向處理。 If the heating temperature is too high, the polymerizable liquid crystal compound may be deteriorated due to an unfavorable polymerization reaction. Moreover, if it cools too much, a polymerizable liquid crystal composition may phase-separate, a crystal may precipitate, and a high-end liquid crystal phase such as a smectic phase may be expressed, and an alignment treatment may not be performed.

藉由進行此種熱處理,與僅進行塗布之塗布方法相比,可製造配向缺陷較少之均質的光學異向體。 By performing such a heat treatment, a homogeneous optically anisotropic body with few alignment defects can be produced as compared with a coating method in which only coating is performed.

又,若於以此種方式進行均質之配向處理後,冷卻至液晶相不會發生相分離之最低之溫度,即冷卻至成為過冷卻狀態,並於該溫度在使液晶相配向之狀態下聚合,則可獲得配向秩序更高,透明性優異之光學異向體。 In addition, if the homogeneous alignment treatment is performed in this way, it is cooled to the lowest temperature at which the liquid crystal phase does not phase separate, that is, cooled to a supercooled state, and polymerized at this temperature in a state where the liquid crystal phase is aligned , the optical anisotropy with higher alignment order and excellent transparency can be obtained.

(聚合步驟) (polymerization step)

關於經乾燥之聚合性組成物的聚合處理,係於經一致配向之狀態下通常藉 由可見紫外線等之光照射,或者加熱而進行。於藉由照射光來進行聚合之情形時,具體而言,較佳為照射420nm以下之可見紫外光,最佳為照射250~370nm之波長的紫外光。惟,於聚合性組成物會因420nm以下之可見紫外光而引起分解等之情形時,亦有時較佳為以420nm以上之可見紫外光進行聚合處理。 As for the polymerization treatment of the dried polymerizable composition, it is usually carried out in the state of uniform alignment. It is carried out by irradiation with light such as visible ultraviolet rays, or by heating. When superposing|polymerizing by irradiation light, it is preferable to irradiate the visible ultraviolet light of 420 nm or less specifically, and it is preferable to irradiate the ultraviolet light of the wavelength of 250-370 nm. However, when the polymerizable composition is decomposed by visible ultraviolet light of 420 nm or less, it may be preferable to perform the polymerization treatment with visible ultraviolet light of 420 nm or more.

(聚合方法) (aggregation method)

作為使本發明之聚合性組成物聚合之方法,可列舉:照射活性能量線之方法或熱聚合法等,但由於不需加熱,在室溫進行反應,故較佳為照射活性能量線之方法,其中,由於操作簡便,故較佳為照射紫外線等光之方法。照射時之溫度係設為本發明之聚合性組成物可保持液晶相之溫度,為了避免聚合性組成物之熱聚合之誘發,較佳為儘量設為30℃以下。此外,聚合性液晶組成物通常於升溫過程中,於C(固相)-N(向列)轉變溫度(以下,簡稱為C-N轉變溫度)至N-1轉變溫度範圍內顯示出液晶相。另一方面,於降溫過程中,為了以熱力學方式取得非平衡狀態,存在即便於C-N轉變溫度以下亦不會凝固而保持液晶狀態之情形。將此狀態稱為過冷卻狀態。於本發明中,處於過冷卻狀態之液晶組成物亦設為包括於保持液晶相之狀態者。具體而言,較佳為照射390nm以下之紫外光,最佳為照射250~370nm之波長之光。惟,於聚合性組成物會因390nm以下之紫外光而引起分解等之情形時,亦有時較佳為以390nm以上之紫外光進行聚合處理。此光較佳為擴散光且為未偏光之光。紫外線照射強度較佳為0.05mW/cm2~10W/cm2之範圍。特佳為0.2mW/cm2~2W/cm2之範圍。於紫外線強度未達0.05mW/cm2之情形時,會為了完成聚合而耗費大量時間。另一方面,若為超過2W/cm2之強度,則有聚合性組成物中之液晶分子發生光分解之傾向,或有如下可能:大量產生聚合熱而使聚合中之溫度上升,聚合性液晶之有序參數發生變化,而使聚合後之膜之延遲(retardation)產生失常。 Examples of the method for polymerizing the polymerizable composition of the present invention include a method of irradiating an active energy ray, a thermal polymerization method, and the like. However, since the reaction proceeds at room temperature without heating, a method of irradiating an active energy ray is preferred. Among them, since the operation is simple, the method of irradiating light such as ultraviolet rays is preferable. The temperature at the time of irradiation is set to a temperature at which the polymerizable composition of the present invention can maintain the liquid crystal phase, and in order to avoid the induction of thermal polymerization of the polymerizable composition, it is preferably 30° C. or lower as much as possible. In addition, the polymerizable liquid crystal composition usually exhibits a liquid crystal phase in the range of the C (solid phase)-N (nematic) transition temperature (hereinafter abbreviated as CN transition temperature) to the N-1 transition temperature during the heating process. On the other hand, in the cooling process, in order to obtain a non-equilibrium state thermodynamically, there are cases in which the liquid crystal state is maintained without solidification even below the CN transition temperature. This state is called a supercooled state. In the present invention, the liquid crystal composition in the supercooled state is also included in the state in which the liquid crystal phase is maintained. Specifically, it is preferable to irradiate ultraviolet light with a wavelength of 390 nm or less, and it is preferable to irradiate light with a wavelength of 250 to 370 nm. However, when the polymerizable composition is decomposed by ultraviolet light of 390 nm or less, it may be preferable to perform the polymerization treatment with ultraviolet light of 390 nm or more. This light is preferably diffused and unpolarized light. The ultraviolet irradiation intensity is preferably in the range of 0.05mW/cm 2 to 10W/cm 2 . Particularly preferred is the range of 0.2mW/cm 2 ~2W/cm 2 . When the ultraviolet intensity is less than 0.05 mW/cm 2 , it takes a lot of time to complete the polymerization. On the other hand, if the intensity exceeds 2 W/cm 2 , the liquid crystal molecules in the polymerizable composition tend to be photodecomposed, or there is a possibility that a large amount of heat of polymerization is generated, the temperature during the polymerization rises, and the polymerizable liquid crystal molecules The order parameter changes, and the retardation of the film after polymerization is abnormal.

又,紫外線照射量較佳為10mJ/cm2~20J/cm2之範圍,更佳為 50mJ/cm2~10J/cm2,特佳為100mJ/cm2~5J/cm2Moreover, the ultraviolet irradiation amount is preferably in the range of 10mJ/cm 2 -20J/cm 2 , more preferably 50mJ/cm 2 -10J/cm 2 , particularly preferably 100mJ/cm 2 -5J/cm 2 .

若使用遮罩,藉由照射紫外線而僅使特定部分聚合後,施加電場、磁場或溫度等使該未聚合部分之配向狀態發生變化,然後使該未聚合部分聚合,則亦可獲得具備具有不同配向方向之複數個區域的光學異向體。 If a mask is used to polymerize only a specific part by irradiating ultraviolet rays, and then applying an electric field, a magnetic field or temperature to change the alignment state of the unpolymerized part, and then polymerizing the unpolymerized part, it is also possible to obtain products with different properties. Optical anisotropy of a plurality of regions in the alignment direction.

又,於使用遮罩藉由照射紫外線而僅使特定部分聚合時,預先對未聚合狀態之聚合性液晶組成物施加電場、磁場或溫度等而控制配向,在保持該狀態下,自遮罩上照射光而使之聚合,藉此亦可獲得具備具有不同配向方向之複數個區域的光學異向體。 In addition, when using a mask to polymerize only a specific part by irradiating ultraviolet rays, an electric field, a magnetic field, or a temperature is applied to the polymerizable liquid crystal composition in an unpolymerized state in advance to control the alignment, and in this state, the self-mask is released from the mask. It is also possible to obtain an optically anisotropic body having a plurality of regions having different alignment directions by irradiating light to polymerize it.

關於使本發明之聚合性液晶組成物聚合而獲得之光學異向體,可自基板剝離而以單體形式使用作為光學異向體,亦可不自基板剝離而直接使用作為光學異向體。尤其是由於不易污染其他構件,故而於使用作為被積層基板或貼合於其他基板使用時有用。 The optical anisotropic body obtained by polymerizing the polymerizable liquid crystal composition of the present invention may be used as an optical anisotropic body by peeling from a substrate, or it may be used directly as an optical anisotropic body without being released from the substrate. In particular, since it is difficult to contaminate other members, it is useful when used as a substrate to be laminated or bonded to other substrates.

為了所得到之光學異向體的耐溶劑特性或耐熱性穩定化,亦可對光學異向體進行熱老化(heating aging)。此情形時,較佳為以上述聚合膜之玻璃轉移點以上進行加熱。通常較佳為50~300℃,更佳為60~200℃,特佳為80~150℃。 In order to stabilize the solvent resistance or heat resistance of the obtained optical anisotrope, the optical anisotropic body may also be subjected to heating aging. In this case, it is preferable to heat above the glass transition point of the said polymer film. Usually, it is preferably 50 to 300°C, more preferably 60 to 200°C, and particularly preferably 80 to 150°C.

(相位差膜) (retardation film)

本發明之相位差膜含有上述光學異向體,液晶性化合物對於基材一致地形成連續之配向狀態,相對於基材於面內、面外、面內與面外兩者或者面內具有雙軸性即可。又,亦可積層有接著劑或接著層、黏著劑或黏著層、保護膜或偏光膜等。 The retardation film of the present invention contains the above-mentioned optical anisotrope, and the liquid crystalline compound uniformly forms a continuous alignment state with respect to the base material, and has dual in-plane, out-of-plane, both in-plane and out-of-plane, or in-plane with respect to the base material. Axiality will do. Moreover, an adhesive agent or an adhesive layer, an adhesive agent or an adhesive layer, a protective film, a polarizing film, etc. may be laminated|stacked.

作為該種相位差膜,例如可應用棒狀液晶性化合物相對於基材實質上呈水平配向之正型A板(positive A-plate)、圓盤狀液晶性化合物相對於基材垂直地單軸配向之負型A板(negative A-plate)、棒狀液晶性化合物相對於基材實 質上呈垂直配向之正型C板、棒狀液晶性化合物相對於基材呈膽固醇配向或圓盤狀液晶性化合物水平地單軸配向之負型C板、雙軸性板、棒狀液晶性化合物相對於基材呈混合配向之正型O板、圓盤狀液晶性化合物相對於基材呈混合配向之負型O板的配向模式。當使用於液晶顯示元件之光學補償膜的情形時,若為改善視角相依性者,則無特別限定,可應用各種配向模式。 As such a retardation film, for example, a positive A-plate in which a rod-shaped liquid crystalline compound is substantially horizontally aligned with respect to the substrate, and a discotic liquid crystalline compound uniaxially perpendicular to the substrate can be used Aligned negative A-plate and rod-like liquid crystalline compounds are solid relative to the substrate. Positive type C plate with vertical alignment in nature, rod-like liquid crystalline compound with cholesterol alignment with respect to the substrate, or negative type C plate with horizontal uniaxial alignment of discotic liquid crystalline compound, biaxial plate, rod-like liquid crystalline compound The compound is a positive O plate with mixed alignment relative to the substrate, and the discotic liquid crystalline compound is an alignment mode of a negative O plate with mixed alignment relative to the substrate. When used in the case of an optical compensation film of a liquid crystal display element, if it is to improve the viewing angle dependence, it is not particularly limited, and various alignment modes can be applied.

例如可應用正型A板、負型A板、正型C板、負型C板、雙軸性板、正型O板、負型O板之配向模式。其中,較佳使用正型A板及負型C板。進一步,更佳為將正型A板及負型C板加以積層。 For example, the alignment modes of positive type A plate, negative type A plate, positive type C plate, negative type C plate, biaxial plate, positive type O plate, and negative type O plate can be applied. Among them, a positive type A plate and a negative type C plate are preferably used. Furthermore, it is more preferable to laminate a positive type A plate and a negative type C plate.

於利用有相位差膜之液晶單元,為了補償偏光軸正交性之視角依存,擴大視角,較佳為使用正型A板作為第1相位差層。此處,關於正型A板,於將膜之面內慢軸方向的折射率設為nx,將膜之面內快軸方向的折射率設為ny,將膜之厚度方向的折射率設為nz時,會成為「nx>ny=nz」之關係。作為正型A板,較佳為於波長550nm之面內相位差值處於30~500nm之範圍者。又,厚度方向相位差值並無特別限定。Nz係數較佳為0.5~1.5之範圍。 In a liquid crystal cell using a retardation film, it is preferable to use a positive type A plate as the first retardation layer in order to compensate for the viewing angle dependence of the orthogonality of the polarization axes and to expand the viewing angle. Here, regarding the positive type A plate, let the refractive index in the in-plane slow axis direction of the film be nx, the refractive index in the in-plane fast axis direction of the film be ny, and let the refractive index in the thickness direction of the film be When it is nz, it will become the relationship of "nx>ny=nz". As a positive type A plate, it is preferable that the in-plane retardation value at a wavelength of 550 nm is in the range of 30 to 500 nm. In addition, the retardation value in the thickness direction is not particularly limited. The Nz coefficient is preferably in the range of 0.5 to 1.5.

又,為了抵消液晶分子本身之雙折射,較佳為使用具有負折射率異向性之所謂的負型C板作為第2相位差層。又,亦可將負型C板積層於正型A板上。 In addition, in order to cancel the birefringence of the liquid crystal molecules themselves, it is preferable to use a so-called negative type C plate having negative refractive index anisotropy as the second retardation layer. In addition, the negative type C plate may be laminated on the positive type A plate.

此處,負型C板係於將相位差層之面內慢軸方向的折射率設為nx,將相位差層之面內快軸方向的折射率設為ny,將相位差層之厚度方向的折射率設為nz時,會成為「nx=ny>nz」之關係的相位差層。負型C板之厚度方向相位差值較佳為20~400nm之範圍。 Here, the negative type C plate is based on the fact that the refractive index in the in-plane slow axis direction of the retardation layer is nx, the refractive index in the in-plane fast axis direction of the retardation layer is ny, and the thickness direction of the retardation layer is When the refractive index of , is set to nz, it will be a retardation layer in the relationship of "nx=ny>nz". The retardation value in the thickness direction of the negative type C plate is preferably in the range of 20 to 400 nm.

再者,厚度方向之折射率異向性係以藉由式(2)所定義之厚度方向相位差值Rth表示。厚度方向相位差值Rth可使用面內相位差值R0、將慢軸作為傾斜軸傾斜50°所測得之相位差值R50、膜之厚度d、膜之平均折射率n0,根據 式(1)與下式(4)~(7)藉由數值計算而求出nx、ny、nz,並將該等代入式(2)中而算出。又,Nz係數可根據式(3)算出。以下,於本說明書之其他記載中亦相同。 In addition, the refractive index anisotropy in the thickness direction is represented by the thickness direction retardation value Rth defined by the formula (2). The retardation value Rth in the thickness direction can be obtained by using the in-plane retardation value R 0 , the retardation value R 50 measured with the slow axis as the inclined axis inclined by 50°, the thickness d of the film, and the average refractive index n 0 of the film, according to the formula (1) and the following formulae (4) to (7), nx, ny, and nz were obtained by numerical calculation, and were calculated by substituting these into formula (2). In addition, the Nz coefficient can be calculated according to Equation (3). Hereinafter, the same applies to other descriptions in this specification.

R0=(nx-ny)×d (1) R 0 =(nx-ny)×d(1)

Rth=[(nx+ny)/2-nz]×d (2) Rth=[(nx+ny)/2-nz]×d (2)

Nz係數=(nx-nz)/(nx-ny) (3) Nz coefficient=(nx-nz)/(nx-ny) (3)

Figure 107101153-A0202-12-0166-533
Figure 107101153-A0202-12-0166-533

(nx+ny+nz)/3=n0 (5) (nx+ny+nz)/3=n0 (5)

此處,

Figure 107101153-A0202-12-0166-534
here,
Figure 107101153-A0202-12-0166-534

Figure 107101153-A0202-12-0166-535
Figure 107101153-A0202-12-0166-535

市售之相位差測量裝置,大多為於裝置內自動地進行此處所示之數值計算,並自動地顯示面內相位差值R0或厚度方向相位差值Rth等者。作為此種測量裝置,例如可列舉RETS-100(大塚化學股份有限公司製造)。 Most of the commercially available retardation measuring apparatuses automatically perform the numerical calculation shown here in the apparatus, and automatically display the in-plane retardation value R 0 or the thickness direction retardation value Rth and the like. As such a measuring apparatus, RETS-100 (made by Otsuka Chemical Co., Ltd.) is mentioned, for example.

又,於液晶顯示元件之液晶介質為共平面切換(IPS)模式或邊界電場切換(FFS)模式的情形時,較佳為使用正型A板、正型C板及/或雙軸性板。並且,更佳為使用正型A板及/或正型C板,特佳為將正型A板及正型C板加以積層。 In addition, when the liquid crystal medium of the liquid crystal display element is in an in-plane switching (IPS) mode or a boundary field switching (FFS) mode, it is preferable to use a positive type A plate, a positive type C plate and/or a biaxial plate. Moreover, it is more preferable to use a positive type A plate and/or a positive type C plate, and it is particularly preferable to laminate a positive type A plate and a positive type C plate.

於液晶單元,較佳為使用正型A板作為第1相位差層。此處,關於正型A板,於將膜之面內慢軸方向的折射率設為nx,將膜之面內快軸方向的折射率設為ny,將膜之厚度方向的折射率設為nz時,會成為「nx>ny=nz」之關係。作為正型A板,較佳為於波長550nm之面內相位差值處於10~300nm之範圍者。又,厚度方向相位差值並無特別限定。Nz係數較佳為0.9~1.1之範圍。 In a liquid crystal cell, it is preferable to use a positive type A plate as a 1st retardation layer. Here, regarding the positive type A plate, let the refractive index in the in-plane slow axis direction of the film be nx, the refractive index in the in-plane fast axis direction of the film be ny, and let the refractive index in the thickness direction of the film be When it is nz, it will become the relationship of "nx>ny=nz". As a positive type A-plate, it is preferable that the in-plane retardation value is in the range of 10-300nm at the wavelength of 550nm. In addition, the retardation value in the thickness direction is not particularly limited. The Nz coefficient is preferably in the range of 0.9 to 1.1.

又,作為第2相位差層,較佳為使用具有正折射率異向性之所謂的正型C板。又,亦可將正型C板積層於正型A板上。 Moreover, as a 2nd retardation layer, it is preferable to use the so-called positive type C plate which has positive refractive index anisotropy. In addition, the positive type C plate may be laminated on the positive type A plate.

此處,正型C板係於將相位差層之面內方向的折射率設為nx,將相位差層之面內方向的折射率設為ny,將相位差層之厚度方向的折射率設為nz時,會成為「nx=ny<nz」之關係的相位差層。正型C板之厚度方向相位差值較佳為10~300nm之範圍。 Here, the positive-type C plate is based on the refractive index in the in-plane direction of the retardation layer being nx, the refractive index in the in-plane direction of the retardation layer being ny, and the refractive index in the thickness direction of the retardation layer being When it is nz, it becomes a phase difference layer with the relationship of "nx=ny<nz". The retardation value in the thickness direction of the positive type C plate is preferably in the range of 10 to 300 nm.

再者,厚度方向之折射率異向性係以藉由式(2)所定義之厚度方向相位差值Rth表示。厚度方向相位差值Rth可使用面內相位差值R0、將慢軸作為傾斜軸傾斜50°所測得之相位差值R50、膜之厚度d、膜之平均折射率n0,根據式(1)與下式(4)~(7)藉由數值計算而求出nx、ny、nz,並將該等代入式(2)中而算出。又,Nz係數可根據式(3)算出。以下,於本說明書之其他記載中亦相同。 In addition, the refractive index anisotropy in the thickness direction is represented by the thickness direction retardation value Rth defined by the formula (2). The retardation value Rth in the thickness direction can be obtained by using the in-plane retardation value R 0 , the retardation value R 50 measured with the slow axis as the inclined axis inclined by 50°, the thickness d of the film, and the average refractive index n 0 of the film, according to the formula (1) and the following formulae (4) to (7), nx, ny, and nz were obtained by numerical calculation, and were calculated by substituting these into formula (2). In addition, the Nz coefficient can be calculated according to Equation (3). Hereinafter, the same applies to other descriptions in this specification.

R0=(nx-ny)×d (1) R 0 =(nx-ny)×d(1)

Rth=[(nx+ny)/2-nz]×d (2) Rth=[(nx+ny)/2-nz]×d (2)

Nz係數=(nx-nz)/(nx-ny) (3) Nz coefficient=(nx-nz)/(nx-ny) (3)

Figure 107101153-A0202-12-0167-484
Figure 107101153-A0202-12-0167-484

(nx+ny+nz)/3=n0 (5) (nx+ny+nz)/3=n0 (5)

此處,

Figure 107101153-A0202-12-0167-485
here,
Figure 107101153-A0202-12-0167-485

Figure 107101153-A0202-12-0167-486
Figure 107101153-A0202-12-0167-486

進一步,本發明之相位差膜亦可藉由與直線偏光板組合而作為圓偏光板使用。於作為圓偏光板使用之情形時,本發明之相位差膜較佳為聚合性液晶性化合物相對於基材實質上呈水平配向之正型A板,較佳為使直線偏光板之偏光軸與 相位差膜之慢軸所夾之角度實質上為45°。 Further, the retardation film of the present invention can also be used as a circular polarizer by combining with a linear polarizer. When used as a circular polarizing plate, the retardation film of the present invention is preferably a positive type A plate in which the polymerizable liquid crystal compound is substantially horizontally aligned with respect to the substrate, preferably the polarization axis of the linear polarizing plate is the same as that of the substrate. The angle contained by the slow axis of the retardation film is substantially 45°.

本發明之相位差膜亦可作為波長板使用。於作為波長板使用之情形時,本發明之相位差膜較佳為聚合性液晶性化合物相對於基材實質上呈水平配向之正型A板,較佳為作為1/2波長板或1/4波長板使用。 The retardation film of the present invention can also be used as a wavelength plate. When used as a wavelength plate, the retardation film of the present invention is preferably a positive type A plate in which the polymerizable liquid crystal compound is substantially horizontally aligned with respect to the substrate, preferably as a 1/2 wavelength plate or a 1/2 wavelength plate. 4 wavelength plates are used.

本發明之相位差膜亦可作為偏光反射膜或紅外反射膜使用。於該情形時,本發明之相位差膜較佳為棒狀液晶性化合物相對於基材實質上膽固醇配向於水平方向,於偏光反射膜之情形時,較佳為間距位於可見光區域,而於紅外反射膜之情形時,則較佳為間距位於紅外區域。 The retardation film of the present invention can also be used as a polarized light reflection film or an infrared reflection film. In this case, the retardation film of the present invention is preferably a rod-like liquid crystalline compound with substantially cholesterol aligned in the horizontal direction with respect to the substrate. In the case of a reflective film, the pitch is preferably in the infrared region.

(透鏡) (lens)

可將本發明之聚合性組成物塗布於基材或具有配向功能之基材上,或者注入透鏡形狀之模具,於保持向列相或層列相之狀態下使之均一配向並使之聚合,藉此使用於本發明之透鏡。透鏡之形狀可列舉:簡單格狀(simple cell type)、稜鏡型、扁豆狀(lenticular)型等。 The polymerizable composition of the present invention can be coated on a substrate or a substrate with an alignment function, or injected into a lens-shaped mold to align and polymerize uniformly while maintaining the nematic phase or smectic phase. Thereby, the lens of the present invention is used. Examples of the shape of the lens include a simple cell type, a celestial type, a lenticular type, and the like.

(液晶顯示元件) (liquid crystal display element)

可將本發明之聚合性組成物塗布於基材或具有配向功能之基材上,於保持向列相或層列相之狀態下使之均一配向並使之聚合,藉此使用於本發明之液晶顯示元件。作為使用形態,可列舉:光學補償膜、液晶立體顯示元件之經圖案化的相位差膜、濾色器之相位差補償層、保護層(overcoat layer)、液晶介質用之配向膜等。液晶顯示元件於至少二片基材至少夾持有液晶介質層、TFT驅動電路、黑矩陣層、濾色器層、間隔物、對應於液晶介質層之電極電路,通常,光學補償層、偏光板層、觸控面板層配置於二片基材之外側,視情況,光學補償層、保護層、偏光板層、觸控面板用之電極層亦可被夾持於二片基材內。 The polymerizable composition of the present invention can be coated on a substrate or a substrate having an alignment function, and the nematic phase or the smectic phase can be kept in a state of uniform alignment and polymerization, so as to be used in the present invention. Liquid crystal display element. Examples of usage modes include optical compensation films, patterned retardation films for liquid crystal stereoscopic display elements, retardation compensation layers for color filters, overcoat layers, alignment films for liquid crystal media, and the like. The liquid crystal display element is sandwiched between at least two substrates at least with a liquid crystal medium layer, a TFT driving circuit, a black matrix layer, a color filter layer, a spacer, an electrode circuit corresponding to the liquid crystal medium layer, usually, an optical compensation layer, a polarizing plate The layer and the touch panel layer are arranged on the outside of the two substrates. Depending on the situation, the optical compensation layer, the protective layer, the polarizer layer, and the electrode layer for the touch panel can also be sandwiched between the two substrates.

作為液晶顯示元件之配向模式,具有TN模式、VA模式、IPS模式、FFS模式、OCB模式等,當於光學補償膜或光學補償層使用之情形時,可製 作具有對應於配向模式之相位差的膜。當於經圖案化之相位差膜使用的情形時,聚合性組成物中之液晶性化合物相對於基材實質上呈水平配向即可。當於保護層使用之情形時,將1分子中之聚合性基更多之液晶性化合物熱聚合即可。當於液晶介質用之配向膜使用的情形時,較佳為使用混合有配向材料與具有聚合性基之液晶性化合物的聚合性組成物。又,亦可混合於液晶介質中,具有藉由液晶介質與液晶性化合物之比率,而提升應答速度或對比等各種特性的效果。 As the alignment mode of the liquid crystal display element, there are TN mode, VA mode, IPS mode, FFS mode, OCB mode, etc. When used in optical compensation films or optical compensation layers, it can be prepared A film having a retardation corresponding to the alignment mode is produced. In the case of using a patterned retardation film, the liquid crystalline compound in the polymerizable composition may be substantially aligned horizontally with respect to the substrate. When used in a protective layer, a liquid crystal compound having more polymerizable groups in one molecule may be thermally polymerized. When used as an alignment film for a liquid crystal medium, it is preferable to use a polymerizable composition in which an alignment material and a liquid crystal compound having a polymerizable group are mixed. Moreover, it can also be mixed with a liquid crystal medium, and it has the effect of improving various characteristics, such as a response speed and a contrast, by the ratio of a liquid crystal medium and a liquid crystal compound.

(有機發光顯示元件) (Organic light-emitting display element)

可將本發明之聚合性組成物塗布於基材或具有配向功能之基材,於保持向列相或層列相之狀態下使之均一配向並使之聚合,藉此使用於本發明之有機發光顯示元件。作為使用形態,可藉由與以上述聚合所得之相位差膜及偏光板組合,作為有機發光顯示元件之抗反射膜來使用。於作為抗反射膜來使用之情形時,偏光板之偏光軸與相位差膜之慢軸所夾的角度較佳為45°左右。偏光板與上述相位差膜可用接著劑或黏著劑等貼合。又,亦可藉由在偏光板上進行摩擦處理或積層光配向膜之配向處理等,而直接積層。此時所使用之上述偏光板,為具有偏光功能之膜即可,例如,可列舉:使聚乙烯醇系膜吸附碘或二色性色素並進行延伸而成之膜、將聚乙烯醇系膜延伸並吸附碘或二色性染料或者二色性色素而成之膜、將含有二色性染料之水溶液塗布於基板上形成偏光層之膜、線柵偏光元件等。 The polymerizable composition of the present invention can be applied to a substrate or a substrate having an alignment function, and the nematic phase or smectic phase can be uniformly aligned and polymerized, so as to be used in the organic composition of the present invention. Light-emitting display element. As a usage form, it can be used as an antireflection film of an organic light-emitting display element by combining with the retardation film and polarizing plate obtained by the above-mentioned polymerization. When used as an anti-reflection film, the angle between the polarization axis of the polarizing plate and the slow axis of the retardation film is preferably about 45°. The polarizing plate and the above retardation film can be bonded together with an adhesive, an adhesive, or the like. In addition, it is also possible to directly laminate by performing rubbing treatment on a polarizing plate, an alignment treatment of laminating a photo-alignment film, or the like. The polarizing plate used in this case may be a film having a polarizing function. A film formed by extending and adsorbing iodine or a dichroic dye or a dichroic dye, a film formed by coating an aqueous solution containing a dichroic dye on a substrate to form a polarizing layer, a wire grid polarizing element, and the like.

作為聚乙烯醇系樹脂,可使用將聚乙酸乙烯酯系樹脂皂化而成者,作為聚乙酸乙烯酯系樹脂,可例示:為乙酸乙烯酯之均聚物的聚乙酸乙烯酯,以及乙酸乙烯酯與可和其共聚之其他單體的共聚物等。作為可和乙酸乙烯酯共聚之其他單體,例如可列舉:不飽和羧酸類、烯烴類、乙烯醚類、不飽和磺酸類、具有銨基之丙烯醯胺類等。將聚乙烯醇系樹脂製膜之方法並無特別限定,可藉由公知之方法進行製膜。聚乙烯醇系原始薄膜(raw film)之厚度並無 特別限定,例如為10~150μm左右。 As the polyvinyl alcohol-based resin, one obtained by saponifying a polyvinyl acetate-based resin can be used. As the polyvinyl acetate-based resin, polyvinyl acetate, which is a homopolymer of vinyl acetate, and vinyl acetate can be exemplified. Copolymers with other monomers that can be copolymerized with it, etc. Examples of other monomers that can be copolymerized with vinyl acetate include unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, acrylamides having an ammonium group, and the like. The method of forming a polyvinyl alcohol-based resin into a film is not particularly limited, and the film can be formed by a known method. The thickness of the polyvinyl alcohol-based raw film (raw film) is not It is specifically limited, for example, it is about 10-150 micrometers.

於使用碘作為二色性色素之情形時,通常採用將聚乙烯醇系樹脂膜浸漬於含有碘及碘化鉀之水溶液進行染色之方法。而於使用二色性染料作為二色性色素之情形時,則通常採用將聚乙烯醇系樹脂膜浸漬於含有水溶性二色性染料之水溶液進行染色之方法。 In the case of using iodine as a dichroic dye, a method of dipping a polyvinyl alcohol-based resin film in an aqueous solution containing iodine and potassium iodide and dyeing is usually employed. On the other hand, when a dichroic dye is used as a dichroic dye, a method of dipping a polyvinyl alcohol-based resin film in an aqueous solution containing a water-soluble dichroic dye and dyeing is usually employed.

當將含有二色性染料之水溶液塗布於基板上形成偏光層之膜的情形時,作為所塗布之二色性色素之例,根據所使用之基材之種類而有所不同,可列舉:直接染料、酸性染料等水溶性染料及該等之胺鹽(amine salt)及分散染料、油溶性顏料等水不溶性色素等。此等色素通常溶解於水及有機溶劑,視情形添加界面活性劑而塗布於進行過摩擦、電暈處理之基材。有機溶劑根據基材之耐溶劑性而有所不同,通常可列舉:甲醇、乙醇、異丙醇等醇類,甲基賽璐蘇、乙基賽璐蘇等賽璐蘇類,丙酮、甲基乙基酮等酮類,二甲基甲醯胺、N-甲基吡咯啶酮等醯胺類,苯、甲苯等芳香族有機溶劑。色素之塗布量根據色素之偏光性能而有所不同,通常為0.05~1.0g/m2,較佳為0.1~0.8g/m2。作為將色素溶液塗布於基材之方法,可列舉:棒式塗布、噴霧塗布、輥式塗布、凹版塗布等各種塗布方法。 When an aqueous solution containing a dichroic dye is applied on a substrate to form a film of a polarizing layer, examples of the dichroic dye to be applied vary depending on the type of substrate used, and examples include: Water-soluble dyes such as dyes and acid dyes, amine salts thereof, disperse dyes, water-insoluble dyes such as oil-soluble pigments, and the like. These pigments are usually dissolved in water and organic solvents, and surfactants are added as appropriate to coat the substrates that have undergone rubbing and corona treatment. The organic solvent varies according to the solvent resistance of the substrate. Usually, there are alcohols such as methanol, ethanol, and isopropanol; Ketones such as ethyl ketone, amides such as dimethylformamide and N-methylpyrrolidone, and aromatic organic solvents such as benzene and toluene. The coating amount of the pigment varies according to the polarizing property of the pigment, and is usually 0.05-1.0 g/m 2 , preferably 0.1-0.8 g/m 2 . Various coating methods, such as bar coating, spray coating, roll coating, and gravure coating, are mentioned as a method of coating a dye solution on a base material.

當使用線柵偏光元件之情形時,較佳為使用由Al、Cu、Ag、Cu、Ni、Cr、及Si等導電材料形成者。 When a wire grid polarizer is used, it is preferable to use one formed of conductive materials such as Al, Cu, Ag, Cu, Ni, Cr, and Si.

(照明元件) (lighting element)

使本發明之聚合性組成物於向列相、層列相或配向在具有配向功能之基材上的狀態下使之聚合而成的聚合物,亦可作為照明元件尤其是發光二極體元件之散熱材料使用。作為散熱材料之形態,較佳為預浸體、聚合物片、接著劑、附有金屬箔之片等。 A polymer obtained by polymerizing the polymerizable composition of the present invention in a state in which a nematic phase, a smectic phase, or an alignment function is formed on a substrate having an alignment function can also be used as a lighting element, especially a light-emitting diode element. the heat dissipation material used. As the form of the heat dissipating material, a prepreg, a polymer sheet, an adhesive, a sheet with metal foil, etc. are preferable.

(光學零件) (optical parts)

可使本發明之聚合性組成物於保持向列相或層列相之狀態或經與配向材料組合之狀態下聚合,藉此作為本發明之光學零件來使用。 The polymerizable composition of the present invention can be polymerized in a state of maintaining a nematic phase or a smectic phase or combined with an alignment material, thereby being used as an optical component of the present invention.

(著色劑) (Colorant)

本發明之聚合性組成物,亦可添加染料或有機顏料等著色劑,作為著色劑來使用。 The polymerizable composition of the present invention may be used as a colorant by adding colorants such as dyes and organic pigments.

(偏光膜) (polarizing film)

本發明之聚合性組成物亦可與2色性色素、向液性液晶或色型(chromonic)液晶等組合或添加,而作為偏光膜來使用。 The polymerizable composition of the present invention may be combined with or added to a dichroic dye, a lyotropic liquid crystal, or a chromonic liquid crystal, and may be used as a polarizing film.

[實施例] [Example]

以下根據實施例及比較例說明本發明,但本發明當然不限定於此等。另,只要沒有特別說明,「份」及「%」皆是質量基準。 The present invention will be described below based on Examples and Comparative Examples, but the present invention is of course not limited to these. In addition, unless otherwise specified, "parts" and "%" are quality standards.

(聚合性組成物(1)之製備) (Preparation of polymerizable composition (1))

將式(1A-1-1)所表示之化合物100份加入於甲苯300份後,加熱至60℃,進行攪拌使其溶解,確認溶解之後,使之回復至室溫,加入Irgacure OXE01(OXE01:巴斯夫日本股份有限公司製)6份、FTX-218(尼歐斯股份有限公司製)0.2份、對甲氧苯酚(MEHQ)0.1份,進一步進行攪拌,從而得到溶液。溶液為透明且均勻。以0.20μm之薄膜過濾器對所得到之溶液進行過濾,得到使用於實施例1等之聚合性組成物(1)。 After adding 100 parts of the compound represented by the formula (1A-1-1) to 300 parts of toluene, it was heated to 60° C., stirred to dissolve, and after confirming the dissolution, it was returned to room temperature, and Irgacure OXE01 (OXE01: BASF Japan Co., Ltd. product) 6 parts, FTX-218 (made by Neos Co., Ltd.) 0.2 part, p-methoxyphenol (MEHQ) 0.1 part, and it stirred further, and obtained the solution. The solution was clear and homogeneous. The obtained solution was filtered with a 0.20 μm membrane filter to obtain a polymerizable composition (1) used in Example 1 and the like.

(聚合性組成物(2)~(39)、比較用聚合性組成物(C1)之製備) (Preparation of polymerizable compositions (2) to (39) and comparative polymerizable composition (C1))

除了將下表所示之各化合物各自改變成下表所示之比例以外,其餘皆以與實施例1之聚合性組成物(1)之製備相同的條件,得到使用於實施例2~39等之聚合性組成物(2)~(39)及比較例1之聚合性組成物(C1)。再者,除了甲苯之外,亦使用氯仿、環戊酮(CPN)作為溶劑。 Except that each compound shown in the following table was changed to the ratio shown in the following table, the rest were all obtained under the same conditions as the preparation of the polymerizable composition (1) of Example 1, which were used in Examples 2 to 39, etc. The polymerizable compositions (2) to (39) and the polymerizable composition (C1) of Comparative Example 1. Furthermore, in addition to toluene, chloroform and cyclopentanone (CPN) were also used as solvents.

將本發明之聚合性組成物(1)~(39)、比較用聚合性組成物(C1) 之具體組成示於下表。 The polymerizable compositions (1) to (39) of the present invention and the polymerizable composition (C1) for comparison The specific composition is shown in the table below.

Figure 107101153-A0202-12-0172-487
Figure 107101153-A0202-12-0172-487

Figure 107101153-A0202-12-0172-488
Figure 107101153-A0202-12-0172-488

Figure 107101153-A0202-12-0172-489
Figure 107101153-A0202-12-0172-489

Figure 107101153-A0202-12-0173-490
Figure 107101153-A0202-12-0173-490

Figure 107101153-A0202-12-0173-491
Figure 107101153-A0202-12-0173-491

Figure 107101153-A0202-12-0174-492
Figure 107101153-A0202-12-0174-492

Figure 107101153-A0202-12-0174-493
Figure 107101153-A0202-12-0174-493

Figure 107101153-A0202-12-0174-494
Figure 107101153-A0202-12-0174-494

Figure 107101153-A0202-12-0175-495
Figure 107101153-A0202-12-0175-495

Figure 107101153-A0202-12-0175-496
Figure 107101153-A0202-12-0175-496

Figure 107101153-A0202-12-0175-497
Figure 107101153-A0202-12-0175-497

Figure 107101153-A0202-12-0176-498
Figure 107101153-A0202-12-0176-498

Figure 107101153-A0202-12-0176-499
Figure 107101153-A0202-12-0176-499

Figure 107101153-A0202-12-0176-500
Figure 107101153-A0202-12-0176-500

Figure 107101153-A0202-12-0176-501
Figure 107101153-A0202-12-0176-501

Figure 107101153-A0202-12-0176-502
Figure 107101153-A0202-12-0176-502

Figure 107101153-A0202-12-0176-503
Figure 107101153-A0202-12-0176-503

Figure 107101153-A0202-12-0177-504
Figure 107101153-A0202-12-0177-504

Figure 107101153-A0202-12-0177-505
Figure 107101153-A0202-12-0177-505

MEGAFACE F-554(F-554;迪愛生股份有限公司製) MEGAFACE F-554 (F-554; manufactured by Diaisheng Co., Ltd.)

(實施例1) (Example 1)

使用旋轉塗布法將配向膜用聚醯亞胺溶液塗布於厚度0.7mm之玻璃基材,以100℃乾燥10分鐘之後,以200℃進行燒製60分鐘,藉此得到塗膜。對所得到之塗膜進行摩擦處理。摩擦處理係使用市售之摩擦裝置進行。 A coating film was obtained by applying a polyimide solution for an alignment film to a glass substrate having a thickness of 0.7 mm using a spin coating method, drying at 100° C. for 10 minutes, and then firing at 200° C. for 60 minutes. The obtained coating film was subjected to a rubbing treatment. The rubbing treatment was performed using a commercially available rubbing device.

以旋轉塗布法將本發明之聚合性組成物(1)塗布於經摩擦之基材,以向列相可表現之方式,於相轉移溫度TNI-20℃乾燥2分鐘。將所得到之塗布膜冷卻至室溫後,使用高壓水銀燈,以30mW/cm2之強度照射紫外線30秒鐘而得到實施例1之正型A板之光學異向體。按照以下之基準對所得到之光學異向體進行配向性評價、相位差比、硬化性評價。 The polymerizable composition (1) of the present invention was coated on the rubbed substrate by spin coating, and dried at the phase transition temperature T NI -20° C. for 2 minutes in a manner that the nematic phase can be expressed. After cooling the obtained coating film to room temperature, a high-pressure mercury lamp was used to irradiate ultraviolet rays at an intensity of 30 mW/cm 2 for 30 seconds to obtain the optical anisotropy of the positive type A plate of Example 1. Orientation evaluation, retardation ratio, and curability evaluation of the obtained optical anisotropy were performed according to the following standards.

(配向性評價) (Orientation evaluation)

◎:於目視下完全沒有缺陷,以偏光顯微鏡觀察亦完全沒有缺陷。 ⊚: There are no defects at all by visual inspection, and no defects at all when observed with a polarizing microscope.

○:於目視下沒有缺陷,但以偏光顯微鏡觀察,一部份存在無配向部分。 (circle) : There is no defect by visual inspection, but there is an unaligned part in a part when observed by a polarizing microscope.

△:於目視下沒有缺陷,但以偏光顯微鏡觀察,整體上存在無配向部分。 △: No defects were observed visually, but there were no alignment parts as a whole when observed with a polarizing microscope.

×:於目視下一部份產生缺陷,以偏光顯微鏡觀察,整體上亦存在無配向部分。 ×: Defects occurred in the next part of the visual inspection, and when observed with a polarizing microscope, there was also a non-aligned part as a whole.

(相位差比) (phase difference ratio)

利用相位差膜‧光學材料檢查裝置RETS-100(大塚電子股份有限公司製) 對作為評價用試樣而製成之光學異向體的延遲(相位差)進行測定,其結果,於波長550nm之面內相位差(Re(550))為140nm。又,於波長450nm之面內相位差(Re(450))與Re(550)之比Re(450)/Re(550)為0.864,得到均勻性良好之相位差膜。 Using a retardation film and optical material inspection device RETS-100 (manufactured by Otsuka Electronics Co., Ltd.) The retardation (retardation) of the optical anisotropic body produced as a sample for evaluation was measured, and as a result, the in-plane retardation (Re(550)) at a wavelength of 550 nm was 140 nm. Moreover, the ratio Re(450)/Re(550) of the in-plane retardation (Re(450)) and Re(550) at a wavelength of 450 nm was 0.864, and a retardation film with good uniformity was obtained.

(硬化性評價) (hardening evaluation)

將作為評價用試樣而製成之光學異向體放置於尼科爾偏光鏡(crossed Nichol)下,利用沾滿甲基異丁基酮之棉棒擦拭光學異向體之膜表面,以目視評價膜剝離為止之次數。 The optical anisotropic body prepared as a sample for evaluation was placed under a crossed Nichol, and the film surface of the optical anisotropic body was wiped with a cotton swab dipped in methyl isobutyl ketone to visually inspect it. The number of times until the film peeled off was evaluated.

◎:即便擦拭200次以上亦不剝離。 ⊚: No peeling even if rubbed 200 times or more.

○:於100~200次膜剝離。 ○: The film was peeled off at 100 to 200 times.

△:於50~100次膜剝離。 Δ: Film peeling was performed 50 to 100 times.

×:於未達50次膜剝離。 ×: Film peeling was less than 50 times.

(耐久性) (durability)

對作為評價用試樣而製成之光學異向體實施85℃、500小時之耐熱性試驗後,評價相對於試驗前之延遲(相位差)之變動率。 After the heat resistance test at 85° C. and 500 hours was performed on the optical anisotropic body produced as a sample for evaluation, the rate of change with respect to the retardation (retardation) before the test was evaluated.

○:變動率未達5% ○: The rate of change is less than 5%

△:變動率為5~8% △: The rate of change is 5~8%

×:變動率為8%以上 ×: The rate of change is 8% or more

Figure 107101153-A0202-12-0179-506
Figure 107101153-A0202-12-0179-506

Figure 107101153-A0202-12-0179-507
Figure 107101153-A0202-12-0179-507

(實施例2~39、比較例1) (Examples 2 to 39, Comparative Example 1)

以與實施例1相同條件對使用聚合性組成物(2)~(39)及比較用聚合性組成物(C1)來製作而成之膜的配向性、相位差比、硬化性及耐久性進行測定。使用聚合性組成物(2)~(32)及比較用聚合性組成物(C1)而得之膜為正型A板之光學異向體,使用聚合性組成物(33)~(39)而得之膜為正型C板。分別將其設為實施例2~39、比較例1,並將結果示於上表。 The orientation, retardation ratio, curability and durability of the films prepared using the polymerizable compositions (2) to (39) and the comparative polymerizable composition (C1) were evaluated under the same conditions as in Example 1. Determination. The films obtained by using the polymerizable compositions (2) to (32) and the polymerizable composition for comparison (C1) are optically anisotropic bodies of positive type A plates, and the films obtained by using the polymerizable compositions (33) to (39) The obtained film is a positive type C plate. These were set as Examples 2 to 39 and Comparative Example 1, respectively, and the results are shown in the above table.

(聚合性組成物(40)之製備) (Preparation of polymerizable composition (40))

將式(1A-1-1)所表示之化合物40份、式(2-1-1-2)所表示之化合物40份、式(2-2-1-1)所表示之化合物10份、式(2-2-1-2)所表示之化合物10份、下述式(10-10)所表示之化合物6份加入於甲基乙基酮150份、及甲苯150份後,加熱至60℃,進行攪拌使其溶解,確認溶解之後,使之回復至室溫,加入Irgacure OXE01(OXE01:巴斯夫日本股份有限公司製)6份、MEGAFACE F-554(迪愛生股份有限公司製)0.05份、重量平均分子量1200之聚丙烯0.2份、對甲氧苯酚0.1份、IRGANOX 1076(巴斯夫日本股份有限公司製)0.1份,進一步進行攪拌,從而得到溶液。溶液為透明且均勻。以0.20μm之薄膜過濾器對所得到之溶液進行過濾,得到本發明之聚合性組成物(40)。 40 parts of the compound represented by the formula (1A-1-1), 40 parts of the compound represented by the formula (2-1-1-2), 10 parts of the compound represented by the formula (2-2-1-1), 10 parts of the compound represented by the formula (2-2-1-2) and 6 parts of the compound represented by the following formula (10-10) were added to 150 parts of methyl ethyl ketone and 150 parts of toluene, and heated to 60 ℃, stir to dissolve, and after confirming dissolution, return to room temperature, and add 6 parts of Irgacure OXE01 (OXE01: BASF Japan Co., Ltd.), 0.05 part of MEGAFACE F-554 (made by Diesen Co., Ltd.), 0.2 part of polypropylene with a weight average molecular weight of 1200, 0.1 part of p-methoxyphenol, and 0.1 part of IRGANOX 1076 (manufactured by BASF Japan Co., Ltd.) were further stirred to obtain a solution. The solution was clear and homogeneous. The obtained solution was filtered with a 0.20 μm membrane filter to obtain the polymerizable composition (40) of the present invention.

(聚合性組成物(41)及(42)之製備) (Preparation of polymerizable compositions (41) and (42))

除了將下表所示之各化合物各自改變成下表所示之比例以外,利用與聚合性組成物(40)之製備相同的條件,來獲得聚合性組成物(41)及(42)。 The polymerizable compositions (41) and (42) were obtained under the same conditions as in the preparation of the polymerizable composition (40), except that the respective compounds shown in the following table were changed to the ratios shown in the following table.

將本發明之聚合性組成物(40)~(42)之具體組成示於下表。 The specific compositions of the polymerizable compositions (40) to (42) of the present invention are shown in the following table.

Figure 107101153-A0202-12-0181-508
Figure 107101153-A0202-12-0181-508

Figure 107101153-A0202-12-0181-509
Figure 107101153-A0202-12-0181-509

Figure 107101153-A0202-12-0181-511
Figure 107101153-A0202-12-0181-511

Figure 107101153-A0202-12-0181-512
Figure 107101153-A0202-12-0181-512

IRGANOX1076 IRGANOX1076

聚丙烯(重量平均分子量1200) Polypropylene (weight average molecular weight 1200)

(實施例40) (Example 40)

使用市售之摩擦裝置,對厚度180μm之單軸延伸PET膜進行摩擦處理後,以棒塗法塗布本發明之聚合性組成物(40),以80℃乾燥2分鐘。將所得到之塗布 膜冷卻至室溫後,使用燈輸出2kW(80W/cm)之UV輸送裝置(傑士湯淺股份有限公司製)以輸送速度4m/minn照射紫外線,而得到實施例40之負型C板之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,得知所得到之光學異向體呈現綠色,變成反射膜。 A commercially available rubbing device was used to rub a uniaxially stretched PET film with a thickness of 180 μm, and then the polymerizable composition (40) of the present invention was applied by a bar coating method, and dried at 80° C. for 2 minutes. coating the obtained After the film was cooled to room temperature, ultraviolet light was irradiated at a conveying speed of 4 m/minn using a UV conveying device (manufactured by Jieshi Yuasa Co., Ltd.) with a lamp output of 2kW (80W/cm) to obtain the optics of the negative-type C plate of Example 40. anisotropy. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. In addition, it was found that the obtained optical anisotropy exhibited green color and turned into a reflective film.

(實施例41) (Example 41)

除了將所使用之聚合性組成物更換成本發明聚合性組成物(41)以外,其餘皆以與實施例40相同條件,來得到實施例41之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,所得到之光學異向體為透明,以分光光度計(日立高新技術科學股份有限公司製)對透射率進行測量,結果於紅外線區域觀測到透射率減少之區域,得知變成紅外線反射膜。進一步,使用RETS-100,以10°單位自-50°至50°改變入射光之角度,對相位差進行測定,從所得到之相位差計算波長550nm之面外相位差(Rth),結果得知為130nm,變成負型C板。 The optical anisotropy of Example 41 was obtained under the same conditions as in Example 40 except that the polymerizable composition used was replaced with the polymerizable composition (41) of the present invention. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. In addition, the obtained optical anisotropy was transparent, and the transmittance was measured with a spectrophotometer (manufactured by Hitachi High-Tech Science Co., Ltd.), and as a result, a region with reduced transmittance was observed in the infrared region, and it was found that it became an infrared reflective film. . Further, using RETS-100, the angle of incident light was changed from -50° to 50° in 10° units, the retardation was measured, and the out-of-plane retardation (Rth) at a wavelength of 550 nm was calculated from the obtained retardation. Known as 130nm, it becomes a negative C plate.

(實施例42) (Example 42)

除了將所使用之聚合性組成物更換成本發明聚合性組成物(42)以外,其餘皆以與實施例40相同條件,來得到實施例42之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,所得到之光學異向體為透明,以分光光度計(日立高新技術科學股份有限公司製)對透射率進行測量,結果於紫外線領域觀測到透射率減少之區域,得知變成紫外線反射膜。進一步,使用RETS-100,以10°單位自-50°至50°改變入射光之角度,對相位差進行測定,從所得到之相位差計算波長550nm之面外相位差(Rth),結果得知為132nm,變成負型C板。 The optical anisotropy of Example 42 was obtained under the same conditions as in Example 40 except that the polymerizable composition used was replaced with the polymerizable composition (42) of the present invention. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. In addition, the obtained optical anisotrope was transparent, and the transmittance was measured with a spectrophotometer (manufactured by Hitachi High-Tech Science Co., Ltd.), and as a result, a region with reduced transmittance was observed in the ultraviolet region, and it was found that it became an ultraviolet reflective film. . Further, using RETS-100, the angle of incident light was changed from -50° to 50° in 10° units, the retardation was measured, and the out-of-plane retardation (Rth) at a wavelength of 550 nm was calculated from the obtained retardation. Known as 132nm, it becomes a negative C plate.

(聚合性組成物(43)之製備) (Preparation of polymerizable composition (43))

將式(1A-1-1)所表示之化合物45份、式(2-1-1-2)所表示之化合物45份、式(2-2-1-1)所表示之化合物10份、下述式(12-9)所表示之化合物1份加入於甲基乙基酮150份、及甲苯150份後,加熱至60℃,進行攪拌使其溶解,確認溶解之後,使之回復至室溫,加入Irgacure OXE01(巴斯夫日本股份有限公司製)6份、MEGAFACE F-554(迪愛生股份有限公司製)0.1份、對甲氧苯酚0.1份,進一步進行攪拌,從而得到溶液。溶液為透明且均勻。以0.20μm之薄膜過濾器對所得到之溶液進行過濾,得到本發明之聚合性組成物(43)。 45 parts of the compound represented by the formula (1A-1-1), 45 parts of the compound represented by the formula (2-1-1-2), 10 parts of the compound represented by the formula (2-2-1-1), After adding 1 part of the compound represented by the following formula (12-9) to 150 parts of methyl ethyl ketone and 150 parts of toluene, it was heated to 60° C., stirred to dissolve, and after confirming the dissolution, it was returned to the room temperature, 6 parts of Irgacure OXE01 (manufactured by BASF Japan Co., Ltd.), 0.1 part of MEGAFACE F-554 (manufactured by Diessen Co., Ltd.), and 0.1 part of p-methoxyphenol were added, and the solution was further stirred to obtain a solution. The solution was clear and homogeneous. The obtained solution was filtered with a 0.20 μm membrane filter to obtain the polymerizable composition (43) of the present invention.

(聚合性組成物(44)及(45)之製備) (Preparation of polymerizable compositions (44) and (45))

除了將下表所示之各化合物各自改變成下表所示之比例以外,利用與聚合性組成物(43)之製備相同的條件,來獲得聚合性組成物(44)及(45)。 The polymerizable compositions (44) and (45) were obtained under the same conditions as in the preparation of the polymerizable composition (43) except that the respective compounds shown in the following table were changed to the ratios shown in the following table.

將本發明之聚合性組成物(43)~(45)之具體組成示於下表。 The specific compositions of the polymerizable compositions (43) to (45) of the present invention are shown in the following table.

Figure 107101153-A0202-12-0183-513
Figure 107101153-A0202-12-0183-513

Figure 107101153-A0202-12-0183-514
Figure 107101153-A0202-12-0183-514

Figure 107101153-A0202-12-0184-515
Figure 107101153-A0202-12-0184-515

Figure 107101153-A0202-12-0184-516
Figure 107101153-A0202-12-0184-516

(實施例43) (Example 43)

使用旋轉塗布法將本發明之聚合性組成物(43)塗布於厚度0.7mm之玻璃基材,以70℃乾燥2分鐘之後,進一步以100℃乾燥2分鐘,以10mW/cm2之強度照射313nm之直線偏光30秒鐘。然後,將塗布膜回復至室溫,使用高壓水銀燈,以30mW/cm2之強度照射紫外線30秒鐘而得到實施例43之正型A板之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,以RETS-100(大塚電子股份有限公司製)對所得到之光學異向體之延遲進行測定,結果於波長550nm之面內相位差(Re(550))為137nm,得到均勻性良好之相位差膜。 The polymerizable composition (43) of the present invention was coated on a glass substrate with a thickness of 0.7 mm using a spin coating method, dried at 70° C. for 2 minutes, further dried at 100° C. for 2 minutes, and irradiated at 313 nm at an intensity of 10 mW/cm 2 linearly polarized light for 30 seconds. Then, the coating film was returned to room temperature, and a high-pressure mercury lamp was used to irradiate ultraviolet rays with an intensity of 30 mW/cm 2 for 30 seconds to obtain the optical anisotropy of the positive type A plate of Example 43. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. Further, the retardation of the obtained optical anisotrope was measured with RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the in-plane retardation (Re(550)) at a wavelength of 550 nm was 137 nm, and a uniformity was obtained. retardation film.

(實施例44) (Example 44)

使用旋轉塗布法將本發明之聚合性組成物(44)塗布於厚度0.7mm之玻璃基材,以60℃乾燥2分鐘之後,進一步以110℃乾燥2分鐘,回復至60℃,以10mW/cm2之強度照射313nm之直線偏光50秒鐘。然後,將塗布膜回復至室溫,使用高壓水銀燈,以30mW/cm2之強度照射紫外線30秒鐘而得到實施例44之正型A板之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,以RETS-100(大塚電子股份有限公司製)對所得到之光學異向體之延遲進行測定,結果於波長 550nm之面內相位差(Re(550))為130nm,得到均勻性良好之相位差膜。 The polymerizable composition (44) of the present invention was coated on a glass substrate with a thickness of 0.7 mm using a spin coating method, dried at 60°C for 2 minutes, further dried at 110°C for 2 minutes, returned to 60°C, and heated to 10mW/cm The intensity of 2 was irradiated with linearly polarized light of 313 nm for 50 seconds. Then, the coating film was returned to room temperature, and a high-pressure mercury lamp was used to irradiate ultraviolet rays with an intensity of 30 mW/cm 2 for 30 seconds to obtain the optical anisotropy of the positive type A plate of Example 44. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. Further, the retardation of the obtained optical anisotrope was measured with RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the in-plane retardation (Re(550)) at a wavelength of 550 nm was 130 nm, and a uniformity was obtained. retardation film.

(實施例45) (Example 45)

使用旋轉塗布法將本發明之聚合性組成物(45)塗布於厚度0.7mm之玻璃基材,以60℃乾燥2分鐘之後,進一步以110℃乾燥2分鐘,回復至60℃,以10mW/cm2之強度照射313nm之直線偏光100秒鐘。然後,將塗布膜回復至室溫,使用高壓水銀燈,以30mW/cm2之強度照射紫外線30秒鐘而得到實施例45之光學異向體。對所得到之光學異向體之配向性進行評價,結果於目視下完全沒有缺陷,且以偏光顯微鏡觀察亦完全沒有缺陷。又,以RETS-100(大塚電子股份有限公司製)對所得到之光學異向體之延遲進行測定,結果於波長550nm之面內相位差(Re(550))為108nm,得到均勻性良好之相位差膜。 The polymerizable composition (45) of the present invention was coated on a glass substrate with a thickness of 0.7 mm using a spin coating method, dried at 60° C. for 2 minutes, further dried at 110° C. for 2 minutes, returned to 60° C., at 10 mW/cm The intensity of 2 was irradiated with linearly polarized light of 313 nm for 100 seconds. Then, the coating film was returned to room temperature, and ultraviolet rays were irradiated with an intensity of 30 mW/cm 2 for 30 seconds using a high-pressure mercury lamp to obtain the optical anisotropy of Example 45. As a result of evaluating the orientation of the obtained optical anisotrope, there were no defects at all by visual inspection, and no defects were observed at all by a polarizing microscope. In addition, the retardation of the obtained optical anisotrope was measured with RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the in-plane retardation (Re(550)) at a wavelength of 550 nm was 108 nm, and an optical anisotrope with good uniformity was obtained. retardation film.

(聚合性組成物(46)之製備) (Preparation of polymerizable composition (46))

將式(1A-1-1)所表示之化合物45份、式(2-1-1-2)所表示之化合物45份、式(2-2-1-1)所表示之化合物10份、式(d-7)所表示之化合物6份加入於甲苯100份、環戊酮200份後,加熱至60℃,進行攪拌使其溶解,確認分散溶解之後,使之回復至室溫,加入Irgacure OXE-01(Irg.OXE-01:巴斯夫日本股份有限公司製)6份、MEGAFACE F-554(迪愛生股份有限公司製)0.20份、對甲氧苯酚(MEHQ)0.1份、IRGANOX1076(巴斯夫日本股份有限公司製)0.1份、三羥甲基丙烷參(3-巰基丙酸酯(3-mercaptopropionate))TMMP(SC有機化學股份有限公司製)2份進一步進行攪拌,從而得到溶液。溶液為均勻。以0.20μm之薄膜過濾器對所得到之溶液進行過濾,得到本發明之聚合性組成物(46)。溶液為透明且均勻。 45 parts of the compound represented by the formula (1A-1-1), 45 parts of the compound represented by the formula (2-1-1-2), 10 parts of the compound represented by the formula (2-2-1-1), After adding 6 parts of the compound represented by the formula (d-7) to 100 parts of toluene and 200 parts of cyclopentanone, the mixture was heated to 60° C. and stirred to dissolve. After confirming the dispersion and dissolution, it was returned to room temperature, and Irgacure was added. OXE-01 (Irg.OXE-01: BASF Japan Co., Ltd.) 6 parts, MEGAFACE F-554 (Diesen Co., Ltd.) 0.20 parts, p-methoxyphenol (MEHQ) 0.1 parts, IRGANOX1076 (BASF Japan Co., Ltd.) Co., Ltd.) 0.1 part and 2 parts of trimethylolpropane (3-mercaptopropionate) TMMP (manufactured by SC Organic Chemical Co., Ltd.) were further stirred to obtain a solution. The solution is homogeneous. The obtained solution was filtered with a 0.20 μm membrane filter to obtain the polymerizable composition (46) of the present invention. The solution was clear and homogeneous.

(聚合性組成物(47)之製備) (Preparation of polymerizable composition (47))

除了將下表所示之各化合物各自改變成下表所示之比例以外,利用與聚合性組成物(46)之製備相同的條件,來獲得聚合性組成物(47)。 A polymerizable composition (47) was obtained under the same conditions as in the preparation of the polymerizable composition (46), except that the respective compounds shown in the following table were changed to the ratios shown in the following table.

將本發明之聚合性組成物(46)及(47)之具體組成示於下表。 The specific compositions of the polymerizable compositions (46) and (47) of the present invention are shown in the following table.

Figure 107101153-A0202-12-0186-517
Figure 107101153-A0202-12-0186-517

Figure 107101153-A0202-12-0186-518
Figure 107101153-A0202-12-0186-518

Figure 107101153-A0202-12-0186-519
Figure 107101153-A0202-12-0186-519

三羥甲基丙烷參(3-巰基丙酸酯)(TMMP) Trimethylolpropane ginseng (3-mercaptopropionate) (TMMP)

(實施例46) (Example 46)

使用旋轉塗布法將配向膜用聚醯亞胺溶液塗布於厚度0.7mm之玻璃基材,以100℃乾燥10分鐘之後,以200℃進行燒製60分鐘,藉此得到塗膜。對所得到之塗膜進行摩擦處理。摩擦處理係使用市售之摩擦裝置進行。 A coating film was obtained by applying a polyimide solution for an alignment film to a glass substrate having a thickness of 0.7 mm using a spin coating method, drying at 100° C. for 10 minutes, and then firing at 200° C. for 60 minutes. The obtained coating film was subjected to a rubbing treatment. The rubbing treatment was performed using a commercially available rubbing device.

以旋轉塗布法將本發明之聚合性組成物(46)塗布於經摩擦之基材,以90℃乾燥2分鐘。將所得到之塗布膜費時2分鐘冷卻至室溫後,使用高壓水銀燈,以30mW/cm2之強度照射紫外線30秒鐘而得到實施例46之正型A板之光學異向體。於所得到之光學異向體並未觀察到塗布不均。又,以RETS-100(大塚電子股份有限公司製)對所得到之光學異向體之偏光度、透射率、及對比度進行測定,結果得知偏光度為98.0%、透射率為43.5%、對比度為92,作為偏光膜發揮功能。 The polymerizable composition (46) of the present invention was coated on the rubbed substrate by spin coating, and dried at 90° C. for 2 minutes. After cooling the obtained coating film to room temperature for 2 minutes, a high pressure mercury lamp was used to irradiate ultraviolet rays at an intensity of 30 mW/cm 2 for 30 seconds to obtain the optical anisotropy of the positive type A plate of Example 46. Coating unevenness was not observed in the obtained optical anisotrope. Furthermore, the polarization degree, transmittance, and contrast of the obtained optical anisotrope were measured with RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the polarization degree was 98.0%, the transmittance was 43.5%, and the contrast ratio was 98.0%. is 92 and functions as a polarizing film.

(實施例47) (Example 47)

除了將所使用之聚合性組成物更換成本發明聚合性組成物(47)以外,其餘皆以與實施例46相同條件,來得到實施例47之正型A板之光學異向體。於所得到之光學異向體並未觀察到塗布不均。又,以RETS-100(大塚電子股份有限公司製)對所得到之光學異向體之偏光度、透射率、及對比度進行測定,結果得知偏光度為97.5%、透射率為42.3%、對比度為90,作為偏光膜發揮功能。 The optical anisotropy of the positive type A plate of Example 47 was obtained under the same conditions as in Example 46, except that the polymerizable composition used was replaced with the polymerizable composition (47) of the present invention. Coating unevenness was not observed in the obtained optical anisotrope. Furthermore, the polarization degree, transmittance, and contrast of the obtained optical anisotrope were measured with RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the polarization degree was 97.5%, the transmittance was 42.3%, and the contrast ratio was 97.5%. is 90 and functions as a polarizing film.

(實施例48) (Example 48)

使用市售之摩擦裝置,對厚度180μm之PET膜進行摩擦處理後,以棒塗法塗布本發明之聚合性組成物(19),以80℃乾燥2分鐘。將所得到之塗布膜冷卻至室溫後,使用燈輸出2kW之UV輸送裝置(傑士湯淺股份有限公司製)以輸送速度5m/min照射紫外線,而得到正型A板之光學異向體。以與實施例1相同的方式進行所得到之光學異向體之配向性評價、相位差比、硬化性評價、耐熱性。所得到之光學異向體為於目視下完全沒有缺陷、且以偏光顯微鏡觀察亦完全沒有缺陷之良好的配向狀態。又,所得到之光學異向體之相位差Re(550)為137nm,於波長450nm之面內相位差(Re(450))與Re(550)之比Re(450)/Re(550)為0.833,得到均勻性良好之相位差膜。對所得到之光學異向體之硬化性進行評價,結果即使擦拭200次以上,亦完全未發生膜之剝離。對所得到之光學異向體 實施85℃ 500小時之耐熱性試驗後,對相對於試驗前之延遲(相位差)之變動率進行評價,結果未達5%。 A commercially available rubbing device was used to rub a PET film with a thickness of 180 μm, and then the polymerizable composition (19) of the present invention was applied by a bar coating method and dried at 80° C. for 2 minutes. After cooling the obtained coating film to room temperature, ultraviolet rays were irradiated at a conveying speed of 5 m/min using a UV conveying apparatus (manufactured by Jace Yuasa Co., Ltd.) with a lamp output of 2 kW to obtain an optically anisotropic body of a positive A-plate. Orientation evaluation, retardation ratio, curability evaluation, and heat resistance of the obtained optical anisotrope were carried out in the same manner as in Example 1. The obtained optical anisotrope was in a good alignment state in which no defects were observed at all and no defects were observed by a polarizing microscope. In addition, the retardation Re(550) of the obtained optical anisotrope is 137 nm, and the ratio of the in-plane retardation (Re(450)) to Re(550) at a wavelength of 450 nm, Re(450)/Re(550) is 0.833, a retardation film with good uniformity was obtained. As a result of evaluating the curability of the obtained optical anisotrope, even if it was rubbed 200 times or more, peeling of the film did not occur at all. For the obtained optical anisotropy After implementing the heat resistance test at 85° C. for 500 hours, the rate of change with respect to the retardation (retardation) before the test was evaluated, and the result was less than 5%.

接著以乾式將平均聚合度約2400、皂化度99.9莫耳%以上且厚度75μm之聚乙烯醇膜單軸延伸至約5.5倍,並且在保持繃緊狀態下,浸漬於60℃之純水60秒鐘後,於碘/碘化鉀/水之重量比為0.05/5/100的水溶液以28℃浸漬20秒鐘。然後,於碘化鉀/硼酸/水之重量比為8.5/8.5/100之水溶液以72℃浸漬300秒鐘。接著以26℃之純水清洗20秒鐘後,以65℃進行乾燥,得到於聚乙烯醇樹脂吸附配向有碘之偏光膜。 Then, a polyvinyl alcohol film with an average degree of polymerization of about 2400, a degree of saponification of 99.9 mol% or more, and a thickness of 75 μm was uniaxially stretched to about 5.5 times in a dry process, and immersed in pure water at 60° C. for 60 seconds while keeping the tension state. After 2 minutes, it was immersed in an aqueous solution with a weight ratio of iodine/potassium iodide/water of 0.05/5/100 at 28° C. for 20 seconds. Then, it was immersed at 72 degreeC for 300 second in the aqueous solution of potassium iodide/boric acid/water in the weight ratio of 8.5/8.5/100. Then, after washing with pure water at 26° C. for 20 seconds, it was dried at 65° C. to obtain a polarizing film having iodine adsorbed and aligned on a polyvinyl alcohol resin.

對以此方式所得到之偏光元件的兩面,經由由羧基改質聚乙烯醇[可樂麗股份有限公司製,KURARAY POVAL KL318]3份與水溶性聚醯胺環氧樹脂[住化化科股份有限公司製,Sumirez Resin 650(固形物成分濃度30%之水溶液)]1.5份所製作之聚乙烯醇系接著劑,以經實施皂化處理之三乙醯基纖維素膜[柯尼卡美能達精密光學股份有限公司製,KC8UX2MW]保護兩面,製得偏光膜。 To both sides of the polarizing element obtained in this way, 3 parts of polyvinyl alcohol modified with carboxyl group [KURARAY POVAL KL318] and water-soluble polyamide epoxy resin [Sumika Chemical Co., Ltd.] Company-made, Sumirez Resin 650 (aqueous solution with a solid content concentration of 30%)] 1.5 parts of the produced polyvinyl alcohol-based adhesive, saponified triacetate-based cellulose film [Konica Minolta Precision Optical Co., Ltd., KC8UX2MW] to protect both sides to obtain a polarizing film.

以所得到之偏光膜之偏光軸與相位差膜之慢軸的角度成為45°之方式經由接著劑貼合,而得到本發明之抗反射膜。進一步,經由接著劑將所得到之抗反射膜與使用作為代替有機發光元件之鋁板貼合,從正面及傾斜45°以目視確認來自鋁板之反射可視性,結果並未觀察到來自鋁板之疊影。 The antireflection film of the present invention was obtained by bonding through an adhesive so that the angle between the polarization axis of the obtained polarizing film and the slow axis of the retardation film was 45°. Further, the obtained anti-reflection film was attached to the aluminum plate used as a substitute for the organic light-emitting element through the adhesive, and the reflection visibility from the aluminum plate was visually confirmed from the front and inclined at 45°, and the result did not observe the overlapping image from the aluminum plate. .

如上述實施例所示,含有具有含多個通式(IA)所表示之聚合性基之特定結構之聚合性化合物的本案發明之聚合性組成物,即由聚合性組成物(1)~(47)所形成之本案發明之光學異向體(實施例1~48)可說是配向性評價、相位差比評價、硬化性評價、耐久性評價結果皆為良好,於生產性上優異。當中,特別是使用有下述聚合性化合物之聚合性組成物,其配向性評價、相位差比評價、硬化性評價、耐久性評價結果成為非常良好之結果,上述聚合性化合物具有含三個聚合性基之特定結構,來作為具有含多個通式(IA)所表 示之聚合性基之特定結構的聚合性化合物。另一方面,根據比較例1之結果,於不含有滿足本案發明之通式(IA)之聚合性化合物的聚合性組成物之情形時,硬化性評價為不良,與本案發明之聚合性組成物相比,成為不佳之結果。 As shown in the above examples, the polymerizable composition of the present invention comprising a polymerizable compound having a specific structure containing a plurality of polymerizable groups represented by the general formula (IA) is composed of the polymerizable compositions (1) to ( 47) The optical anisotropes of the present invention (Examples 1 to 48) formed are good in the evaluation of orientation, retardation ratio, sclerosis, and durability, and are excellent in productivity. Among them, the results of the evaluation of orientation, retardation ratio, evaluation of curability, and evaluation of durability were very good results, in particular, the polymerizable composition using the following polymerizable compound having three polymerization The specific structure of the property group, as having a plurality of general formula (IA) A polymerizable compound showing a specific structure of a polymerizable group. On the other hand, according to the results of Comparative Example 1, in the case of the polymerizable composition that does not contain the polymerizable compound satisfying the general formula (IA) of the present invention, the curability was evaluated as poor, which is similar to the polymerizable composition of the present invention. In comparison, it becomes a poor result.

Claims (17)

一種聚合性組成物,其含有2種以上之下述通式(IA)所表示之化合物,並且,含有具有一個聚合性基之下述通式(1-1)所表示之聚合性化合物及/或具有兩個聚合性基之下述通式(2-1)所表示之聚合性化合物,
Figure 107101153-A0305-02-0191-1
(式中,P3表示聚合性基,Sp3表示間隔基團,於存在多個Sp3之情形時,其等可相同亦可不同,X3表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X3之情形時,其等可相同亦可不同(其中,P3-(Sp3-X3)k3-中不含有-O-O-鍵結);k3表示1至10之整數;A1及A2各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二
Figure 107101153-A0305-02-0191-13
烷-2,5-二基,此等基可未經取代或亦可被一個以上之取代基L取代; L表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代,於化合物內存在多個L之情形時,其等可相同亦可不同;Z1及Z2各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-OCO-NH-、-NH-COO-、-NH-CO-NH-、-NH-O-、-O-NH-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z1之情形時,其等可相同亦可不同,於存在多個Z2之情形時,其等可相同亦可不同,m1及m2各自獨立地表示0至6之整數,m1+m2表示0至6之整數;Y表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、氰基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基或1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S -、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代之碳原子數1至20之直鏈狀或支鏈狀烷基,該烷基中之任意之氫原子亦可被氟原子取代;R1表示P1-(Sp1-X1)k1-所表示之基(式中,P1表示聚合性基,Sp1表示間隔基團,於存在多個Sp1之情形時,其等可相同亦可不同,X1表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X1之情形時,其等可相同亦可不同(其中,P1-(Sp1-X1)k1-中不含有-O-O-鍵結),k1表示0至10之整數);R2表示P2-(Sp2-X2)k2-所表示之基(式中,P2表示聚合性基,Sp2表示間隔基團,於存在多個Sp2之情形時,其等可相同亦可不同,X2表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多 個X2之情形時,其等可相同亦可不同(其中,P2-(Sp2-X2)k2-中不含有-O-O-鍵結),k2表示0至10之整數)),
Figure 107101153-A0305-02-0194-2
(式中,P11表示聚合性基;S11表示間隔基團或單鍵,於存在多個S11之情形時,其等可相同亦可不同;X11表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X11之情形時,其等可相同亦可不同(其中,P11-(S11-X11)m11-中不含有-O-O-)、m11表示0~8之整數;MG11表示式(1-a);
Figure 107101153-A0305-02-0194-3
(式中,A11、A12各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二
Figure 107101153-A0305-02-0194-14
烷-2,5-二基,其等基可未經取代或亦可被一個以上之L1取代,於存在多個A11及/或A12之情形時,各自可相同亦可不同;Z11及Z12各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2 -、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z11及/或Z12之情形時,各自可相同亦可不同;M表示選自下述式(M-1)至式(M-11)中之基,
Figure 107101153-A0305-02-0195-4
其等基可未經取代或亦可被一個以上之L1取代;G為下述式(G-1)至式(G-6),
Figure 107101153-A0305-02-0195-5
(式中,R3表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;W11表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或 亦可被一個以上之L1取代;W12表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代,或者,W12亦可表示與W11相同涵義,又,W11及W12亦可彼此連結而形成相同之環結構;W13、W14分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、或碳原子數2至20之烷羰氧基(alkylcarbonyloxy group),上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;其中,於上述M選自式(M-1)~式(M-10)之情形時,G選自式(G-1)~式(G-5),於M為式(M-11)之情形時,G表示式(G-6);L1表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、 -OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,於化合物內存在多個L1之情形時,其等可相同亦可不同,j11表示0至5之整數,j12表示1~5之整數,j11+j12表示1至5之整數);R11表示氫原子、氟原子、氯原子、溴原子、碘原子、五氟硫烷基、氰基、硝基、異氰基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代),
Figure 107101153-A0305-02-0197-6
(式中,P21~P22表示聚合性基;S21~S22各自獨立地表示間隔基團或單鍵,於存在多個S21~S22之情形時,其等各自可相同亦可不同;X21~X22表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X21~X22之情形時,其等各自可相同亦可不同(其中,各P-(S-X)-鍵結中不含有-O-O-); MG211係式(8-a)所表示之基,
Figure 107101153-A0305-02-0198-7
(式中,A81、A82各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二
Figure 107101153-A0305-02-0198-15
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L2取代,於存在多個A81及/或A82之情形時,各自可相同亦可不同;Z81及Z82各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z81及/或Z82之情形時,各自可相同亦可不同;M表示選自下述式(M-81)至式(M-813)中之基,
Figure 107101153-A0305-02-0198-8
此等基可未經取代或亦可被一個以上之L2取代;G表示選自下述式(G-81)至式(G-86)中之基,
Figure 107101153-A0305-02-0199-10
(式中,R3表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;W81表示具有至少一個芳香族基之碳原子數5至30之基,該基可未經取代或亦可被一個以上之L2取代;W82表示氫原子、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,該烷基中之任意之氫原子亦可被氟原子及/或-OH取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-取代,或者W82亦可表示與W81相同涵義,又,W81及W82亦可彼此連結而形成相同之環結構;W83、W84分別獨立地表示鹵素原子、氰基、羥基、硝基、羧基、胺甲醯氧基、胺基、胺磺醯基、具有至少一個芳香族基之碳原子數5至30之基、碳原子數1至20之烷基、碳原子數3至20之環烷基、碳原子數2至20之烯基、碳原子數3至20之環烯基、碳原子數1至20之烷氧基、碳原子數2至20之醯氧基、或碳原子數2至20烷羰氧基,上述烷基、環烷基、烯基、環烯基、烷氧基、醯氧基、烷羰氧基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被-O-、-S -、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-或-C≡C-取代;其中,當上述M選自式(M-81)~式(M-812)中之情形時,G選自式(G-81)~式(G-85),當M為式(M-813)之情形時,G表示式(G-86);L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,於化合物內存在多個L2之情形時,其等可相同亦可不同,j81及j82各自獨立地表示0至5之整數,j81+j82表示1至5之整數);m2、n2各自獨立地表示0至5之整數)。
A polymerizable composition containing two or more compounds represented by the following general formula (IA), and a polymerizable compound represented by the following general formula (1-1) having one polymerizable group and/ or a polymerizable compound represented by the following general formula (2-1) having two polymerizable groups,
Figure 107101153-A0305-02-0191-1
(In the formula, P 3 represents a polymerizable group, Sp 3 represents a spacer group, and when there are multiple Sp 3 , they may be the same or different, and X 3 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO -, -SCH2- , -CH2S- , -CF2O-, -OCF2-, -CF2S- , -SCF2- , -CH= CH -COO-, -CH= CH -OCO- , -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 - OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH- , -CF=CF-, -C≡C- or single bond, when there are multiple X 3 , they can be the same or different (wherein, P 3 -(Sp 3 -X 3 ) k3 - is not in the containing -OO- bond); k3 represents an integer from 1 to 10; A 1 and A 2 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, Pyrimidine-2,5-diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1 ,3-two
Figure 107101153-A0305-02-0191-13
Alkane-2,5-diyl, which may be unsubstituted or substituted by one or more substituents L; L represents fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro group or One -CH 2 - or two or more non-adjacent -CH 2 - may be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH- , -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl with 1 to 20 carbon atoms, in which the Arbitrary hydrogen atoms can also be replaced by fluorine atoms, and when there are multiple Ls in the compound, they can be the same or different; Z 1 and Z 2 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO-NH-, -NH-O-, -O-NH-, -SCH 2 -, -CH 2 S -, -CF2O-, -OCF2-, -CF2S- , -SCF2- , -CH= CH -COO-, -CH= CH -OCO-, -COO-CH=CH-, -OCO -CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, - OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH -, -CF=CF-, -C≡C- or single bond, in the case of multiple Z 1 , they can be the same or different, and when there are multiple Z 2 , they can be the same or different May be different, m1 and m2 each independently represent an integer from 0 to 6, m1+m2 represents an integer from 0 to 6; Y represents hydrogen atom, fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro group, cyano group, isocyano group, amine group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group or One -CH 2 - or two or more -CH 2 - which are not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO -S -, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH =CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- substituted straight-chain or branched-chain alkyl with 1 to 20 carbon atoms, the alkane Any hydrogen atom in the group can also be replaced by a fluorine atom; R 1 represents a group represented by P 1 -(Sp 1 -X 1 ) k1 - (in the formula, P 1 represents a polymerizable group, Sp 1 represents a spacer group , when there are multiple Sp 1s , they can be the same or different, X 1 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O -, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, in When there are multiple X 1s , they can be the same or different (wherein, P 1 -(Sp 1 -X 1 ) k1 - does not contain -OO- bond), and k1 represents an integer from 0 to 10); R 2 represents a group represented by P 2 -(Sp 2 -X 2 ) k2 - (in the formula, P 2 represents a polymerizable group, Sp 2 represents a spacer group, and when there are multiple Sp 2 , it can be The same or different, X 2 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO- , -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, - SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, - OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C - or a single bond, when there are multiple X 2 , they can be the same or different (wherein, P 2 -(Sp 2 -X 2 ) k2 - does not contain -OO- bond), k2 represents 0 an integer up to 10)),
Figure 107101153-A0305-02-0194-2
(in the formula, P 11 represents a polymerizable group; S 11 represents a spacer group or a single bond, and when there are multiple S 11 , they may be the same or different; X 11 represents -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, - NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH -OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN =CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 11 , they can be the same or different (wherein, P 11 -(S 11 -X 11 ) m11 - does not contain -OO-), m11 represents an integer from 0 to 8; MG 11 represents formula (1-a);
Figure 107101153-A0305-02-0194-3
(In the formula, A 11 and A 12 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0305-02-0194-14
Alkane-2,5-diyl, which can be unsubstituted or substituted by one or more L 1 , and when there are multiple A 11 and/or A 12 , each of them can be the same or different; Z 11 and Z 12 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O- CO - O- , -CO-NH-, -NH-CO-, -SCH2- , -CH2S-, -CF2O-, -OCF2- , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple Z 11 and/or Z 12 , each may be the same or different; M represents a group selected from the following formula (M-1) to formula (M-11),
Figure 107101153-A0305-02-0195-4
Its bases can be unsubstituted or can be substituted by one or more L 1 ; G is the following formula (G-1) to formula (G-6),
Figure 107101153-A0305-02-0195-5
(in the formula, R 3 represents a hydrogen atom, or an alkyl group with 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may also be replaced by a fluorine atom Substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; W 11 represents at least one aromatic group A group with 5 to 30 carbon atoms, which may be unsubstituted or substituted by one or more L 1 ; W 12 represents a hydrogen atom or an alkyl group with 1 to 20 carbon atoms, and the alkyl group may be straight The chain can also be branched, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom and/or -OH, one -CH 2 - in the alkyl group or two or more non-adjacent ones -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- is substituted, or W 12 can also represent the same meaning as W 11 , and W 11 and W 12 can also be connected to each other to form the same ring structure; W 13 and W 14 are respectively Independently represents a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carboxyl group, an amino group, a carboxamide group, a group having at least one aromatic group having 5 to 30 carbon atoms, and a carbon number of 1 Alkyl to 20, cycloalkyl of 3 to 20 carbon atoms, alkenyl of 2 to 20 carbon atoms, cycloalkenyl of 3 to 20 carbon atoms, alkoxy of 1 to 20 carbon atoms, carbon Alkyloxy group having 2 to 20 atoms, or alkylcarbonyloxy group having 2 to 20 carbon atoms, the above-mentioned alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, alkoxy group, aryloxy group, One -CH 2 - in the alkcarbonyloxy group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO- , -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; wherein, in the above M is selected from the formula (M In the case of -1) ~ formula (M-10), G is selected from formula (G-1) ~ formula (G-5), when M is in the case of formula (M-11), G represents formula (G- 6); L 1 represents fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro, isocyano, amino, hydroxyl, mercapto, methylamino, dimethylamino, diethylamine group, diisopropylamine group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, or alkyl group with 1 to 20 carbon atoms, the alkyl group may be straight chain It can also be branched, any hydrogen atom can also be replaced by a fluorine atom, and one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other can also be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C The radical substitution in -, when there are multiple L 1s in the compound, may be the same or different, j11 represents an integer from 0 to 5, j12 represents an integer from 1 to 5, and j11+j12 represents an integer from 1 to 5 Integer); R 11 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, or a carbon number of 1 to 20 The alkyl group can be linear or branched, any hydrogen atom in the alkyl group can also be replaced by a fluorine atom, and one -CH 2 - in the alkyl group is not adjacent Two or more -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O- CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted),
Figure 107101153-A0305-02-0197-6
(in the formula, P 21 to P 22 represent a polymerizable group; S 21 to S 22 each independently represent a spacer group or a single bond, and in the case of a plurality of S 21 to S 22 , each of them may be the same or the same. Different; X 21 ~X 22 represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO- , -O-CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, - SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 21 ~X 22 , etc. Each may be the same or different (wherein, each P-(SX)- bond does not contain -OO-); MG 211 is a base represented by formula (8-a),
Figure 107101153-A0305-02-0198-7
(In the formula, A 81 and A 82 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0305-02-0198-15
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more L 2 , when there are multiple A 81 and/or A 82 , each of them may be the same or different; Z 81 and Z 82 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O- CO - O- , -CO-NH-, -NH-CO-, -SCH2- , -CH2S-, -CF2O-, -OCF2- , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple Z 81 and/or Z 82 , each can be the same or different; M represents a group selected from the following formula (M-81) to formula (M-813),
Figure 107101153-A0305-02-0198-8
These groups may be unsubstituted or may be substituted by one or more L 2 ; G represents a group selected from the following formulae (G-81) to (G-86),
Figure 107101153-A0305-02-0199-10
(in the formula, R 3 represents a hydrogen atom, or an alkyl group with 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may also be replaced by a fluorine atom Substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other may be independently replaced by -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; W 81 represents at least one aromatic group A group with 5 to 30 carbon atoms, which may be unsubstituted or substituted by one or more L 2 ; W 82 represents a hydrogen atom or an alkyl group with 1 to 20 carbon atoms, and the alkyl group may be straight The chain can also be branched, any hydrogen atom in the alkyl group can also be substituted by a fluorine atom and/or -OH, one -CH 2 - in the alkyl group or two or more non-adjacent ones -CH 2 - can also be independently replaced by -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- is substituted, or W 82 can also represent the same meaning as W 81 , and W 81 and W 82 can also be linked to each other to form the same ring structure; W 83 and W 84 are independent respectively Represents a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, a carboxyl group, an amine group, a sulfamoyl group, a group having at least one aromatic group having 5 to 30 carbon atoms, and a group having 1 to 30 carbon atoms. Alkyl of 20, cycloalkyl of 3 to 20 carbon atoms, alkenyl of 2 to 20 of carbon atoms, cycloalkenyl of 3 to 20 of carbon atoms, alkoxy of 1 to 20 of carbon atoms, carbon atom Aryloxy group having 2 to 20 carbon atoms, or alkanecarbonyloxy group having 2 to 20 carbon atoms, and any of the above-mentioned alkyl groups, cycloalkyl groups, alkenyl groups, cycloalkenyl groups, alkoxy groups, aryloxy groups, and alkcarbonyloxy groups One -CH 2 - or two or more non-adjacent -CH 2 - may be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- substituted; wherein, when the above-mentioned M is selected from formula (M-81)~formula ( In the case of M-812), G is selected from formula (G-81) ~ formula (G-85), when M is in the case of formula (M-813), G represents formula (G-86); L 2 Indicates fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl group, nitro group, isocyano group, amine group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, diisopropylamine group, trimethylsilyl, dimethylsilyl, thioisocyano, or an alkyl group with 1 to 20 carbon atoms, the alkyl group can be linear or branched, and any hydrogen atom can also be Fluorogen Sub-substituted, one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other can also be independently selected from -O-, -S-, -CO-, -COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH- OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- is substituted, and there are multiple L 2 in the compound. In this case, they can be the same or different, j81 and j82 each independently represent an integer from 0 to 5, j81+j82 represent an integer from 1 to 5); m2, n2 each independently represent an integer from 0 to 5).
如請求項1所述之聚合性組成物,其進一步含有具有兩個聚合性基之下述通式(2-2)所表示之聚合性化合物,
Figure 107101153-A0305-02-0200-11
(式中,P212~P222表示聚合性基;S212~S222表示間隔基團或單鍵,於存在多個S212~S222之情形時,該等各自可相同亦可不同;X212~X222表示-O-、-S-、-OCH2-、-CH2O-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2 -、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個X212~X222之情形時,該等各自可相同亦可不同(其中,各P-(S-X)-鍵結中不含有-O-O-);MG212表示式(8-b)
Figure 107101153-A0305-02-0201-12
(式中,A83、A84各自獨立地表示1,4-伸苯基、1,4-伸環己基、吡啶-2,5-二基、嘧啶-2,5-二基、萘-2,6-二基、萘-1,4-二基、四氫萘-2,6-二基、十氫萘-2,6-二基或1,3-二
Figure 107101153-A0305-02-0201-16
烷-2,5-二基,此等基可未經取代或亦可被一個以上之L2取代,於存在多個A83及/或A84之情形時,各自可相同亦可不同;Z83及Z84各自獨立地表示-O-、-S-、-OCH2-、-CH2O-、-CH2CH2-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-SCH2-、-CH2S-、-CF2O-、-OCF2-、-CF2S-、-SCF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CH=CH-、-N=N-、-CH=N-、-N=CH-、-CH=N-N=CH-、-CF=CF-、-C≡C-或單鍵,於存在多個Z83及/或Z84之情形時,各自可相同亦可不同;M81表示選自1,4-伸苯基、1,4-伸環己基、1,4-環己烯基、四氫哌喃-2,5-二基、1,3-二
Figure 107101153-A0305-02-0201-17
烷-2,5-二基、四氫噻喃-2,5-二基、1,4-雙環(2,2,2) 伸辛基、十氫萘-2,6-二基、吡啶-2,5-二基、嘧啶-2,5-二基、吡
Figure 107101153-A0305-02-0202-18
-2,5-二基、噻吩-2,5-二基-、1,2,3,4-四氫萘-2,6-二基、伸萘基-1,4-二基、伸萘基-1,5-二基、伸萘基-1,6-二基、伸萘基-2,6-二基、菲-2,7-二基、9,10-二氫菲-2,7-二基、1,2,3,4,4a,9,10a-八氫菲-2,7-二基、苯并〔1,2-b:4,5-b‘〕二噻吩-2,6-二基、苯并〔1,2-b:4,5-b‘〕二硒吩-2,6-二基、〔1〕苯并噻吩并〔3,2-b〕噻吩-2,7-二基、〔1〕苯并硒基酚〔3,2-b〕硒吩-2,7-二基、或茀-2,7-二基中之基,此等基可未經取代或亦可被一個以上之L2取代;L2表示氟原子、氯原子、溴原子、碘原子、五氟硫烷基、硝基、異氰基、胺基、羥基、巰基、甲胺基、二甲胺基、二乙胺基、二異丙胺基、三甲矽基、二甲矽基、硫基異氰基、或碳原子數1至20之烷基,該烷基可為直鏈狀亦可為支鏈狀,任意之氫原子亦可被氟原子取代,該烷基中之1個-CH2-或未相鄰之2個以上之-CH2-亦可各自獨立地被選自-O-、-S-、-CO-、-COO-、-OCO-、-CO-S-、-S-CO-、-O-CO-O-、-CO-NH-、-NH-CO-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-CH=CH-、-CF=CF-或-C≡C-中之基取代,於化合物內存在多個L2之情形時,其等可相同亦可不同,j83及j84各自獨立地表示0至5之整數,j83+j84表示1至5之整數)m22、n22各自獨立地表示0至5之整數)。
The polymerizable composition according to claim 1, further comprising a polymerizable compound represented by the following general formula (2-2) having two polymerizable groups,
Figure 107101153-A0305-02-0200-11
(in the formula, P 212 ~P 222 represent polymerizable groups; S 212 ~S 222 represent spacer groups or single bonds, and when there are multiple S 212 ~S 222 , each of them may be the same or different; X 212 ~X 222 means -O-, -S-, -OCH 2 -, -CH 2 O-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O -CO-O-, -CO-NH-, -NH-CO-, -SCH 2 -, -CH 2 S-, -CF 2 O-, -OCF 2 -, -CF 2 S-, -SCF 2 - , -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 - , -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH= CH-, -N=N-, -CH=NN=CH-, -CF=CF-, -C≡C- or single bond, when there are multiple X 212 ~X 222 , each of them can be the same may be different (wherein, each P-(SX)- bond does not contain -OO-); MG 212 represents formula (8-b)
Figure 107101153-A0305-02-0201-12
(In the formula, A 83 and A 84 each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decalin-2,6-diyl or 1,3-diyl
Figure 107101153-A0305-02-0201-16
Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by one or more L 2 , when there are multiple A 83 and/or A 84 , each of them may be the same or different; Z 83 and Z 84 each independently represent -O-, -S-, -OCH 2 -, -CH 2 O-, -CH 2 CH 2 -, -CO-, -COO-, -OCO-, -CO-S -, -S-CO-, -O- CO - O- , -CO-NH-, -NH-CO-, -SCH2- , -CH2S-, -CF2O-, -OCF2- , -CF 2 S-, -SCF 2 -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -COO-CH 2 CH 2 -, -OCO-CH 2 CH 2 -, -CH 2 CH 2 -COO-, -CH 2 CH 2 -OCO-, -COO-CH 2 -, -OCO-CH 2 -, -CH 2 -COO-, -CH 2 -OCO-, -CH=CH-, -N=N-, -CH=N-, -N=CH-, -CH=NN=CH-, -CF=CF-, -C≡C- Or single bond, when there are multiple Z 83 and/or Z 84 , each can be the same or different; M 81 represents selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4 -cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-diyl
Figure 107101153-A0305-02-0201-17
Alkyl-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decalin-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridine
Figure 107101153-A0305-02-0202-18
-2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, naphthylene-1,4-diyl, naphthylene Base-1,5-diyl, naphthylene-1,6-diyl, naphthylene-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2, 7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, benzo[1,2-b:4,5-b']dithiophene-2 ,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene-2 ,7-diyl, [1]benzoselenophenol[3,2-b]selenophene-2,7-diyl, or perylene-2,7-diyl, which may be Substituted or can be substituted by one or more L 2 ; L 2 represents fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfanyl, nitro, isocyano, amino, hydroxyl, mercapto, methylamino , dimethylamino, diethylamino, diisopropylamino, trimethylsilyl, dimethylsilyl, thioisocyano, or alkyl with 1 to 20 carbon atoms, the alkyl may be straight chain It can also be branched, any hydrogen atom can also be replaced by a fluorine atom, and one -CH 2 - in the alkyl group or two or more -CH 2 - not adjacent to each other can also be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C The radical substitution in -, when there are multiple L 2 in the compound, they may be the same or different, j83 and j84 each independently represent an integer from 0 to 5, and j83+j84 represent an integer from 1 to 5) m22 , n22 each independently represent an integer from 0 to 5).
一種聚合物,其使用有請求項1或2所述之聚合性組成物。 A polymer using the polymerizable composition according to claim 1 or 2. 一種光學異向體,其使用有請求項1或2所述之聚合性組成物。 An optical anisotrope using the polymerizable composition according to claim 1 or 2. 一種相位差膜,其使用有請求項1或2所述之聚合性組成物。 A retardation film using the polymerizable composition according to claim 1 or 2. 一種顯示元件,其含有請求項4所述之光學異向體、或請求項5所述之相位差膜。 A display element comprising the optical anisotropy of claim 4 or the retardation film of claim 5. 一種發光元件,其含有請求項4所述之光學異向體、或請求項5所述之相位差膜。 A light-emitting element comprising the optical anisotropy of claim 4 or the retardation film of claim 5. 一種發光二極體照明裝置,其含有請求項3所述之聚合物。 A light-emitting diode lighting device containing the polymer of claim 3. 一種反射膜,其含有請求項5所述之相位差膜。 A reflective film comprising the retardation film described in claim 5. 一種透鏡片,其含有請求項3所述之聚合物。 A lens sheet containing the polymer of claim 3. 一種聚合性組成物,其含有請求項1或2所述之聚合性組成物、及2色性色素。 A polymerizable composition comprising the polymerizable composition according to claim 1 or 2, and a dichroic dye. 一種偏光膜,其使用有請求項11所述之聚合性組成物。 A polarizing film using the polymerizable composition of claim 11. 一種聚合性組成物,其含有請求項1或2所述之聚合性組成物、及偶氮衍生物、查耳酮衍生物、香豆素衍生物、桂皮酸酯衍生物、環烷衍生物中之任一種以上之衍生物。 A polymerizable composition comprising the polymerizable composition described in claim 1 or 2, and an azo derivative, a chalcone derivative, a coumarin derivative, a cinnamic acid ester derivative, and a cycloalkane derivative Derivatives of any one or more. 一種光學異向體,其使用有請求項13所述之聚合性組成物。 An optical anisotrope using the polymerizable composition described in claim 13. 一種相位差膜,其使用有請求項13所述之聚合性組成物。 A retardation film using the polymerizable composition of claim 13. 一種顯示元件,其含有請求項15所述之相位差膜、及/或請求項12所述之偏光膜。 A display element comprising the retardation film described in claim 15 and/or the polarizing film described in claim 12. 一種發光元件,其含有請求項15所述之相位差膜、及/或請求項12所述之偏光膜。 A light-emitting element comprising the retardation film described in claim 15 and/or the polarizing film described in claim 12.
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