TW201536839A - Solvent for dissolving silicone - Google Patents

Solvent for dissolving silicone Download PDF

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TW201536839A
TW201536839A TW104103986A TW104103986A TW201536839A TW 201536839 A TW201536839 A TW 201536839A TW 104103986 A TW104103986 A TW 104103986A TW 104103986 A TW104103986 A TW 104103986A TW 201536839 A TW201536839 A TW 201536839A
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ether
solvent
glycol methyl
dissolving
methyl
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TW104103986A
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Chinese (zh)
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Takeshi Yokoo
Youji Suzuki
Yasuyuki Akai
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Daicel Corp
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes

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Abstract

Provided are: a solvent which is extremely safe and which has outstanding silicone solubility; and a silicone composition containing the solvent and silicone. This solvent for dissolving silicone is characterized by containing one or more solvents (A) represented by formula (a-1) or formula (a-2). CH3-O-R1(a-1) CH3-C(=O)O-R2(a-2)(in the formula, R1 and R2 may be the same or different, and represent C3-11 alkyl groups or cycloalkyl groups which may contain ether bonds.

Description

聚矽氧溶解用溶劑 Polyoxyl solvent

本發明係關於在光學元件和電子元件製造中所使用之聚矽氧之溶解性優異的溶劑、及含有該溶劑與聚矽氧的聚矽氧組成物。本申請案係主張2014年2月7日於日本提出申請之特願2014-022010的優先權,並援用其內容於此。 The present invention relates to a solvent excellent in solubility of polyfluorene oxide used in the production of an optical element and an electronic component, and a polyfluorene-oxygen composition containing the solvent and polyfluorene oxide. The present application claims the priority of Japanese Patent Application No. 2014-022010, filed on Jan. 7, 2014, and the content of which is hereby incorporated herein.

無機玻璃係因同時具有高透明性與耐熱性、尺寸安定性,而可作為能一邊分隔空間一邊讓可見光穿透而不會妨礙視認性的結構體,係可運用在廣泛的產業領域中。雖為具有如此優異特徵之無機玻璃,但會有比重高達2.5以上、不耐衝擊而易破裂、在加工上耗費過多成本的問題。近年來,在大多的產業領域中,由於製品的輕量化、薄型化已成為課題,故而謀求可解決上述問題的無機玻璃替代材料。 In addition, the inorganic glass can be used as a structure that allows visible light to pass through while separating the space without impeding visibility, because it has high transparency, heat resistance, and dimensional stability, and can be used in a wide range of industrial fields. Although it is an inorganic glass which has such an outstanding characteristic, it has the problem that the specific gravity is as high as 2.5 or more, it is not easy to be impact-resistant, it is easy to break, and it is expensive in processing. In recent years, in many industrial fields, the weight reduction and thinning of products have become a problem, and therefore, an inorganic glass substitute material that can solve the above problems has been sought.

就可解決上述問題的無機玻璃替代材料而言,已知有透明的熱塑性塑膠和熱固性塑膠。就該透明的熱塑性塑膠而言,可列舉有聚甲基丙烯酸甲酯、聚碳酸酯等。其中,聚甲基丙烯酸甲酯係加工容易、輕量,且透明性、耐衝擊性優異。然而,相較於無機玻璃,熱塑 性塑膠係在耐熱性方面明顯不佳,而會有用途被限定的問題。 In the case of inorganic glass substitute materials which can solve the above problems, transparent thermoplastic plastics and thermosetting plastics are known. Examples of the transparent thermoplastic plastic include polymethyl methacrylate, polycarbonate, and the like. Among them, polymethyl methacrylate is easy to process, lightweight, and excellent in transparency and impact resistance. However, compared to inorganic glass, thermoplastic The plastics are obviously inferior in heat resistance, and there are problems in that the use is limited.

就該透明的熱固性塑膠而言,可列舉有環氧樹脂、(甲基)丙烯酸酯樹脂、聚矽氧等。該等具有高於熱塑性塑膠的耐熱性。惟,環氧樹脂會有因為熱和紫外線而容易產生黃變和破裂,成形物之耐衝擊性低(亦即,偏脆)的問題。又,(甲基)丙烯酸酯樹脂係容易加工,且耐熱性、耐衝擊性優越,但有容易吸水而其所導致之尺寸變化率大的問題。 Examples of the transparent thermosetting plastic include an epoxy resin, a (meth) acrylate resin, and polyfluorene oxide. These have higher heat resistance than thermoplastics. However, the epoxy resin is liable to cause yellowing and cracking due to heat and ultraviolet rays, and the impact resistance of the molded article is low (i.e., brittle). Further, the (meth) acrylate resin is easy to process, and is excellent in heat resistance and impact resistance, but has a problem that it is easy to absorb water and has a large dimensional change rate.

另一方面,聚矽氧係因容易加工、輕量,且透明性、耐熱性、尺寸安定性、耐衝擊性、耐候性及耐水性優異,故而被期待可作為無機玻璃替代材料,已有提案將聚矽氧使用在光學材料和電子材料等方面,具體來說,使用在LED元件之塑型構件等(專利文獻1、2)、使用在彩色濾光片材料(專利文獻3)等。 On the other hand, polyoxymethylene is expected to be used as an alternative to inorganic glass because it is easy to process and lightweight, and is excellent in transparency, heat resistance, dimensional stability, impact resistance, weather resistance, and water resistance. The polyfluorene oxide is used for an optical material, an electronic material, or the like, and is specifically used for a molded member of an LED element (Patent Documents 1 and 2), a color filter material (Patent Document 3), and the like.

於將聚矽氧當作光學材料和電子材料等使用時,一般係以溶解在溶劑中的狀態來使用,作為聚矽氧的溶劑,可使用甲苯和二甲苯,該等溶劑係因為高度關注物質(SVHC:Substances of Very High Concern)規定等而在使用上受到限制,故而要求一種聚矽氧之溶解性優異,且安全性優越的溶劑。 When polyfluorene oxygen is used as an optical material, an electronic material, or the like, it is generally used in a state of being dissolved in a solvent, and as a solvent of polyfluorene oxygen, toluene and xylene may be used, which are because of a substance of high concern. (SVHC: Substances of Very High Concern) is limited in terms of use, and therefore, it is required to have a solvent which is excellent in solubility of polyfluorene oxygen and which is excellent in safety.

[先前技術文獻] [Previous Technical Literature] [專利文獻] [Patent Literature]

專利文獻1:日本特開平10-228249號公報 Patent Document 1: Japanese Patent Laid-Open No. Hei 10-228249

專利文獻2:日本特開平10-242513號公報 Patent Document 2: Japanese Patent Laid-Open No. Hei 10-242513

專利文獻3:日本特開2000-123981號公報 Patent Document 3: Japanese Laid-Open Patent Publication No. 2000-123981

因此,本發明之目的係在於提供一種安全性優異,且聚矽氧溶解性優越的溶劑。 Accordingly, an object of the present invention is to provide a solvent which is excellent in safety and which is excellent in polyoxymethylene solubility.

本發明之另一目的係在於提供一種含有上述溶劑與聚矽氧之組成物。 Another object of the present invention is to provide a composition comprising the above solvent and polyfluorene oxide.

本發明者等為了解決上述課題而經過仔細研究探討,結果發現:下述式(a-1)或下述式(a-2)所示溶劑係非SVHC規定的對象、安全性優異,即便在室溫下亦顯現出高聚矽氧溶解性。再者,發現:在因應需要而在上述溶劑中混合一般可使用於光學材料和電子材料用途時,能進一步提高塗布性、乾燥性。本發明係根據該等見解而完成者。 In order to solve the above problems, the inventors of the present invention have conducted intensive studies and found that the solvent represented by the following formula (a-1) or the following formula (a-2) is not a target of SVHC, and is excellent in safety even in the case of High polyoxyl solubility also appeared at room temperature. Further, it has been found that when it is used in an optical material and an electronic material in general, it can be used for an optical material and an electronic material, and the coating property and drying property can be further improved. The present invention has been completed in light of these findings.

亦即,本發明提供一種聚矽氧溶解用溶劑,其係含有1種或2種以上之由下述式(a-1)或下述式(a-2)所示之溶劑(A),CH3-O-R1 (a-1) In other words, the present invention provides a solvent for dissolving polyoxymethane, which comprises one or more solvents (A) represented by the following formula (a-1) or the following formula (a-2), CH 3 -OR 1 (a-1)

CH3-C(=O)O-R2 (a-2) CH 3 -C(=O)OR 2 (a-2)

式中,R1、R2係相同或相異地表示可含有醚鍵之碳數3~11之烷基或環烷基。 In the formula, R 1 and R 2 are the same or different and each represents an alkyl group or a cycloalkyl group having 3 to 11 carbon atoms which may have an ether bond.

又,本發明提供如前述之聚矽氧溶解用溶劑,其中溶劑(A)係由乙二醇二甲基醚、二乙二醇甲基丁基 醚、丙二醇甲基正丙基醚、丙二醇甲基正丁基醚、丙二醇甲基異戊基醚、二丙二醇二甲基醚、二丙二醇甲基正丙基醚、二丙二醇甲基正丁基醚、二丙二醇甲基異戊基醚、二丙二醇甲基環戊基醚、環戊基甲基醚、環己基甲基醚及環己醇乙酸酯所選擇之至少一種溶劑。 Further, the present invention provides the solvent for dissolving polyadenine as described above, wherein the solvent (A) is ethylene glycol dimethyl ether, diethylene glycol methyl butyl Ether, propylene glycol methyl n-propyl ether, propylene glycol methyl n-butyl ether, propylene glycol methyl isoamyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl n-propyl ether, dipropylene glycol methyl n-butyl ether At least one solvent selected from the group consisting of dipropylene glycol methyl isoamyl ether, dipropylene glycol methylcyclopentyl ether, cyclopentyl methyl ether, cyclohexyl methyl ether and cyclohexanol acetate.

又,本發明提供如前述之聚矽氧溶解用溶劑,其中溶劑(A)係二丙二醇甲基正丁基醚及/或環己基甲基醚。 Further, the present invention provides the solvent for dissolving polyfluorene as described above, wherein the solvent (A) is dipropylene glycol methyl n-butyl ether and/or cyclohexyl methyl ether.

又,本發明提供一種聚矽氧組成物,其係含有前述之聚矽氧溶解用溶劑與聚矽氧。 Further, the present invention provides a polyfluorene oxygen composition comprising the above-mentioned solvent for dissolving polyoxymethylene and polyfluorene oxide.

又,本發明提供如前述之聚矽氧組成物,其中聚矽氧為具有下述式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷, Further, the present invention provides the polyfluorene oxygen composition as described above, wherein the polyfluorene oxide is a linear or cyclic organopolyoxane having a repeating unit represented by the following formula (1),

又,本發明提供如前述之聚矽氧組成物,其中聚矽氧為直鏈狀或環狀之含乙烯基之聚二甲基矽氧烷。 Further, the present invention provides the polyfluorene oxygen composition as described above, wherein the polyfluorene oxide is a linear or cyclic vinyl group-containing polydimethyloxane.

亦即,本發明係關於如下所述者。 That is, the present invention relates to the following.

[1]一種聚矽氧溶解用溶劑,其係含有1種或2種以上之由下述式(a-1)或下述式(a-2)所示之溶劑(A),CH3-O-R1 (a-1) [1] A solvent for dissolving polyoxane, which comprises one or more solvents (A), CH 3 - represented by the following formula (a-1) or the following formula (a-2); OR 1 (a-1)

CH3-C(=O)O-R2 (a-2) CH 3 -C(=O)OR 2 (a-2)

式中,R1、R2係相同或相異地表示可含有醚鍵之碳數3~11之烷基或環烷基。 In the formula, R 1 and R 2 are the same or different and each represents an alkyl group or a cycloalkyl group having 3 to 11 carbon atoms which may have an ether bond.

[2]如[1]記載之聚矽氧溶解用溶劑,其中式(a-1)所示之溶劑為下述式(a-1)'所示之溶劑,CH3-O-(R-O)n-R' (a-1)' [2] The solvent for dissolving polysiloxane according to [1], wherein the solvent represented by the formula (a-1) is a solvent represented by the following formula (a-1)', CH 3 -O-(RO) n -R'(a-1)'

式中,R係表示碳數1~3之伸烷基,R'係表示碳數1~11之烷基或3~8員之環烷基,n係表示0~3之整數。 In the formula, R represents an alkylene group having 1 to 3 carbon atoms, R' represents an alkyl group having 1 to 11 carbon atoms or a cycloalkyl group having 3 to 8 members, and n is an integer of 0 to 3.

[3]如[1]記載之聚矽氧溶解用溶劑,其中溶劑(A)係由乙二醇二甲基醚、二乙二醇甲基丁基醚、丙二醇甲基正丙基醚、丙二醇甲基正丁基醚、丙二醇甲基異戊基醚、二丙二醇二甲基醚、二丙二醇甲基正丙基醚、二丙二醇甲基正丁基醚、二丙二醇甲基異戊基醚、二丙二醇甲基環戊基醚、環戊基甲基醚、環己基甲基醚及環己醇乙酸酯所選擇之至少一種溶劑。 [3] The solvent for dissolving polyoxyl oxide according to [1], wherein the solvent (A) is ethylene glycol dimethyl ether, diethylene glycol methyl butyl ether, propylene glycol methyl n-propyl ether, propylene glycol. Methyl n-butyl ether, propylene glycol methyl isoamyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl n-propyl ether, dipropylene glycol methyl n-butyl ether, dipropylene glycol methyl isoamyl ether, two At least one solvent selected from the group consisting of propylene glycol methylcyclopentyl ether, cyclopentyl methyl ether, cyclohexyl methyl ether, and cyclohexanol acetate.

[4]如[1]記載之聚矽氧溶解用溶劑,其中溶劑(A)係二丙二醇甲基正丁基醚及/或環己基甲基醚。 [4] The solvent for dissolving polyoxymethylene according to [1], wherein the solvent (A) is dipropylene glycol methyl n-butyl ether and/or cyclohexyl methyl ether.

[5]如[1]至[4]中任一項記載之聚矽氧溶解用溶劑,其中含有聚矽氧溶解用溶劑總量(100重量%)之5~100重量%的溶劑(A)。 [5] The solvent for dissolving polyoxymethane according to any one of [1] to [4], which contains 5 to 100% by weight of a solvent (A) of the total amount of the solvent for dissolving polyfluorene oxide (100% by weight). .

[6]如[1]至[5]中任一項記載之聚矽氧溶解用溶劑,其中室溫(15~30℃)下之聚矽氧的溶解度相對於聚矽氧溶解用溶劑100重量份而言為42重量份以上且小於300重量份。 [6] The solvent for dissolving polyoxo oxygen according to any one of [1] to [5] wherein the solubility of the polyfluorene oxygen at room temperature (15 to 30 ° C) is 100% by weight relative to the solvent for dissolving polyoxyl The part is 42 parts by weight or more and less than 300 parts by weight.

[7]一種聚矽氧組成物,其係含有如[1]至[6]中任一項記載之聚矽氧溶解用溶劑與聚矽氧。 [7] A polyoxymethane composition according to any one of [1] to [6], wherein the solvent for dissolving polyfluorene oxygen and polyfluorene oxygen are contained.

[8]如[7]記載之聚矽氧組成物,其中聚矽氧為具有式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷。 [8] The polyfluorene oxide composition according to [7], wherein the polyfluorene oxide is a linear or cyclic organopolyoxane having a repeating unit represented by the formula (1).

[9]如[7]記載之聚矽氧組成物,其中聚矽氧為直鏈狀或環狀之含乙烯基之聚二甲基矽氧烷。 [9] The polyfluorene oxide composition according to [7], wherein the polyfluorene oxide is a linear or cyclic vinyl group-containing polydimethyloxane.

[10]如[7]至[9]中任一項記載之聚矽氧組成物,其中聚矽氧之含量相對於聚矽氧溶解用溶劑100重量份而言為42重量份以上且小於300重量份。 [10] The polyfluorene oxide composition according to any one of [7] to [9] wherein the content of the polyfluorene oxygen is 42 parts by weight or more and less than 300 parts by weight based on 100 parts by weight of the solvent for polyoxymethylene dissolution. Parts by weight.

[11]如[7]至[10]中任一項記載之聚矽氧組成物,其中聚矽氧組成物中之聚矽氧溶解用溶劑之含量為30~90重量%。 [11] The polyfluorene oxide composition according to any one of [7] to [10] wherein the content of the solvent for dissolving polyfluorene oxide in the polyfluorene oxide composition is from 30 to 90% by weight.

[12]如[7]至[11]中任一項記載之聚矽氧組成物,其中25℃下之黏度(使用E型黏度計進行測量,旋轉器:1°34'×R24,旋轉數:10rpm)為1~400cp。 [12] The polyfluorene composition according to any one of [7] to [11] wherein the viscosity at 25 ° C (measured using an E-type viscometer, rotator: 1° 34' × R24, number of rotations : 10 rpm) is 1 to 400 cp.

本發明之聚矽氧溶解用溶劑係非SVHC規定之對象,安全性優異,即便是在室溫下亦可以高濃度溶解聚矽氧。又,可形成低黏度、作業性優越,且能形成厚膜之聚矽氧構件的聚矽氧組成物。因此,以本發明之聚矽氧溶解用溶劑將聚矽氧溶解所獲得之聚矽氧組成物係可適當作為例如LED裝置之製造時所使用的密封材、固晶材、阻隔材、光波導路和透鏡之形成材料;PCB(Printed Circuit Board)之製造時所使用的封裝材、灌注材、塗布材;汽車之電子控制單元上所使用之散熱材等而使用。 The solvent for dissolving polyfluorene oxygen of the present invention is not a target of SVHC, and is excellent in safety, and can dissolve polyfluorene at a high concentration even at room temperature. Further, it is possible to form a polyfluorene oxide composition having a low viscosity and excellent workability and capable of forming a thick film of a polyfluorene oxide member. Therefore, the polyfluorene oxide composition obtained by dissolving polyfluorene oxygen in the solvent for dissolving polyfluorene oxygen of the present invention can be suitably used as, for example, a sealing material, a solid crystal material, a barrier material, and an optical waveguide used in the manufacture of an LED device. The material for forming the road and the lens; the packaging material, the potting material, the coating material used in the manufacture of the PCB (Printed Circuit Board), and the heat dissipation material used in the electronic control unit of the automobile.

[聚矽氧溶解用溶劑] [Polymer for dissolving oxygen]

本發明之聚矽氧溶解用溶劑係含有1種或2種以上之由下述式(a-1)或下述式(a-2)所示之溶劑(A),CH3-O-R1 (a-1) The solvent for dissolving polyfluorene oxygen of the present invention contains one or more solvents (A), CH 3 -OR 1 represented by the following formula (a-1) or the following formula (a-2) ( A-1)

CH3-C(=O)O-R2 (a-2) CH 3 -C(=O)OR 2 (a-2)

式中,R1、R2係相同或相異地表示可含有醚鍵之碳數3~11之烷基或環烷基。 In the formula, R 1 and R 2 are the same or different and each represents an alkyl group or a cycloalkyl group having 3 to 11 carbon atoms which may have an ether bond.

上述-R1基、-R2基為可含有醚鍵之碳數3~11之烷基或環烷基,更具體來說,為下述式(r)所示者。 The -R 1 group and the -R 2 group are an alkyl group having 3 to 11 carbon atoms or a cycloalkyl group which may have an ether bond, and more specifically, those represented by the following formula (r).

-(R-O)n-R' (r) -(RO) n -R' (r)

式中,R係表示伸烷基,R'係表示烷基或環烷基,n係表示0以上之整數。 In the formula, R represents an alkylene group, R' represents an alkyl group or a cycloalkyl group, and n represents an integer of 0 or more.

上述R係可例舉出例如:亞甲基、伸乙基、甲基伸乙基、三亞甲基等之碳數1~3之直鏈狀或支鏈狀之伸烷基等。 The above-mentioned R-system may, for example, be a linear or branched alkyl group having 1 to 3 carbon atoms such as a methylene group, an ethylidene group, a methyl ethyl group or a trimethylene group.

上述R'係可例舉出例如:甲基、乙基、丙基、異丙基、丁基、異丁基、二級丁基、三級丁基、戊基、異戊基、己基、癸基、十一基等之碳數1~11(較佳為1~10,更佳為1~4)左右之烷基;環丙基、環丁基、環戊基、環己基、環辛基等之3~8員(較佳為5~7員)左右之環烷基等。 The above R' may, for example, be a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a secondary butyl group, a tertiary butyl group, a pentyl group, an isopentyl group, a hexyl group or a fluorene group. Alkyl groups having a carbon number of from 1 to 11 (preferably from 1 to 10, more preferably from 1 to 4), such as a group, an eleven group, or the like; a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, or a cyclooctyl group; Wait 3 to 8 members (preferably 5 to 7 members) for the cycloalkyl group.

上述n為0以上之整數,較佳為1~3之整數。 The above n is an integer of 0 or more, preferably an integer of 1 to 3.

作為式(a-1)所示之溶劑,可例舉出例如:環戊基甲基醚、環己基甲基醚、(二)丙二醇二甲基醚、(二)丙二醇甲基乙基醚、(二)丙二醇甲基丙基醚、(二)丙二醇 甲基丁基醚、(二)丙二醇甲基戊基醚、(二)丙二醇甲基異戊基醚、(二)丙二醇甲基環戊基醚、(二)乙二醇二甲基醚、(二)乙二醇甲基乙基醚、(二)乙二醇甲基丙基醚、(二)乙二醇甲基丁基醚、(二)乙二醇甲基戊基醚、(二)乙二醇甲基異戊基醚、(二)乙二醇甲基環戊基醚等。另外,在本說明書中,「(二)丙二醇」係表示「丙二醇」與「二丙二醇」,「(二)乙二醇」係表示「乙二醇」與「二乙二醇」。 The solvent represented by the formula (a-1) may, for example, be cyclopentyl methyl ether, cyclohexyl methyl ether, (di)propylene glycol dimethyl ether or (di)propylene glycol methyl ethyl ether. (2) Propylene glycol methyl propyl ether, (di) propylene glycol Methyl butyl ether, (di) propylene glycol methyl amyl ether, (di) propylene glycol methyl isoamyl ether, (di) propylene glycol methyl cyclopentyl ether, (di) ethylene glycol dimethyl ether, ( 2) ethylene glycol methyl ethyl ether, (di) ethylene glycol methyl propyl ether, (di) ethylene glycol methyl butyl ether, (b) ethylene glycol methyl amyl ether, (b) Ethylene glycol methyl isoamyl ether, (di) ethylene glycol methyl cyclopentyl ether, and the like. In the present specification, "(di)propylene glycol" means "propylene glycol" and "dipropylene glycol", and "(di)ethylene glycol" means "ethylene glycol" and "diethylene glycol".

作為式(a-2)所示之溶劑,可例舉出例如:環戊醇乙酸酯、環己醇乙酸酯、(二)丙二醇單甲基醚乙酸酯、(二)丙二醇單乙基醚乙酸酯、(二)丙二醇單丙基醚乙酸酯、(二)丙二醇單丁基醚乙酸酯、(二)丙二醇單戊基醚乙酸酯、(二)丙二醇單異戊基醚乙酸酯、(二)丙二醇單環戊基醚乙酸酯、(二)乙二醇單甲基醚乙酸酯、(二)乙二醇單乙基醚乙酸酯、(二)乙二醇單丙基醚乙酸酯、(二)乙二醇單丁基醚乙酸酯、(二)乙二醇單戊基醚乙酸酯、(二)乙二醇單異戊基醚乙酸酯、(二)乙二醇單環戊基醚乙酸酯等。 The solvent represented by the formula (a-2) may, for example, be cyclopentanol acetate, cyclohexanol acetate, (ii) propylene glycol monomethyl ether acetate, or (ii) propylene glycol monoethyl bromide. Ethyl acetate, (di)propylene glycol monopropyl ether acetate, (ii) propylene glycol monobutyl ether acetate, (ii) propylene glycol monopentyl ether acetate, (di) propylene glycol monoisoamyl Ether acetate, (di)propylene glycol monocyclopentyl ether acetate, (di)ethylene glycol monomethyl ether acetate, (di)ethylene glycol monoethyl ether acetate, (b) Glycol monopropyl ether acetate, (di)ethylene glycol monobutyl ether acetate, (di)ethylene glycol monopentyl ether acetate, (di)ethylene glycol monoisoamyl ether An acid ester, (di)ethylene glycol monocyclopentyl ether acetate, and the like.

就本發明之溶劑(A)而言,其中,較佳的是使用由乙二醇二甲基醚、二乙二醇甲基正丁基醚、丙二醇甲基正丙基醚、丙二醇甲基正丁基醚、丙二醇甲基異戊基醚、二丙二醇二甲基醚、二丙二醇甲基正丙基醚、二丙二醇甲基正丁基醚、二丙二醇甲基異戊基醚、二丙二醇甲基環戊基醚、環戊基甲基醚、環己基甲基醚及環己醇乙酸酯所選擇之至少1種。 In the solvent (A) of the present invention, it is preferred to use ethylene glycol dimethyl ether, diethylene glycol methyl n-butyl ether, propylene glycol methyl n-propyl ether, propylene glycol methyl Butyl ether, propylene glycol methyl isoamyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl n-propyl ether, dipropylene glycol methyl n-butyl ether, dipropylene glycol methyl isoamyl ether, dipropylene glycol methyl At least one selected from the group consisting of cyclopentyl ether, cyclopentyl methyl ether, cyclohexyl methyl ether and cyclohexanol acetate.

就本發明之溶劑(A)而言,由聚矽氧之溶解性優異的觀點來說,較佳的是至少含有二丙二醇甲基正丁基醚及/或環己基甲基醚。 The solvent (A) of the present invention preferably contains at least dipropylene glycol methyl n-butyl ether and/or cyclohexyl methyl ether from the viewpoint of excellent solubility of polyfluorene oxide.

聚矽氧溶解用溶劑中(100重量%)之溶劑(A)的含量(在組合含有2種以上時,為其總量)係以5重量%以上(例如,5~100重量%)為佳,10重量%以上(例如,10~100重量%)更佳,50重量%以上(例如,50~100重量%)特佳,80重量%以上(例如,80~100重量%)最佳。當溶劑(A)之含量小於上述範圍時,會有聚矽氧之溶解性降低的傾向。 The content of the solvent (A) in the solvent for dissolving polyoxyl (100% by weight) (the total amount of the solvent (A) when it is contained in combination of two or more) is preferably 5% by weight or more (for example, 5 to 100% by weight). 10% by weight or more (for example, 10 to 100% by weight) is more preferable, 50% by weight or more (for example, 50 to 100% by weight) is particularly preferable, and 80% by weight or more (for example, 80 to 100% by weight) is most preferable. When the content of the solvent (A) is less than the above range, the solubility of polyoxymethylene tends to decrease.

(溶劑(B)) (solvent (B))

本發明之聚矽氧溶解用溶劑除了上述溶劑(A)之外,亦可為一般可使用於電子材料用途的溶劑,亦可含有與上述溶劑(A)相溶之其他溶劑(=溶劑(B))。 The solvent for dissolving polyfluorene oxygen of the present invention may be a solvent which can be generally used for an electronic material, or a solvent which is compatible with the above solvent (A), in addition to the above solvent (A) (=solvent (B) )).

作為溶劑(B),可例舉出例如:(單、二、三)烷二醇單烷基醚、(單、二)烷二醇二烷基醚、(單、二)烷二醇二乙酸酯、C1-12烷基乙酸酯、C3-6醇、C3-6烷二醇、C3-6烷二醇單烷基醚、C3-6烷二醇二乙酸酯、甘油三乙酸酯、羥基羧酸酯、羥基羧酸二酯、烷氧基羧酸酯、環狀酮、內酯、環狀醚、醯胺類、吡啶類、芳香族乙酸酯、胺類等。該等係可單獨使用1種或組合2種以上來使用。 The solvent (B) may, for example, be: (mono, di-, tri) alkanediol monoalkyl ether, (mono, di) alkanediol dialkyl ether, (mono, di) alkanediol di Acid ester, C 1-12 alkyl acetate, C 3-6 alcohol, C 3-6 alkanediol, C 3-6 alkanediol monoalkyl ether, C 3-6 alkanediol diacetate , triacetin, hydroxycarboxylate, hydroxycarboxylic acid diester, alkoxycarboxylate, cyclic ketone, lactone, cyclic ether, decylamine, pyridine, aromatic acetate, amine Classes, etc. These may be used alone or in combination of two or more.

就上述(單、二、三)烷二醇單烷基醚而言,較佳為(單、二、三)C1-3烷二醇單C1-20烷基醚,可例舉出例如:乙二醇單甲基醚、乙二醇單乙基醚、乙二醇正丙基醚、乙二醇正丁基醚、二乙二醇單甲基醚、二乙二醇單乙基醚、二乙二醇正丙基醚、二乙二醇正丁基醚、丙 二醇單甲基醚、丙二醇單乙基醚、丙二醇正丙基醚、丙二醇正丁基醚、二丙二醇單甲基醚、二丙二醇單乙基醚、二丙二醇正丙基醚、二丙二醇正丁基醚、三丙二醇單甲基醚、三丙二醇正丁基醚等。 The above (mono, di, and tri) alkanediol monoalkyl ether is preferably a (mono, di, or tri) C 1-3 alkanediol mono C 1-20 alkyl ether, and for example, : ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol n-propyl ether, ethylene glycol n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, two Ethylene glycol n-propyl ether, diethylene glycol n-butyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol n-propyl ether, propylene glycol n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol single B Alkyl ether, dipropylene glycol n-propyl ether, dipropylene glycol n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol n-butyl ether, and the like.

就上述(單、二)烷二醇二烷基醚而言,較佳為(單、二)C1-3烷二醇二C1-20烷基醚,可例舉出例如:乙二醇二乙基醚、乙二醇二丙基醚、乙二醇二丁基醚、丙二醇二乙基醚、丙二醇二丙基醚、丙二醇二丁基醚、二乙二醇二乙基醚、二乙二醇二丙基醚、二乙二醇二丁基醚、二丙二醇二乙基醚、二丙二醇二丙基醚、二丙二醇二丁基醚等。 The above (mono and di)alkylene glycol dialkyl ether is preferably a (mono and di)C 1-3 alkanediol di C 1-20 alkyl ether, and examples thereof include ethylene glycol. Diethyl ether, ethylene glycol dipropyl ether, ethylene glycol dibutyl ether, propylene glycol diethyl ether, propylene glycol dipropyl ether, propylene glycol dibutyl ether, diethylene glycol diethyl ether, diethyl Glycol dipropyl ether, diethylene glycol dibutyl ether, dipropylene glycol diethyl ether, dipropylene glycol dipropyl ether, dipropylene glycol dibutyl ether, and the like.

就上述(單、二)烷二醇二乙酸酯而言,較佳為(單、二)C1-3烷二醇二乙酸酯,可例舉出例如:乙二醇二乙酸酯、二乙二醇二乙酸酯、丙二醇二乙酸酯、二丙二醇二乙酸酯等。 In the above (mono and di) alkanediol diacetate, preferred are (mono and di)C 1-3 alkanediol diacetates, and examples thereof include ethylene glycol diacetate. , diethylene glycol diacetate, propylene glycol diacetate, dipropylene glycol diacetate, and the like.

就上述C1-12烷基乙酸酯而言,可例舉出例如:甲基乙酸酯、乙基乙酸酯、丙基乙酸酯、丁基乙酸酯、戊基乙酸酯、己基乙酸酯、庚基乙酸酯、辛基乙酸酯、癸基乙酸酯、十二烷基乙酸酯等。 The above C 1-12 alkyl acetate may, for example, be methyl acetate, ethyl acetate, propyl acetate, butyl acetate, pentyl acetate, Hexyl acetate, heptyl acetate, octyl acetate, thioglycolate, dodecyl acetate, and the like.

就上述C3-6醇而言,可例舉出例如:正丙醇、異丙醇、正丁醇、二級丁醇、三級丁醇、正戊醇、正己醇、2-己醇等。 The above C 3-6 alcohol may, for example, be n-propanol, isopropanol, n-butanol, secondary butanol, tertiary butanol, n-pentanol, n-hexanol or 2-hexanol. .

就上述C3-6烷二醇而言,可例舉出例如:1,3-丁二醇、1,4-丁二醇、1,6-己二醇等。 The C 3-6 alkanediol may, for example, be 1,3-butanediol, 1,4-butanediol or 1,6-hexanediol.

就上述C3-6烷二醇單烷基醚而言,較佳為C3-6 烷二醇單C1-3烷基醚,可例舉出例如:3-甲氧基丁醇等。 The C 3-6 alkanediol monoalkyl ether is preferably a C 3-6 alkanediol mono C 1-3 alkyl ether, and examples thereof include 3-methoxybutanol.

就上述C3-6烷二醇二乙酸酯而言,可例舉出例如:1,3-丁二醇二乙酸酯、1,4-丁二醇二乙酸酯、1,6-己二醇二乙酸酯等。 The above C 3-6 alkanediol diacetate may, for example, be 1,3-butanediol diacetate, 1,4-butanediol diacetate or 1,6- Hexanediol diacetate or the like.

就上述羥基羧酸酯而言,較佳為羥基羧酸C1-3烷基酯,可例舉出例如:乳酸甲酯、乳酸乙酯等。 The hydroxycarboxylic acid ester is preferably a C 1-3 alkyl hydroxycarboxylate, and examples thereof include methyl lactate and ethyl lactate.

就上述羥基羧酸二酯而言,可例舉出例如:乳酸甲基乙酸酯、乳酸乙基乙酸酯等。 The hydroxycarboxylic acid diester may, for example, be lactic acid methyl acetate or lactic acid ethyl acetate.

就上述烷氧基羧酸酯而言,較佳為C1-3烷氧基羧酸C1-3烷基酯,可例舉出例如:甲氧基丙酸甲酯、乙氧基丙酸乙酯等。 The above alkoxycarboxylate is preferably a C 1-3 alkoxy carboxylic acid C 1-3 alkyl ester, and examples thereof include methyl methoxypropionate and ethoxy propionic acid. Ethyl ester and the like.

就上述環狀酮而言,較佳為3~8員環狀酮,可例舉出例如:環戊酮、環己酮、4-酮異佛爾酮等。 The cyclic ketone is preferably a 3- to 8-membered cyclic ketone, and examples thereof include cyclopentanone, cyclohexanone, and 4-ketoisophorone.

就上述內酯類而言,可例舉出例如:β-丁內酯、γ-丁內酯、ε-己內酯、δ-戊內酯、γ-戊內酯、α-乙醯基-γ-丁內酯等。 The above lactones may, for example, be β-butyrolactone, γ-butyrolactone, ε-caprolactone, δ-valerolactone, γ-valerolactone, α-ethenyl- Γ-butyrolactone and the like.

就上述環狀醚而言,可例舉出例如:四氫呋喃、四氫糠基醇、四氫糠基乙酸酯等。 The cyclic ether may, for example, be tetrahydrofuran, tetrahydrofurfuryl alcohol or tetrahydrofurfuryl acetate.

就上述醯胺類而言,可例舉出例如:二甲基甲醯胺等。 The above guanamines may, for example, be dimethylformamide or the like.

就上述吡啶類而言,可例舉出例如:吡啶、甲基吡啶等。 The pyridine may, for example, be pyridine or methylpyridine.

就上述芳香族乙酸酯而言,可例舉出例如:乙酸苯酯等。 The aromatic acetate may, for example, be phenyl acetate or the like.

就上述胺類而言,可例舉出例如:二乙胺、 三乙胺等。 The above amines may, for example, be diethylamine, Triethylamine and the like.

在本發明中,透過合併使用上述溶劑(A)與溶劑(B),則可形成高濃度含有聚矽氧,且塗布性、乾燥性、安全性、分散性、溶解性等優異的聚矽氧組成物。 In the present invention, by using the solvent (A) and the solvent (B) in combination, it is possible to form a polyfluorene having a high concentration and containing polyfluorene, and having excellent coatability, drying property, safety, dispersibility, solubility, and the like. Composition.

為了進一步提升塗布性,有效的是使用1種或合併使用2種以上之由上述(單、二、三)烷二醇單烷基醚、(單、二)烷二醇二烷基醚、(單、二)烷二醇二乙酸酯、C7-12烷基乙酸酯、及烷氧基羧酸酯所選擇之溶劑。 In order to further improve the coating property, it is effective to use one or a combination of two or more kinds of the above (mono, di, and tri) alkanediol monoalkyl ethers, (mono, di) alkanediol dialkyl ethers, ( The solvent selected for the mono- and di-alkylene diacetate, C 7-12 alkyl acetate, and alkoxy carboxylate.

為了進一步提升染料溶解性,有效的是使用1種或合併使用2種以上之由丙二醇單甲基醚等之單C3-6烷二醇單烷基醚、C3-6烷二醇單烷基醚、羥基羧酸酯、羥基羧酸二酯、C3-6醇、及C3-6烷二醇所選擇之溶劑。 In order to further improve the solubility of the dye, it is effective to use one or a combination of two or more kinds of mono C 3-6 alkanediol monoalkyl ethers such as propylene glycol monomethyl ether, and C 3-6 alkanediol monoalkane. A solvent selected from the group consisting of a base ether, a hydroxycarboxylic acid ester, a hydroxycarboxylic acid diester, a C 3-6 alcohol, and a C 3-6 alkanediol.

為了進一步提升乾燥性,有效的是使用1種或合併使用2種以上之C1-6烷基乙酸酯。 In order to further improve the drying property, it is effective to use one type or a combination of two or more kinds of C 1-6 alkyl acetates.

在合併使用溶劑(A)與溶劑(B)的情形下,其混合比(前者/後者(重量比))係例如5/95~99/1,較佳為10/90~99/1。當溶劑(A)相對於溶劑(B)之比例小於上述範圍時,會有聚矽氧之溶解性降低的傾向。另外,於組合使用2種以上溶劑(A)的情形,為其合計量。關於溶劑(B),也是一樣。 In the case where the solvent (A) and the solvent (B) are used in combination, the mixing ratio (the former/the latter (weight ratio)) is, for example, 5/95 to 99/1, preferably 10/90 to 99/1. When the ratio of the solvent (A) to the solvent (B) is less than the above range, the solubility of polyfluorene oxide tends to decrease. In addition, in the case where two or more types of solvents (A) are used in combination, the total amount thereof is used. The same is true for the solvent (B).

本發明之聚矽氧溶解用溶劑因為含有溶劑(A),故即便是相對低溫下,也具有高聚矽氧溶解性。例如,在室溫下的聚矽氧溶解度相對於聚矽氧溶解用溶劑100重量份,例如為42重量份以上且小於300重量份的程度,較佳為100重量份以上且小於300重量份,特佳為180 重量份以上280重量份以下。 Since the solvent for dissolving polyfluorene oxygen of the present invention contains the solvent (A), it has high polyoxyl solubility even at relatively low temperatures. For example, the polyoxyl solubility at room temperature is, for example, about 42 parts by weight or more and less than 300 parts by weight, preferably 100 parts by weight or more and less than 300 parts by weight, based on 100 parts by weight of the solvent for polyoxymethylene dissolution. Very good for 180 More than 280 parts by weight or less by weight.

[聚矽氧組成物] [Polyoxygenated composition]

本發明之聚矽氧組成物係以包含上述聚矽氧溶解用溶劑與聚矽氧為其特徵。 The polyfluorene oxide composition of the present invention is characterized by comprising the above-mentioned solvent for dissolving polyfluorene oxygen and polyfluorene oxide.

作為本發明之聚矽氧,例如,可列舉出具有下述式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷, The polyfluorene oxide of the present invention may, for example, be a linear or cyclic organopolyoxane having a repeating unit represented by the following formula (1).

聚矽氧係可單獨使用1種或組合使用2種以上。 The polyoxymethylene system may be used alone or in combination of two or more.

作為本發明之聚矽氧,更具體的來說,可列舉出直鏈狀或環狀之聚二甲基矽氧烷、含乙烯基之聚二甲基矽氧烷、含苯基之聚二甲基矽氧烷、及含氟基之聚二甲基矽氧烷等。 Specific examples of the polyfluorene oxide of the present invention include a linear or cyclic polydimethyl siloxane, a vinyl-containing polydimethyl siloxane, and a phenyl group-containing poly 2 . Methyl decane, and a fluorine-containing polydimethyl siloxane.

又,本發明之聚矽氧可為縮合反應型聚矽氧,亦可為加成反應型聚矽氧。就本發明而言,其中,加成反應型聚矽氧由於在硬化時不會生成副產物(排氣),從可形成表面層之膜厚均勻、平坦性優異之塗膜的觀點來看為佳。 Further, the polyfluorene oxide of the present invention may be a condensation reaction type polyfluorene oxygen or an addition reaction type polyoxane. In the present invention, the addition reaction type polyfluorene does not generate by-products (exhaust gas) during curing, and is a coating film having a uniform surface layer thickness and excellent flatness. good.

就本發明而言,可使用諸如商品名稱「KE-106」、「KE-1600」、「KE-1603」、「KE-1606」、「KE-1310ST」、「KE-1300T」、「KE-1314」、「KE-1241」、「KE-103」(以上為信越化學工業(股)製);商品名稱「TSE3402」、「TSE3453」、「TSE3455T」 、「TSE3457」、「TSE3466」(以上為Momentive Performance Materials公司製)等市售品。 For the purpose of the present invention, such as the trade names "KE-106", "KE-1600", "KE-1603", "KE-1606", "KE-1310ST", "KE-1300T", "KE-" can be used. 1314", "KE-1241", "KE-103" (above is Shin-Etsu Chemical Co., Ltd.); trade names "TSE3402", "TSE3453", "TSE3455T" Commercial products such as "TSE3457" and "TSE3466" (above, Momentive Performance Materials).

本發明之聚矽氧組成物係可藉由例如混合上述聚矽氧溶解用溶劑與上述聚矽氧,在室溫(15~30℃)下,攪拌0.5~1小時左右來調製。 The polyfluorene-oxygen composition of the present invention can be prepared by, for example, mixing the solvent for dissolving polyfluorene oxide and the above polyfluorene oxide at room temperature (15 to 30 ° C) for about 0.5 to 1 hour.

本發明之聚矽氧組成物中之聚矽氧的含量係可因應需要而適當調整,例如,在使用具有前述式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷作為聚矽氧的情形下,相對於聚矽氧溶解用溶劑100重量份,可在例如為42重量份以上且小於300重量份的程度,較佳為42~280重量份的範圍任意選擇。 The content of the polyfluorene oxide in the polyfluorene oxide composition of the present invention can be appropriately adjusted as needed, for example, in the case of using a linear or cyclic organic polyoxane having a repeating unit represented by the above formula (1). In the case of the polyoxymethane, the amount of the solvent can be arbitrarily selected in an amount of, for example, 42 parts by weight or more and less than 300 parts by weight, preferably 42 to 280 parts by weight, based on 100 parts by weight of the solvent for the polyoxymethylene dissolving.

本發明之聚矽氧組成物中之聚矽氧溶解用溶劑的含量係例如為90重量%以下。其下限為例如30重量%,較佳為40重量%,特佳為50重量%,上限係以80重量%為佳,特佳為70重量%。 The content of the solvent for dissolving polyoxymethylene in the polyfluorene oxide composition of the present invention is, for example, 90% by weight or less. The lower limit is, for example, 30% by weight, preferably 40% by weight, particularly preferably 50% by weight, and the upper limit is preferably 80% by weight, particularly preferably 70% by weight.

本發明之聚矽氧組成物中之聚矽氧溶解用溶劑的含量係就可形成聚矽氧之厚膜的觀點而言,於使用具有前述式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷作為聚矽氧的情形下,相對於該聚矽氧,例如以9倍(重量)以下為佳,4倍(重量)以下更佳,2.3倍(重量)以下特佳。下限係例如為0.4倍(重量),特佳為0.6倍(重量),最佳為1倍(重量)。 In the polyfluorene oxide composition of the present invention, the content of the solvent for dissolving polyoxane is such that a thick film of polyfluorene is formed, and a linear chain having a repeating unit represented by the above formula (1) is used. Or in the case of a cyclic organopolyoxyalkylene as a polyfluorene oxide, it is preferably 9 times by weight or less, more preferably 4 times by weight or less, and 2.3 times or less by weight with respect to the polyfluorene oxide. Very good. The lower limit is, for example, 0.4 times by weight, particularly preferably 0.6 times by weight, and most preferably 1 time by weight.

在本發明之聚矽氧組成物中,除了上述聚矽氧與上述聚矽氧溶解用溶劑之外,可因應需要而適當摻配一般的聚矽氧中所含的其他成分(例如,硬化劑、硬化 觸媒、延遲劑、抗氧化劑、塑化劑等)。 In the polyfluorene-oxygen composition of the present invention, in addition to the above-mentioned polyfluorene oxide and the above-mentioned solvent for dissolving polyfluorene oxide, other components (for example, hardener) contained in general polyfluorene oxide may be appropriately blended as needed. ,hardening Catalyst, retarder, antioxidant, plasticizer, etc.).

本發明之聚矽氧組成物係低黏度、作業性優異,於25℃下之黏度例如為1~400cP左右。另外,聚矽氧組成物之黏度係例如可使用E型黏度計來測量(旋轉器:1°34'×R24,旋轉數:10rpm,測量溫度:25℃)。 The polyxanthene composition of the present invention has low viscosity and excellent workability, and the viscosity at 25 ° C is, for example, about 1 to 400 cP. Further, the viscosity of the polyoxymethylene composition can be measured, for example, using an E-type viscometer (rotator: 1° 34' × R24, number of revolutions: 10 rpm, measurement temperature: 25 ° C).

本發明之聚矽氧組成物係可適當作為例如LED裝置製造時所使用的密封材、固晶材、阻隔材、光波導路和透鏡之形成材料;PCB(Printed Circuit Board)製造時所使用的封裝材、灌注材、塗布材;汽車之電子控制單元上所使用之散熱材等而使用 The polyfluorene oxide composition of the present invention can be suitably used as a material for forming a sealing material, a solid crystal material, a barrier material, an optical waveguide, and a lens used in the manufacture of an LED device, and a PCB (Printed Circuit Board) used in the manufacture of a printed circuit board. Use of packaging materials, potting materials, coating materials, heat sinks used in electronic control units of automobiles, etc.

[實施例] [Examples]

以下,利用實施例更具體說明本發明,但是本發明並未受到該等實施例的限制。 Hereinafter, the present invention will be more specifically described by the examples, but the present invention is not limited by the examples.

實施例1 Example 1

將包含鉑觸媒和延遲劑之含乙烯基之聚二甲基矽氧烷(商品名稱「KE-106」,信越化學工業(股)製,25℃下之黏度:3790cP)和作為聚矽氧溶解用溶劑之二丙二醇甲基正丁基醚(DAICEL(股)製)予以混合,於20℃環境下攪拌1個小時左右,調製聚矽氧濃度為70重量%之聚矽氧組成物(25℃下之黏度:353cP)、及75重量%之聚矽氧組成物。 a vinyl-containing polydimethyl siloxane containing a platinum catalyst and a retarder (trade name "KE-106", manufactured by Shin-Etsu Chemical Co., Ltd., viscosity at 25 ° C: 3790 cP) and as a polyoxygen The solvent for dissolving, dipropylene glycol methyl n-butyl ether (manufactured by DAICEL Co., Ltd.), was mixed, and stirred at 20 ° C for about 1 hour to prepare a polyfluorene composition having a polyoxynium concentration of 70% by weight. Viscosity at ° C: 353 cP), and 75% by weight of a polyoxyl composition.

於所獲得之聚矽氧組成物中,以目視確認聚矽氧之不溶物是否存在,依據下述基準,評估聚矽氧溶解用溶劑之聚矽氧溶解性。 In the obtained polyfluorene-oxygen composition, the presence or absence of the insoluble matter of polyoxymethylene was visually confirmed, and the solubility of the polyfluorene-solubilizing solvent was evaluated according to the following criteria.

<溶解性之評估基準> <Evaluation criteria for solubility>

未確認到不溶物的情形:○(溶解) In case of insoluble matter not confirmed: ○ (dissolved)

確認到不溶物的情形:×(不溶解) Confirmation of insoluble matter: × (insoluble)

實施例2、比較例1~2 Example 2, Comparative Example 1~2

除了取代二丙二醇甲基正丁基醚而使用表1所示聚矽氧溶解用溶劑之外,與實施例一樣地進行操作,調製聚矽氧組成物,並評估聚矽氧溶解用溶劑之聚矽氧溶解性。 The polyfluorene-oxygen composition was prepared in the same manner as in the above except that the solvent for dissolving the polyoxane shown in Table 1 was used instead of the dipropylene glycol methyl n-butyl ether, and the polymerization of the solvent for dissolving polyoxymethane was evaluated. Oxygen solubility.

另外,作為聚矽氧溶解用溶劑,係使用環己基甲基醚(和光純藥工業(股)製)、甲苯(和光純藥工業(股)製)、二甲苯(和光純藥工業(股)製)。 In addition, as a solvent for dissolving polyoxane, cyclohexyl methyl ether (manufactured by Wako Pure Chemical Industries, Ltd.), toluene (manufactured by Wako Pure Chemical Industries, Ltd.), and xylene (Wako Pure Chemical Industries, Ltd.) are used. system).

就上述表1而言,本案之溶劑係在室溫下,具有與先前所使用之甲苯和二甲苯同等級的優異聚矽氧溶解性。 For the above Table 1, the solvent of the present invention has excellent polyoxyl solubility in the same grade as toluene and xylene previously used at room temperature.

又,本案之溶劑係不同於甲苯和二甲苯,並非SVHC規定之對象,安全性優越。 Moreover, the solvent in this case is different from toluene and xylene, and is not a target of SVHC, and has excellent safety.

因此,本案之溶劑係可適當使用作為光學裝置和電子裝置之製造時所使用之聚矽氧溶解用溶劑。 Therefore, the solvent of the present invention can be suitably used as a solvent for dissolving polyoxyl oxide used in the production of an optical device and an electronic device.

[產業上之可利用性] [Industrial availability]

本發明之聚矽氧溶解用溶劑係非SVHC規定之對象,安全性優越,即便在室溫下亦可以高濃度溶解 聚矽氧。又,可形成低黏度、作業性優異,且能形成厚膜之聚矽氧構件的聚矽氧組成物。因此,利用本發明之聚矽氧溶解用溶劑將聚矽氧溶解所得到之聚矽氧組成物係可適當作為例如LED裝置製造時所使用的密封材、固晶材、阻隔材、光波導路和透鏡之形成材料;PCB製造時所使用的封裝材、灌注材、塗布材;汽車之電子控制單元上所使用之散熱材等來使用。 The solvent for dissolving polyfluorene oxygen of the present invention is a non-SVHC-defined object, and has excellent safety, and can be dissolved at a high concentration even at room temperature. Polyoxyl. Further, it is possible to form a polyfluorene oxide composition having a low viscosity and excellent workability and capable of forming a thick film of a polyfluorene oxide member. Therefore, the polyfluorene oxide composition obtained by dissolving polyfluorene oxygen by the solvent for dissolving polyfluorene oxygen of the present invention can be suitably used as, for example, a sealing material, a solid crystal material, a barrier material, and an optical waveguide used in the manufacture of an LED device. And the material for forming the lens; the packaging material, the potting material, the coating material used in the manufacture of the PCB, the heat dissipation material used on the electronic control unit of the automobile, and the like.

Claims (6)

一種聚矽氧溶解用溶劑,其係含有1種或2種以上之由下述式(a-1)或下述式(a-2)所示之溶劑(A),CH3-O-R1 (a-1) CH3-C(=O)O-R2 (a-2)式中,R1、R2係相同或相異地表示可含有醚鍵之碳數3~11之烷基或環烷基。 A solvent for dissolving polyoxane, which comprises one or more solvents (A), CH 3 -OR 1 represented by the following formula (a-1) or the following formula (a-2) ( A-1) CH 3 -C(=O)OR 2 (a-2) wherein R 1 and R 2 are the same or different, and represent an alkyl group or a cycloalkyl group having 3 to 11 carbon atoms which may have an ether bond. . 如請求項1之聚矽氧溶解用溶劑,其中溶劑(A)係由乙二醇二甲基醚、二乙二醇甲基丁基醚、丙二醇甲基正丙基醚、丙二醇甲基正丁基醚、丙二醇甲基異戊基醚、二丙二醇二甲基醚、二丙二醇甲基正丙基醚、二丙二醇甲基正丁基醚、二丙二醇甲基異戊基醚、二丙二醇甲基環戊基醚、環戊基甲基醚、環己基甲基醚及環己醇乙酸酯所選擇之至少一種溶劑。 The solvent for dissolving polyoxyl of claim 1, wherein the solvent (A) is ethylene glycol dimethyl ether, diethylene glycol methyl butyl ether, propylene glycol methyl n-propyl ether, propylene glycol methyl n-butyl Ethyl ether, propylene glycol methyl isoamyl ether, dipropylene glycol dimethyl ether, dipropylene glycol methyl n-propyl ether, dipropylene glycol methyl n-butyl ether, dipropylene glycol methyl isoamyl ether, dipropylene glycol methyl ring At least one solvent selected from the group consisting of amyl ether, cyclopentyl methyl ether, cyclohexyl methyl ether, and cyclohexanol acetate. 如請求項1之聚矽氧溶解用溶劑,其中溶劑(A)係二丙二醇甲基正丁基醚及/或環己基甲基醚。 The solvent for dissolving polyoxyl of claim 1, wherein the solvent (A) is dipropylene glycol methyl n-butyl ether and/or cyclohexyl methyl ether. 一種聚矽氧組成物,其係含有如請求項1至3項中任一項之聚矽氧溶解用溶劑與聚矽氧。 A polyxanthene composition containing the solvent for dissolving polyfluorene oxygen and the polyoxyxylene according to any one of claims 1 to 3. 如請求項4之聚矽氧組成物,其中聚矽氧為具有下述式(1)所示重覆單元之直鏈狀或環狀之有機聚矽氧烷, The polyoxo-oxygen composition of claim 4, wherein the polyfluorene oxide is a linear or cyclic organopolyoxane having a repeating unit represented by the following formula (1), 如請求項4之聚矽氧組成物,其中聚矽氧為直鏈狀或環狀之含乙烯基之聚二甲基矽氧烷。 The polyoxymethylene composition of claim 4, wherein the polyoxymethylene is a linear or cyclic vinyl-containing polydimethyloxane.
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