TW202336208A - Quantum dot, quantum dot dispersion, light converting curable composition, and cured film and display device manufactured by the composition - Google Patents

Quantum dot, quantum dot dispersion, light converting curable composition, and cured film and display device manufactured by the composition Download PDF

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TW202336208A
TW202336208A TW111148362A TW111148362A TW202336208A TW 202336208 A TW202336208 A TW 202336208A TW 111148362 A TW111148362 A TW 111148362A TW 111148362 A TW111148362 A TW 111148362A TW 202336208 A TW202336208 A TW 202336208A
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meth
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金召喜
權寧豎
金亨柱
王賢正
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南韓商東友精細化工有限公司
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Abstract

The present invention relates to a quantum dot having a ligand layer on the surface thereof, and provides a quantum dot in which the ligand layer contains a compound having a specific chemical formula structure, a quantum dot dispersion containing the quantum dot, and a light converting curable composition. The quantum dot and the light converting curable composition comprising the same according to the present invention have excellent light conversion efficiency, heat resistance, light resistance, high-temperature and high-humidity resistance, adhesion, surface roughness, viscosity stability and coating hardness, and can be effectively used in a quantum dot film, a quantum dot light emitting diode, a color filter, a light conversion laminated substrate, and the like, so as to provide a high-quality image display device.

Description

量子點、量子點分散液、光轉換固化性組合物、使用該組合物形成的固化膜及圖像顯示裝置Quantum dots, quantum dot dispersion liquid, photoconversion curable composition, cured film formed using the composition, and image display device

本發明係關於一種量子點、包含該量子點的量子點分散液、光轉換固化性組合物、使用該光轉換固化性組合物形成的固化膜以及包含該固化膜的圖像顯示裝置。The present invention relates to a quantum dot, a quantum dot dispersion liquid containing the quantum dot, a photoconversion curable composition, a cured film formed using the photoconversion curable composition, and an image display device including the cured film.

量子點具有高發光性和窄發光光譜,可以用一個激發波長來調節發光波長,具有對光穩定的量子點的固有特性,因此直到最近還進行了大量的研究以在生物成像、能量轉換和照明(LED)等重要應用領域中使用。Quantum dots have high luminescence and narrow luminescence spectrum, and can adjust the luminescence wavelength with one excitation wavelength. They have the inherent characteristics of photostable quantum dots, so until recently, a lot of research has been carried out in biological imaging, energy conversion and lighting. (LED) and other important application fields.

這些量子點是對表面狀態非常敏感的材料,根據分散的溶劑或周圍環境從表面發生氧化,導致發光效率迅速下降。為了量子點的各種應用,除了最初分散的有機溶劑外,還必須分散在各種溶劑中或在表面形成特定的官能基,而這些過程會引起量子點表面的損壞並最終導致發光效率下降的問題。These quantum dots are materials that are very sensitive to surface states, and oxidation occurs from the surface depending on the dispersion solvent or the surrounding environment, resulting in a rapid decrease in luminous efficiency. For various applications of quantum dots, in addition to the organic solvent in which they are initially dispersed, they must also be dispersed in various solvents or form specific functional groups on the surface, and these processes will cause damage to the quantum dot surface and ultimately lead to a decrease in luminous efficiency.

目前已經進行了許多嘗試來克服這些問題,並且正在提出各種方法。其中之一是官能基取代(配位基交換)方法,在該方法中,存在於量子點表面上的有機材料被具有所需官能基的分子取代。該方法是將存在於量子點表面的有機分子替換為適合應用的有機分子的方法,但由於其直接影響量子點的表面,因此存在導致嚴重的發光效率問題的缺點。Many attempts have been made to overcome these problems and various methods are being proposed. One of them is the functional group substitution (ligand exchange) method, in which organic materials present on the quantum dot surface are replaced by molecules with the desired functional groups. This method is a method of replacing organic molecules present on the surface of quantum dots with organic molecules suitable for the application, but since it directly affects the surface of quantum dots, it has the disadvantage of causing serious luminous efficiency problems.

韓國申請專利第10-2018-0002716號和韓國專利第10-1628065號揭露了表面含有配位基的量子點,但由於相容性低、分散性差、光轉換效率和耐熱性不足、黏度穩定性不足,因此存在以下問題:不僅不適用於噴墨方式,而且表面粗糙度特性劣化,耐光性不足,並且在高溫、高濕環境中會隨著時間的推移而使量子點損壞,從而導致光學片的性能劣化。Korean patent application No. 10-2018-0002716 and Korean patent No. 10-1628065 disclose quantum dots containing ligands on the surface. However, due to low compatibility, poor dispersion, insufficient light conversion efficiency and heat resistance, and viscosity stability Insufficient, so there are the following problems: not only is it not suitable for the inkjet method, but the surface roughness characteristics are deteriorated, the light resistance is insufficient, and the quantum dots are damaged over time in a high temperature and high humidity environment, resulting in optical sheets. performance degradation.

[現有技術文獻] [專利文獻] (專利文獻 1)韓國申請專利第10-2018-0002716號; (專利文獻2)韓國專利第10-1628065號。 [Prior art documents] [Patent Document] (Patent document 1) Korean patent application No. 10-2018-0002716; (Patent Document 2) Korean Patent No. 10-1628065.

[要解決的問題][problem to be solved]

本發明的目的在於提供一種光轉換效率、耐熱性、耐光性、耐高溫高濕性、黏附性、表面粗糙度、黏度穩定性、塗膜硬度優異的用於光轉換固化性組合物的量子點。An object of the present invention is to provide a quantum dot for a light conversion curable composition that is excellent in light conversion efficiency, heat resistance, light resistance, high temperature and high humidity resistance, adhesion, surface roughness, viscosity stability, and coating film hardness. .

此外,本發明的目的在於提供一種包含該量子點的量子點分散液和光轉換固化性組合物。Furthermore, an object of the present invention is to provide a quantum dot dispersion liquid and a photoconversion curable composition containing the quantum dots.

此外,本發明的目的在於提供一種使用該光轉換固化性組合物形成的固化膜和包含該固化膜的圖像顯示裝置。 [解決問題的方案] Furthermore, an object of the present invention is to provide a cured film formed using the photoconversion curable composition and an image display device including the cured film. [Solution to the problem]

本發明提供一種量子點,其表面上具有配位基層,該配位基層包含由以下化學式1和化學式2表示的化合物的至少一者。The present invention provides a quantum dot having a coordination base layer on its surface, the coordination base layer containing at least one of the compounds represented by the following Chemical Formula 1 and Chemical Formula 2.

[化學式1] , 在化學式1中,A a是硫醇基、胺基、咪唑基或羧基,L a是硫醇基、胺基或羧基,R a是具有1至20個碳原子的直鏈或支鏈的三價烴基,X a是直接鍵、-OC(=O)-、-C(=O)O-、-C(=O)NH-或-HNC(=O)-,Y a是具有1至20個碳原子的直鏈或支鏈的烷二基、 ,n是1至15的整數,m是1至10的整數,Z是具有1至20個碳原子的烷基、具有3至20個碳原子的環烷基、具有6至20個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團,而不存在A a和L a同時為硫醇基的情況。 [Chemical formula 1] , in Chemical Formula 1, A a is a thiol group, amine group, imidazole group or carboxyl group, L a is a thiol group, amine group or carboxyl group, R a is a linear or branched chain having 1 to 20 carbon atoms Trivalent hydrocarbon group, X a is a direct bond, -OC(=O)-, -C(=O)O-, -C(=O)NH- or -HNC(=O)-, Y a is a Straight-chain or branched alkanediyl groups of 20 carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Z is an alkyl group with 1 to 20 carbon atoms, a cycloalkyl group with 3 to 20 carbon atoms, and a cycloalkyl group with 6 to 20 carbon atoms. An aromatic hydrocarbon group, or a photopolymerizable reactive group having 2 to 20 carbon atoms, and there is no case where A a and L a are both thiol groups.

[化學式 2] , 在化學式2中,A 1為硫醇基、胺基或羧基,L 1和L 2各自獨立為直接鍵或具有1至3個碳原子的直鏈或支鏈的烷二基,R 1是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-SC(=O)-、-C(=O)S-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-,R 2是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-,X 1為直接鍵、具有1至20個碳原子的直鏈或支鏈的烷二基、 ,n是1至15的整數,m是1至10的整數,Y 1是具有1至20個碳原子的烷基、具有1至20個碳原子的烷氧基、具有3至20個碳原子的環烷基、具有6至30個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團。 [Chemical formula 2] , in Chemical Formula 2, A 1 is a thiol group, amine group or carboxyl group, L 1 and L 2 are each independently a direct bond or a linear or branched alkanediyl group having 1 to 3 carbon atoms, and R 1 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S)S-, -SC(=S)-, -C(=O)NH- , -HNC(=O)-, -SC(=O)-, -C(=O)S-, -HNC(=O)NH-, -SC(=S)S-, -OC(=O) O- or -C(=O)OC(=O)-, R 2 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S) S-, -SC(=S)-, -C(=O)NH-, -HNC(=O)-, -HNC(=O)NH-, -SC(=S)S-, -OC(= O)O- or -C(=O)OC(=O)-, X 1 is a direct bond, a linear or branched alkyldiyl group with 1 to 20 carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Y 1 is an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an alkoxy group having 3 to 20 carbon atoms. cycloalkyl group, aromatic hydrocarbon group having 6 to 30 carbon atoms, or photopolymerizable reactive group having 2 to 20 carbon atoms.

此外,本發明提供一種包含該量子點的量子點分散液和光轉換固化性組合物。Furthermore, the present invention provides a quantum dot dispersion liquid and a photoconversion curable composition containing the quantum dots.

此外,本發明提供一種使用該光轉換固化性組合物形成的固化膜和包含該固化膜的圖像顯示裝置。 [發明效果] Furthermore, the present invention provides a cured film formed using the photoconversion curable composition and an image display device including the cured film. [Effects of the invention]

根據本發明的量子點係包含由特定化學結構所表示的化合物作為配位基層,並且該化合物具有二個可以作為錨的反應位點,該反應位點是與量子點結合的位置,並且可以增加與量子點的反應性,當二個反應位點都與量子點結合時,可以進一步提高量子點的穩定性。The quantum dot system according to the present invention contains a compound represented by a specific chemical structure as a ligand layer, and the compound has two reaction sites that can serve as anchors. The reaction site is a position that combines with the quantum dots and can increase Reactivity with quantum dots. When both reaction sites are combined with quantum dots, the stability of quantum dots can be further improved.

此外,根據本發明的量子點係包含以特定化學結構所表示的化合物作為配位基層,提高相容性,並保護量子點的表面不被氧化,從而表現出優異的耐光性、耐高溫高濕性、黏附性、表面粗糙度,從而防止量子效率劣化,因此光學特性優異。In addition, the quantum dot system according to the present invention contains a compound represented by a specific chemical structure as a coordination base layer to improve compatibility and protect the surface of the quantum dot from oxidation, thereby exhibiting excellent light resistance, high temperature and high humidity resistance properties, adhesion, and surface roughness to prevent deterioration of quantum efficiency and therefore have excellent optical properties.

此外,由於量子點和包含該量子點的光轉換固化性組合物在光轉換效率、耐熱性、耐光性、耐高溫高濕性、黏附性、表面粗糙度、黏度穩定性和塗膜硬度方面提供優異的效果,並且可以有效地應用於量子點膜、量子點發光二極體、彩色濾光片、光轉換層壓基材等多種用途,從而可以提供高品質的圖像顯示裝置。In addition, the quantum dots and the photoconversion curable composition containing the quantum dots provide improved light conversion efficiency, heat resistance, light resistance, high temperature and high humidity resistance, adhesion, surface roughness, viscosity stability and coating film hardness. Excellent effect, and can be effectively used in quantum dot films, quantum dot light-emitting diodes, color filters, light conversion laminated substrates and other purposes, thereby providing high-quality image display devices.

本發明提供一種量子點,其表面上具有配位基層,該配位基層包含由以下化學式1和化學式2表示的化合物的至少一者。The present invention provides a quantum dot having a coordination base layer on its surface, the coordination base layer containing at least one of the compounds represented by the following Chemical Formula 1 and Chemical Formula 2.

[化學式1] 在化學式1中,A a是硫醇基、胺基、咪唑基或羧基,L a是硫醇基、胺基或羧基,R a是具有1至20個碳原子的直鏈或支鏈的三價烴基,X a是直接鍵、-OC(=O)-、-C(=O)O-、-C(=O)NH-或-HNC(=O)-,Y a是具有1至20個碳原子的直鏈或支鏈的烷二基、 ,n是1至15的整數,m是1至10的整數,Z是具有1至20個碳原子的烷基、具有3至20個碳原子的環烷基、具有6至20個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團,而不存在A a和L a同時為硫醇基的情況。 [Chemical formula 1] In Chemical Formula 1, A a is a thiol group, amine group, imidazole group or carboxyl group, L a is a thiol group, amine group or carboxyl group, R a is a linear or branched three-chain tricyclic group having 1 to 20 carbon atoms. Valent hydrocarbon group , Straight-chain or branched alkanediyl carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Z is an alkyl group with 1 to 20 carbon atoms, a cycloalkyl group with 3 to 20 carbon atoms, and a cycloalkyl group with 6 to 20 carbon atoms. An aromatic hydrocarbon group, or a photopolymerizable reactive group having 2 to 20 carbon atoms, and there is no case where A a and L a are both thiol groups.

[化學式2] , 在化學式2中,A 1為硫醇基、胺基或羧基,L 1和L 2各自獨立為直接鍵或具有1至3個碳原子的直鏈或支鏈的烷二基,R 1是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-SC(=O)-、-C(=O)S-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或 -C(=O)OC(=O)-,R 2是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-,X 1為直接鍵、具有1至20個碳原子的直鏈或支鏈的烷二基、 ,n是1至15的整數,m是1至10的整數,Y 1是具有1至20個碳原子的烷基、具有1至20個碳原子的烷氧基、具有3至20個碳原子的環烷基、具有6至30個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團。 [Chemical formula 2] , in Chemical Formula 2, A 1 is a thiol group, amine group or carboxyl group, L 1 and L 2 are each independently a direct bond or a linear or branched alkanediyl group having 1 to 3 carbon atoms, and R 1 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S)S-, -SC(=S)-, -C(=O)NH- , -HNC(=O)-, -SC(=O)-, -C(=O)S-, -HNC(=O)NH-, -SC(=S)S-, -OC(=O) O- or -C(=O)OC(=O)-, R 2 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S) S-, -SC(=S)-, -C(=O)NH-, -HNC(=O)-, -HNC(=O)NH-, -SC(=S)S-, -OC(= O)O- or -C(=O)OC(=O)-, X 1 is a direct bond, a linear or branched alkyldiyl group with 1 to 20 carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Y 1 is an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an alkoxy group having 3 to 20 carbon atoms. cycloalkyl group, aromatic hydrocarbon group having 6 to 30 carbon atoms, or photopolymerizable reactive group having 2 to 20 carbon atoms.

根據本發明的量子點包含利用上述化合物作為配位基層,由化學式1表示的化合物具有二個可以作為錨的反應位點,該反應位點是與量子點結合的位置,並且可以增加與量子點的反應性,當二個反應位點都與量子點結合時,可以進一步提高量子點的穩定性。The quantum dots according to the present invention include the above compound as a ligand layer. The compound represented by Chemical Formula 1 has two reaction sites that can serve as anchors. The reaction site is a position that combines with the quantum dots and can increase the binding capacity with the quantum dots. The reactivity of the quantum dots can be further improved when both reaction sites are combined with the quantum dots.

此外,根據本發明的量子點由於包含上述化合物作為配位基層,因此量子點的表面受到保護以提高耐光性和耐高溫高濕性,並且藉由提高相容性來改善表面粗糙度特性。In addition, since the quantum dots according to the present invention include the above compound as a coordination group layer, the surface of the quantum dot is protected to improve light resistance and high temperature and high humidity resistance, and the surface roughness characteristics are improved by improving compatibility.

此外,本發明提供一種量子點分散液,其包含該量子點以及光聚合性單體和溶劑中的至少一者。Furthermore, the present invention provides a quantum dot dispersion liquid containing the quantum dots and at least one of a photopolymerizable monomer and a solvent.

此外,本發明提供一種包含該量子點分散液的光轉換固化性組合物、使用該組合物形成的固化膜以及包含該固化膜的圖像顯示裝置。Furthermore, the present invention provides a photoconversion curable composition containing the quantum dot dispersion liquid, a cured film formed using the composition, and an image display device containing the cured film.

以下,對本發明的構成進行詳細說明。Hereinafter, the structure of this invention is demonstrated in detail.

量子點quantum dots

在本發明中,量子點可以藉由光源自發光並用於產生可見光和紅外線區的光。量子點是具有奈米尺寸的晶體結構的材料,可能由數百至數千個原子組成。原子形成分子,分子構成稱為簇的小分子的集合體以形成奈米粒子,通常這些奈米粒子尤其是在具有半導體性質時被稱為量子點。只要符合這個概念,本發明的量子點就沒有特別的限制。當物體變得小於奈米尺寸時,就會發生該物體的能帶隙增大的現象(即,量子侷限效應),當量子點從外部接收能量並達到激發態時,會發射出與自身能帶隙相對應的能量,從而可以自發光。In the present invention, quantum dots can emit light from the source and be used to generate light in the visible and infrared regions. Quantum dots are materials with nanometer-sized crystal structures that may be composed of hundreds to thousands of atoms. Atoms form molecules, which form collections of small molecules called clusters to form nanoparticles, often these nanoparticles are called quantum dots especially when they have semiconductor properties. As long as it conforms to this concept, the quantum dots of the present invention are not particularly limited. When an object becomes smaller than a nanometer size, the energy band gap of the object increases (i.e., quantum confinement effect). When a quantum dot receives energy from the outside and reaches an excited state, it emits energy similar to its own. The energy corresponding to the band gap allows self-luminescence.

根據本發明的量子點在表面上具有配位基層,並且該配位基層包含由以下化學式1和化學式2表示的化合物的至少一者。因此,量子點的表面受到保護,氧化穩定性提高,從而防止量子效率降低並提高可靠性。The quantum dot according to the present invention has a coordination group layer on the surface, and the coordination group layer contains at least one of the compounds represented by the following Chemical Formula 1 and Chemical Formula 2. As a result, the surface of the quantum dots is protected and oxidation stability is improved, thereby preventing quantum efficiency degradation and improving reliability.

[化學式1] 在化學式1中, A a可以是硫醇基、胺基、咪唑基或羧基, L a可以是硫醇基、胺基或羧基, R a可以是具有1至20個碳原子的直鏈或支鏈三價烴基, X a可以是直接鍵、-OC(=O)-、-C(=O)O-、-C(=O)NH-或-HNC(=O)- , Y a可以是碳原子數為1至20的直鏈或支鏈的烷二基、 , n 可以是 1至15的整數, m 可以是 1至10的整數, Z可以是具有1至20個碳原子的烷基、具有3至20個碳原子的環烷基、具有6至20個碳原子的芳族烴基、或者具有2至20的光聚合反應性基團。光聚合反應性基團可以是烯基、炔基或丙烯酸酯基。 [Chemical formula 1] In Chemical Formula 1, A a may be a thiol group, amine group, imidazole group or carboxyl group, L a may be a thiol group, amine group or carboxyl group, R a may be a straight chain or branched chain having 1 to 20 carbon atoms. Chain trivalent hydrocarbon group, X a can be a direct bond, -OC(=O)-, -C(=O)O-, -C(=O)NH- or -HNC(=O)-, Y a can be Straight-chain or branched alkanediyl groups with 1 to 20 carbon atoms, , or , n may be an integer from 1 to 15, m may be an integer from 1 to 10, Z may be an alkyl group with 1 to 20 carbon atoms, a cycloalkyl group with 3 to 20 carbon atoms, or a cycloalkyl group with 6 to 20 carbon atoms. An aromatic hydrocarbon group having 2 to 20 carbon atoms, or a photopolymerizable reactive group. The photopolymerizable reactive group may be an alkenyl group, an alkynyl group or an acrylate group.

然而,在化學式1中,不存在A a和L a同時為硫醇基的情況。當A a和L a同時為硫醇基時,由於在配位基之間形成二硫鍵的機率高,因此存在量子點的分散性和光學特性劣化的問題。 However, in Chemical Formula 1, there is no case where A a and L a are both thiol groups. When A a and L a are both thiol groups, there is a problem of deterioration of the dispersion and optical properties of the quantum dots due to the high probability of forming a disulfide bond between the ligands.

[化學式2] 在化學式2中, A 1可以是硫醇基、胺基或羧基, L 1和L 2可以各自獨立為直接鍵或者具有1至3個碳原子的直鏈或支鏈烷二基, R 1可以為-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-SC(=O)-、-C(=O)S-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-,較佳為-OC(=O)-、-C(=O)O-、-C(=O)NH-、-HNC(=O)-、-C(=O)-、-C(=S)S-、-SC(=S)-、-OC(=O)O-或-C(=O)OC(=O)-, R 2可以為-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-,較佳為-OC(=O)-、-C(=O)O-、-C(=O)NH-、-HNC(=O)-、-C(=O)-、-C(=S)S-、-SC(=S)-、-OC(=O)O-或-C(=O)OC(=O)-, X 1可以是直接鍵、具有1至20個碳原子的直鏈或支鏈的烷二基、 , n 可以是 1至15的整數, m 可以是 1至10的整數, Y 1可以是具有1至20個碳原子的烷基、具有1至20個碳原子的烷氧基、具有3至20個碳原子的環烷基、具有6至30個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團。 [Chemical formula 2] In Chemical Formula 2, A 1 may be a thiol group, an amine group or a carboxyl group, L 1 and L 2 may each independently be a direct bond or a linear or branched chain alkanediyl group having 1 to 3 carbon atoms, and R 1 may For -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S)S-, -SC(=S)-, -C(=O)NH -, -HNC(=O)-, -SC(=O)-, -C(=O)S-, -HNC(=O)NH-, -SC(=S)S-, -OC(=O )O- or -C(=O)OC(=O)-, preferably -OC(=O)-, -C(=O)O-, -C(=O)NH-, -HNC(= O)-, -C(=O)-, -C(=S)S-, -SC(=S)-, -OC(=O)O- or -C(=O)OC(=O)- , R 2 can be -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S)S-, -SC(=S)-, -C( =O)NH-, -HNC(=O)-, -HNC(=O)NH-, -SC(=S)S-, -OC(=O)O- or -C(=O)OC(= O)-, preferably -OC(=O)-, -C(=O)O-, -C(=O)NH-, -HNC(=O)-, -C(=O)-, - C(=S)S-, -SC(=S)-, -OC(=O)O- or -C(=O)OC(=O)-, X 1 can be a direct bond, with 1 to 20 Straight-chain or branched alkanediyl carbon atoms, , or , n may be an integer from 1 to 15, m may be an integer from 1 to 10, Y 1 may be an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an alkoxy group having 3 to 20 carbon atoms. A cycloalkyl group having 6 to 30 carbon atoms, an aromatic hydrocarbon group having 6 to 30 carbon atoms, or a photopolymerizable reactive group having 2 to 20 carbon atoms.

光聚合反應性基團可以是烯基、炔基或丙烯酸酯基。The photopolymerizable reactive group may be an alkenyl group, an alkynyl group or an acrylate group.

在化學式2中,R 1和R 2各自獨立包括:在碳原子與電負性大於該碳原子的元素之間形成極性共價鍵的官能基。即,由化學式2表示的化合物分子中包含二個以上的極性官能基,並且在將其作為量子點的配位基引入時,與PGMEA等溶劑或光聚合性單體的相容性優異,因此可提高量子點的耐光性、耐高溫高濕性、黏附性和表面粗糙度特性。 In Chemical Formula 2, R 1 and R 2 each independently include a functional group that forms a polar covalent bond between a carbon atom and an element with an electronegativity greater than that of the carbon atom. That is, the compound represented by Chemical Formula 2 contains two or more polar functional groups in its molecule, and when introduced as a ligand for quantum dots, it has excellent compatibility with solvents such as PGMEA or photopolymerizable monomers. Therefore, It can improve the light resistance, high temperature and humidity resistance, adhesion and surface roughness properties of quantum dots.

在本發明的一個實施態樣中,該配位基層可以包括選自由以下化學式1-1至化學式1-7表示的化合物中的至少一者: [化學式 1-1] [化學式 1-2] [化學式 1-3] [化學式 1-4] [化學式 1-5] [化學式 1-6] [化學式 1-7] In one embodiment of the present invention, the coordination group layer may include at least one selected from the compounds represented by the following Chemical Formula 1-1 to Chemical Formula 1-7: [Chemical Formula 1-1] [Chemical formula 1-2] [Chemical formula 1-3] [Chemical formula 1-4] [Chemical formula 1-5] [Chemical formula 1-6] [Chemical formula 1-7] .

在本發明的一個實施態樣中,配位基層可以包括選自由化學式2-1至化學式2-8表示的化合物中的至少一者: [化學式 2-1] [化學式 2-2] [化學式 2-3] [化學式 2-4] [化學式 2-5] [化學式 2-6] [化學式 2-7] [化學式 2-8] In one embodiment of the present invention, the coordination group layer may include at least one selected from the compounds represented by Chemical Formula 2-1 to Chemical Formula 2-8: [Chemical Formula 2-1] [Chemical formula 2-2] [Chemical formula 2-3] [Chemical formula 2-4] [Chemical formula 2-5] [Chemical formula 2-6] [Chemical formula 2-7] [Chemical formula 2-8] .

本發明的由化學式1及/或化學式2表示的化合物可以藉由作為有機配位基而配位到量子點的表面發揮穩定量子點的作用。一般製備的量子點通常在表面具有配位基層,剛製備後的配位基層可以由油酸、月桂酸、2-(2-甲氧基乙氧基)乙酸、2-[2-(2-甲氧基乙氧基)乙氧基]乙酸、琥珀酸單-[2-(2-甲氧基-乙氧基)-乙基]酯等構成。在這種情況下,與包含由化學式1表示的化合物作為配位基層的本發明的量子點相比,由於配位基層與量子點之間的鍵合力較弱,因此量子點表面的非鍵合缺陷可能會降低表面保護效果。此外,油酸在高揮發性有機化合物(VOC)正己烷等不飽和烴類溶劑以及氯仿、苯等芳香族類溶劑中的分散性良好,但在PGMEA等溶劑中的分散性差。The compound represented by Chemical Formula 1 and/or Chemical Formula 2 of the present invention can play a role in stabilizing quantum dots by being coordinated to the surface of the quantum dot as an organic ligand. Generally prepared quantum dots usually have a coordination base layer on the surface. The newly prepared coordination base layer can be composed of oleic acid, lauric acid, 2-(2-methoxyethoxy)acetic acid, 2-[2-(2- It is composed of methoxyethoxy)ethoxy]acetic acid, succinic acid mono-[2-(2-methoxy-ethoxy)-ethyl] ester, etc. In this case, compared with the quantum dot of the present invention including the compound represented by Chemical Formula 1 as the coordination group layer, since the bonding force between the coordination group layer and the quantum dot is weaker, the non-bonding of the quantum dot surface Defects may reduce surface protection. In addition, oleic acid has good dispersibility in unsaturated hydrocarbon solvents such as highly volatile organic compounds (VOC) n-hexane and aromatic solvents such as chloroform and benzene, but has poor dispersibility in solvents such as PGMEA.

根據本發明的量子點的配位基層中包含的由化學式1表示的化合物具有二個可以作為錨的反應位點,該反應位點是與量子點結合的位置,並且可以增加與量子點的反應性,當二個反應位點都與量子點結合時,可以進一步提高量子點的穩定性。The compound represented by Chemical Formula 1 contained in the ligand layer of the quantum dot according to the present invention has two reaction sites that can serve as anchors. The reaction site is a position that binds to the quantum dots and can increase the reaction with the quantum dots. When both reaction sites are combined with quantum dots, the stability of quantum dots can be further improved.

在一些實施態樣中,根據本發明的量子點包含在配位基層中由化學式1表示的化合物,並且還包含油酸、月桂酸、2-(2-甲氧基乙氧基)乙酸、2-[2-(2-甲氧基乙氧基)乙氧基]乙酸、琥珀酸單-[2-(2-甲氧基-乙氧基)-乙基]酯等。In some embodiments, the quantum dots according to the present invention include the compound represented by Chemical Formula 1 in the ligand layer, and further include oleic acid, lauric acid, 2-(2-methoxyethoxy)acetic acid, 2 -[2-(2-methoxyethoxy)ethoxy]acetic acid, succinic acid mono-[2-(2-methoxy-ethoxy)-ethyl] ester, etc.

量子點沒有特別限制,只要其是在受到光或電的刺激時能夠發光的量子點粒子即可。例如,可以選自以下群組之物質:II-VI族半導體化合物、III-V族半導體化合物、IV-VI族半導體化合物、IV 族元素或包含該元素的化合物、以及它們的組合,並且這些物質可以單獨使用或混合二種以上來使用。The quantum dot is not particularly limited as long as it is a quantum dot particle capable of emitting light when stimulated by light or electricity. For example, substances may be selected from the following groups: II-VI semiconductor compounds, III-V semiconductor compounds, IV-VI semiconductor compounds, Group IV elements or compounds containing the elements, and combinations thereof, and these substances It can be used individually or in mixture of 2 or more types.

例如,II-VI族半導體化合物可以選自以下群組之物質:選自以下之二元化合物:CdS、CdSe、CdTe、ZnS、ZnSe、ZnTe、ZnO、HgS、HgSe、HgTe及它們的混合物;選自以下之三元化合物:CdSeS、CdSeTe、CdSTe、ZnSeS、ZnSeTe、ZnSTe、HgSeS、HgSeTe、HgSTe、CdZnS、CdZnSe、CdZnTe、CdHgS、CdHgSe、CdHgTe、HgZnS、HgZnSe、HgZnTe及它們的混合物;以及選自以下之四元化合物:CdZnSeS、CdZnSeTe、CdZnSTe、CdHgSeS、CdHgSeTe、CdHgSTe、HgZnSeS、HgZnSeTe、HgZnSTe及它們的混合物,但不限於此。For example, the II-VI semiconductor compound can be selected from the following group of materials: binary compounds selected from the following: CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe and mixtures thereof; Ternary compounds selected from the following: CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe and mixtures thereof; and selected from The following quaternary compounds: CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe and their mixtures, but are not limited thereto.

III-V族半導體化合物可以選自以下群組之物質:選自以下之二元化合物:GaN、GaP、GaAs、GaSb、AlN、AlP、AlAs、AlSb、InN、InP、InAs、InSb及它們的混合物;選自以下之三元化合物:GaNP、GaNAs、GaNSb、GaPAs、GaPSb、AlNP、AlNAs、AlNSb、AlPAs、AlPSb、InNP、InNAs、InNSb、InPAs、InPSb、GaAlNP及它們的混合物;以及選自以下之四元化合物:GaAlNAs、GaAlNSb、GaAlPAs、GaAlPSb、GaInNP、GaInNAs、GaInNSb、GaInPAs、GaInPSb、InAlNP、InAlNAs、InAlNSb、InAlPAs、InAlPSb及它們的混合物,但不限於此。Group III-V semiconductor compounds may be selected from the following group of substances: Binary compounds selected from the following: GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb and mixtures thereof ; Ternary compounds selected from the following: GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs, InNSb, InPAs, InPSb, GaAlNP and mixtures thereof; and selected from the following Quaternary compounds: GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb and their mixtures, but are not limited thereto.

IV-VI族半導體化合物可以選自以下群組之物質之至少一者:選自以下之二元化合物:SnS、SnSe、SnTe、PbS、PbSe、PbTe及它們的混合物;選自以下之三元化合物:SnSeS、SnSeTe、SnSTe、PbSeS、PbSeTe、PbSTe、SnPbS、SnPbSe、SnPbTe及其混合物;以及選自以下之四元化合物:SnPbSSe、SnPbSeTe、SnPbSTe及它們的混合物,但不限於此。Group IV-VI semiconductor compounds may be selected from at least one of the following groups: binary compounds selected from the following: SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; ternary compounds selected from the following : SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; and quaternary compounds selected from the following: SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof, but not limited thereto.

儘管不限於此,但是IV族元素或包含該元素的化合物可以選自以下之物質:選自Si、Ge或其混合物的元素;以及選自SiC、SiGe或其混合物的二元化合物。Although not limited thereto, the Group IV element or a compound containing the element may be selected from elements selected from Si, Ge, or mixtures thereof; and binary compounds selected from SiC, SiGe, or mixtures thereof.

量子點可以是均勻的單一結構、核殼結構和梯度結構等雙重結構、或者它們的混合結構,本發明中,量子點不受特別限制,只要其在受光激發時能夠發光即可。The quantum dots can be a uniform single structure, a dual structure such as a core-shell structure and a gradient structure, or a mixed structure thereof. In the present invention, the quantum dots are not particularly limited as long as they can emit light when excited by light.

根據一個實施態樣,該量子點具有核殼結構,該核包含由以下群組中之二者以上所組成的化合物:In、P、Zn、Ga、Cd、Se、S、Te、Pb、Ag、Hg、N、As和O,並且該殼可以包含由以下群組中之二者以上所組成的化合物的至少一者:In、P、Zn、Ga、Cd、Se、S、Te、Pb、Hg、N、As、O、Mn和Sr。According to one embodiment, the quantum dot has a core-shell structure, and the core includes a compound composed of two or more of the following groups: In, P, Zn, Ga, Cd, Se, S, Te, Pb, Ag , Hg, N, As and O, and the shell may contain at least one of compounds consisting of two or more of the following groups: In, P, Zn, Ga, Cd, Se, S, Te, Pb, Hg, N, As, O, Mn and Sr.

具體地,該核可以包含選自以下群組之至少一者:InP、InZnP、InGaP、CdSe、CdS、CdTe、ZnS、ZnSe、ZnTe、CdSeTe、CdZnS、CdSeS、PbSe、PbS、PbTe、AgInZnS、AgInGaS、HgS、HgSe、HgTe、GaN、GaP、GaAs、InGaN InAs和ZnO,該殼可以包含選自以下群組之至少一者:ZnS、ZnSe、ZnTe、ZnO、CdS、CdSe、CdTe、CdO、InP、InS、GaP、GaN、GaO、GaS、InZnP、InGaP、InGaN、InZnSCdSe、PbS、TiO、SrSe 和 HgSe,​​並且較佳可以包含選自以下群組之至少一者:InP/ZnS、InP/ZnSe、InP/GaP/ZnS、InP/ZnSe/ZnS、InP/ZnSeTe/ZnS和 InP/MnSe/ZnS,​​但不限於此。Specifically, the core may include at least one selected from the following groups: InP, InZnP, InGaP, CdSe, CdS, CdTe, ZnS, ZnSe, ZnTe, CdSeTe, CdZnS, CdSeS, PbSe, PbS, PbTe, AgInZnS, AgInGaS , HgS, HgSe, HgTe, GaN, GaP, GaAs, InGaN InAs and ZnO, the shell may include at least one selected from the following groups: ZnS, ZnSe, ZnTe, ZnO, CdS, CdSe, CdTe, CdO, InP, InS, GaP, GaN, GaO, GaS, InZnP, InGaP, InGaN, InZnSCdSe, PbS, TiO, SrSe and HgSe, and preferably can include at least one selected from the following groups: InP/ZnS, InP/ZnSe , InP/GaP/ZnS, InP/ZnSe/ZnS, InP/ZnSeTe/ZnS and InP/MnSe/ZnS, but not limited to these.

一般來說,可以藉由濕式化學製程、金屬有機化學氣相沉積(MOCVD)製程或分子束磊晶(MBE)製程來製備量子點。Generally speaking, quantum dots can be prepared by wet chemical processes, metal-organic chemical vapor deposition (MOCVD) processes, or molecular beam epitaxy (MBE) processes.

根據本發明的量子點可以藉由濕式化學製程合成。Quantum dots according to the present invention can be synthesized by wet chemical processes.

濕式化學製程是一種藉由將前驅物置於有機溶劑中來使粒子生長的方法,晶體生長時,有機溶劑自然地配位在量子點晶體的表面,發揮分散劑的作用並調整晶體的生長,因此可以藉由使用比氣相沉積方法(有機金屬化學氣相沉積或分子束磊晶等)更容易和更便宜的製程來控制量子點粒子的尺寸生長。The wet chemical process is a method of growing particles by placing precursors in organic solvents. When the crystal grows, the organic solvent naturally coordinates on the surface of the quantum dot crystal, acting as a dispersant and regulating the growth of the crystal. Therefore, the size growth of quantum dot particles can be controlled by using a process that is easier and cheaper than vapor deposition methods (organometallic chemical vapor deposition or molecular beam epitaxy, etc.).

當藉由濕式化學製程製備量子點時,為了防止量子點的聚集並控制量子點的粒徑在奈米水準上,使用有機配位基。作為這樣的有機配位基,一般可以使用油酸。When preparing quantum dots through wet chemical processes, organic ligands are used in order to prevent aggregation of quantum dots and control the particle size of quantum dots at the nanometer level. As such an organic ligand, oleic acid can generally be used.

在本發明的一個實施態樣中,在量子點的製備過程中使用的油酸藉由配位基交換法被由化學式1表示的化合物所取代。In one embodiment of the present invention, the oleic acid used in the preparation process of quantum dots is replaced by the compound represented by Chemical Formula 1 through a ligand exchange method.

在配位基交換中,將待交換的有機配位基(即,由化學式1表示的化合物)添加到含有具有原始有機配位基(即,油酸)的量子點的分散液中,這可以藉由在室溫至200℃下攪拌30分鐘至3小時以獲得結合有由化學式1表示的化合物的量子點。如果需要,可以另外進行分離和純化結合有由化學式1的化合物的量子點。In ligand exchange, the organic ligand to be exchanged (i.e., the compound represented by Chemical Formula 1) is added to a dispersion containing quantum dots with the original organic ligand (i.e., oleic acid), which can Quantum dots incorporating the compound represented by Chemical Formula 1 are obtained by stirring at room temperature to 200° C. for 30 minutes to 3 hours. If necessary, the quantum dots combined with the compound of Chemical Formula 1 can be additionally separated and purified.

如上所述,根據本發明實施態樣的量子點可以在室溫下藉由簡單的攪拌處理以使用有機配位基交換法製備,因此具有可大量生產的優點。As mentioned above, quantum dots according to embodiments of the present invention can be prepared by using an organic ligand exchange method at room temperature through a simple stirring process, and therefore have the advantage of being mass-produced.

此外,與初始量子效率相比,根據本發明的實施態樣的量子點即使在15天後仍可保持約 90% 以上的量子效率,從而可長期穩定地儲存並且可以以各種用途進行商業化。In addition, compared with the initial quantum efficiency, the quantum dots according to the embodiments of the present invention can maintain a quantum efficiency of more than about 90% even after 15 days, so that they can be stored stably for a long time and can be commercialized for various uses.

量子點分散液Quantum dot dispersion

根據本發明的實施態樣的量子點分散液包含上述量子點、光聚合性化合物和溶劑中的至少一者。The quantum dot dispersion liquid according to the embodiment of the present invention contains at least one of the above-mentioned quantum dots, a photopolymerizable compound and a solvent.

量子點quantum dots

根據本發明的實施態樣的量子點分散液包含上述量子點。對量子點的描述與上文在<量子點>中的描述相同。The quantum dot dispersion liquid according to the embodiment of the present invention contains the above-mentioned quantum dots. The description of quantum dots is the same as the description above in <Quantum Dots>.

相對於量子點分散液的總重量,該量子點的含量可以為10至90重量%,較佳為20至80重量%,更佳為30至70重量%。當量子點的含量在上述範圍內時,優點在於:發光效率優異,並且使用該量子點製備的光轉換塗層的可靠性優異。當量子點的含量在上述範圍內時,量子點的分散性良好,塗布或噴射特性優異,並且光學特性和可靠性優異,因此是較佳的。Relative to the total weight of the quantum dot dispersion, the content of the quantum dots may be 10 to 90% by weight, preferably 20 to 80% by weight, and more preferably 30 to 70% by weight. When the content of the quantum dots is within the above range, there are advantages in that the luminous efficiency is excellent and the reliability of the light conversion coating prepared using the quantum dots is excellent. When the content of the quantum dots is within the above range, the dispersibility of the quantum dots is good, the coating or spraying characteristics are excellent, and the optical characteristics and reliability are excellent, so it is preferable.

光聚合性化合物photopolymerizable compound

光聚合性化合物用於改善量子點的分散性。Photopolymerizable compounds are used to improve the dispersion of quantum dots.

光聚合性化合物例如可以舉出單官能基單體、雙官能基單體和其他多官能基單體等,並且較佳地,可以使用雙官能基以上的單體。Examples of the photopolymerizable compound include monofunctional monomers, bifunctional monomers, and other polyfunctional monomers. Preferably, monomers with a bifunctional or higher group can be used.

單官能基單體的種類沒有特別限制,例如可以舉出:壬基苯基卡必醇丙烯酸酯、丙烯酸2-羥基-3-苯氧基丙酯、丙烯酸2-乙基己基卡必醇、丙烯酸2-羥乙酯等。The type of monofunctional monomer is not particularly limited, and examples thereof include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, and acrylic acid. 2-hydroxyethyl ester, etc.

雙官能基單體的類型沒有特別限制,例如可以舉出:1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、雙酚A的雙(丙烯醯氧基乙基)醚、3-甲基戊二醇二(甲基)丙烯酸酯等。The type of the bifunctional monomer is not particularly limited, and examples thereof include: 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, and ethylene glycol di(meth)acrylate. (Meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methyl Pentylene glycol di(meth)acrylate, etc.

多官能基單體的類型沒有特別限制,例如可以舉出:三羥甲基丙烷三(甲基)丙烯酸酯、甲氧基化三羥甲基丙烷三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、乙氧基化二季戊四醇六(甲基)丙烯酸酯、丙氧基化二季戊四醇六(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯等。The type of the multifunctional monomer is not particularly limited, and examples thereof include: trimethylolpropane tri(meth)acrylate, methoxylated trimethylolpropane tri(meth)acrylate, propoxylated Trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate , ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc.

其中,在揮發性、黏度和噴射特性方面,光聚合性化合物更佳的是包含選自以下群組之至少一者:丙烯酸-2-羥乙酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二甘醇二(甲基)丙烯酸酯乳液、三甘醇二(甲基)丙烯酸酯、二丙二醇二(甲基)丙烯酸酯和三丙二醇二(甲基)丙烯酸酯。Among them, in terms of volatility, viscosity and spray characteristics, the photopolymerizable compound preferably contains at least one selected from the following groups: 2-hydroxyethyl acrylate, 1,4-butanediol di(methyl ) Acrylate, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate emulsion, triethylene glycol di(meth)acrylate Acrylates, dipropylene glycol di(meth)acrylate and tripropylene glycol di(meth)acrylate.

當根據本發明的量子點分散液包含光聚合性化合物時,相對於量子點分散液的總重量,光聚合性化合物的含量可以為10至90重量%,較佳為20至80重量%,更佳為 30 至70% 重量%。光聚合性化合物的含量在上述範圍內時,量子點的分散性良好,塗布性或噴射性優異,光學特性和可靠性優異,因此是較佳的。When the quantum dot dispersion according to the present invention contains a photopolymerizable compound, the content of the photopolymerizable compound may be 10 to 90% by weight, preferably 20 to 80% by weight, relative to the total weight of the quantum dot dispersion. Preferably, it is 30 to 70% by weight. When the content of the photopolymerizable compound is within the above range, it is preferable because the quantum dots have good dispersibility, excellent coating properties and spray properties, and excellent optical properties and reliability.

在本發明中,對光聚合性化合物的描述同樣適用於下文所描述的光轉換固化性組合物中所包含的光聚合性化合物。In the present invention, the description of the photopolymerizable compound applies equally to the photopolymerizable compound contained in the photoconversion curable composition described below.

溶劑Solvent

只要溶劑能有效溶解包含在量子點分散液中的其他組分,就可以使用本領域常用的溶劑而沒有特別限制。作為具體實例,溶劑可​​以選自以下之至少一者:醚類、乙酸酯類、芳烴類、酮類、醇類、酯類和醯胺類,但不限於此。As long as the solvent can effectively dissolve other components contained in the quantum dot dispersion liquid, solvents commonly used in the art can be used without particular limitations. As a specific example, the solvent may be selected from at least one of the following: ethers, acetates, aromatic hydrocarbons, ketones, alcohols, esters and amides, but is not limited thereto.

具體地,醚類溶劑可以例如舉出:乙二醇單烷基醚類例如乙二醇單甲醚、乙二醇單乙醚、乙二醇單丙醚、乙二醇單丁醚等;丙二醇單烷基醚類例如丙二醇單甲醚、丙二醇單乙醚、丙二醇單丙醚、丙二醇單丁醚等;二甘醇二烷基醚類例如二甘醇二甲醚、二甘醇二乙醚、二甘醇二丙醚、二甘醇二丁醚等。Specifically, ether solvents include: ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, etc.; propylene glycol mono Alkyl ethers such as propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monopropyl ether, propylene glycol monobutyl ether, etc.; diethylene glycol dialkyl ethers such as diglyme, diglyme diethyl ether, diethylene glycol Dipropyl ether, diethylene glycol dibutyl ether, etc.

具體地,醋酸酯類溶劑可以例如舉出:伸烷基二醇烷基醚乙酸酯類例如甲基溶纖劑乙酸酯、乙基溶纖劑乙酸酯、丙二醇單甲醚乙酸酯、丙二醇單乙醚乙酸酯、丙二醇單丙醚乙酸酯等;烷氧基烷基乙酸酯類例如乙酸甲氧基丁酯、乙酸甲氧基戊酯、乙酸正戊酯等。Specifically, acetate solvents include, for example, alkylene glycol alkyl ether acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, Propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, etc.; alkoxyalkyl acetates such as methoxybutyl acetate, methoxypentyl acetate, n-pentyl acetate, etc.

具體地,芳烴類溶劑可以例如舉出:苯、甲苯、二甲苯、均三甲苯等。Specific examples of aromatic hydrocarbon solvents include benzene, toluene, xylene, mesitylene, and the like.

具體地,酮類溶劑可以例如舉出:甲基乙基酮、丙酮、甲基戊基酮、甲基異丁基酮、環己酮等。Specific examples of ketone solvents include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, cyclohexanone, and the like.

具體地,醇類溶劑可以例如舉出:乙醇、丙醇、丁醇、己醇、環己醇、乙二醇、甘油等。Specific examples of the alcohol solvent include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, glycerin, and the like.

具體地,酯類溶劑可以例如舉出:γ-丁內酯等環狀酯類;3-乙氧基丙酸乙酯、3-甲氧基丙酸甲酯、3-乙氧基丙酸乙酯等。Specific examples of the ester solvent include: cyclic esters such as γ-butyrolactone; ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and ethyl 3-ethoxypropionate. Ester etc.

具體地,醯胺溶劑可以例如舉出:N,N-二甲基甲醯胺、N,N-二甲基乙醯胺和N-甲基吡咯烷酮等。Specific examples of the amide solvent include N,N-dimethylformamide, N,N-dimethylacetamide, N-methylpyrrolidone, and the like.

這些溶劑可以分別單獨使用或混合二種以上來使用。These solvents can be used individually or in mixture of two or more types.

當根據本發明的量子點分散液包含溶劑時,相對於量子點分散液的總重量,溶劑的含量可以為10至90重量%,較佳為20至80重量%,更佳為30至70重量%。當溶劑的含量在上述範圍內時,量子點的分散性良好,塗布或噴射性優異,並且光學特性和可靠性優異,因此是較佳的。When the quantum dot dispersion according to the present invention contains a solvent, the content of the solvent may be 10 to 90% by weight, preferably 20 to 80% by weight, and more preferably 30 to 70% by weight relative to the total weight of the quantum dot dispersion. %. When the content of the solvent is within the above range, it is preferable because the quantum dots have good dispersibility, excellent coating or spraying properties, and excellent optical properties and reliability.

在本發明中,對溶劑的描述同樣適用於下文所描述的光轉換固化性組合物中所包含的溶劑。In the present invention, the description of the solvent applies equally to the solvent contained in the photoconversion curable composition described below.

光轉換固化性組合物Photoconversion curable composition

根據本發明的實施態樣的光轉換固化性組合物除了包含上述量子點以外,還可以根據需要進一步包含一種以上的本領域習知成分,例如散射粒子、光聚合性化合物、光聚合性引發劑、抗氧化劑和溶劑等。對溶劑的描述與上文在<量子點分散液>中的描述相同。In addition to the above-mentioned quantum dots, the photoconversion curable composition according to the embodiment of the present invention may further contain one or more components commonly known in the art, such as scattering particles, photopolymerizable compounds, and photopolymerizable initiators as needed. , antioxidants and solvents, etc. The description of the solvent is the same as that described above in <Quantum Dot Dispersion Liquid>.

從連續製程方面考慮,根據本發明的實施態樣的光轉換固化性組合物可以是不含溶劑的無溶劑型。這種無溶劑型的光轉換固化性組合物具有高分散性和高黏度穩定性,並且可以適合用於根據噴墨方式的連續製程。From the perspective of a continuous process, the photoconversion curable composition according to the embodiment of the present invention may be a solvent-free type that does not contain a solvent. This solvent-free photoconvertible curable composition has high dispersibility and high viscosity stability, and can be suitable for use in continuous processes based on inkjet methods.

本發明的光轉換固化性組合物的製備方法沒有特別限制,可以使用本領域習知的方法。The preparation method of the photoconversion curable composition of the present invention is not particularly limited, and methods commonly known in the art can be used.

量子點quantum dots

根據本發明的實施態樣的光轉換固化性組合物包含上述量子點。 此外,就提高分散性而言,可以藉由先製備量子點分散液,然後再混合其餘成分來製備光轉換固化性組合物。對量子點和量子點分散液的描述與上文在<量子點>和<量子點分散液>中的描述相同。The photoconversion curable composition according to an embodiment of the present invention contains the above-mentioned quantum dots. In addition, in terms of improving dispersion, the photoconversion curable composition can be prepared by first preparing a quantum dot dispersion liquid and then mixing the remaining components. The description of quantum dots and quantum dot dispersion liquid is the same as described above in <Quantum Dot> and <Quantum Dot Dispersion>.

相對於光轉換固化性組合物的固體含量的總重量,量子點的含量可以為1至60重量%,較佳為5至55重量%,更佳為10至50重量%。包含上述含量範圍內的量子點的光轉換固化性組合物是較佳的,因為其可以具有增加的發光效率和改善的顏色再現性。Relative to the total weight of the solid content of the photoconversion curable composition, the content of quantum dots may be 1 to 60% by weight, preferably 5 to 55% by weight, and more preferably 10 to 50% by weight. The photoconversion curable composition containing quantum dots within the above content range is preferable because it can have increased luminous efficiency and improved color reproducibility.

散射粒子scattering particles

散射粒子可以使用一般的無機材料,並且較佳可以包括平均粒徑為30至1000奈米的金屬氧化物。The scattering particles can use general inorganic materials, and preferably can include metal oxides with an average particle diameter of 30 to 1000 nanometers.

金屬氧化物物可以是包含選自以下金屬之至少一者的氧化物:Li、Be、B、Na、Mg、Al、Si、K、Ca、Sc、V、Cr、Mn、Fe、Ni、Cu、Zn、Ga、Ge、Rb、Sr、Y、Mo、 Cs、Ba、La、Hf、W、Tl、Pb、Ce、Pr、Nd、Pm、Sm、Eu、Gd、Tb、Dy、Ho、Er、Tm、Yb、Ti、Sb、Sn、Zr、Nb、Ce、Ta、In及它們的組合,但不限於此。The metal oxide may be an oxide including at least one selected from the following metals: Li, Be, B, Na, Mg, Al, Si, K, Ca, Sc, V, Cr, Mn, Fe, Ni, Cu , Zn, Ga, Ge, Rb, Sr, Y, Mo, Cs, Ba, La, Hf, W, Tl, Pb, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er , Tm, Yb, Ti, Sb, Sn, Zr, Nb, Ce, Ta, In and their combinations, but are not limited to these.

具體地,可以是選自以下群組之一者以上:Al 2O 3、SiO 2、ZnO、ZrO 2、BaTiO 3、TiO 2、Ta 2O 5、Ti 3O 5、ITO、IZO、ATO、ZnO-Al、Nb 2O 3、SnO、MgO及它們的組合,從散射效果方面考慮,較佳為包含TiO 2。如果需要,也可以使用以具有不飽和鍵的化合物(丙烯酸酯等)進行表面處理的材料。 Specifically, it may be one or more selected from the following groups: Al 2 O 3 , SiO 2 , ZnO, ZrO 2 , BaTiO 3 , TiO 2 , Ta 2 O 5 , Ti 3 O 5 , ITO, IZO, ATO, ZnO-Al, Nb 2 O 3 , SnO, MgO and their combinations preferably contain TiO 2 from the perspective of scattering effect. If necessary, a material surface-treated with a compound having an unsaturated bond (acrylate, etc.) can also be used.

當根據本發明的量子點光轉換固化性組合物包含散射粒子時,較佳的是可以藉由散射粒子增加從量子點自發發射的光的路徑來提高彩色濾光片中的整體光效率。When the quantum dot light-converting curable composition according to the present invention includes scattering particles, it is preferable that the overall light efficiency in the color filter can be improved by increasing the paths of light spontaneously emitted from the quantum dots through the scattering particles.

較佳地,散射粒子可以具有30至1000奈米的平均粒徑,較佳為100至500奈米的範圍。此時,如果粒徑太小,則不能期望從量子點發出的光具有足夠的散射效果,另一方面,如果太大,則在組合物中下沉或不能獲得品質均勻的自發光層表面,因此在上述範圍內適當調整而使用。Preferably, the scattering particles may have an average particle diameter of 30 to 1000 nanometers, preferably in the range of 100 to 500 nanometers. At this time, if the particle size is too small, sufficient scattering effect for the light emitted from the quantum dots cannot be expected, and on the other hand, if it is too large, it will sink in the composition or a self-luminous layer surface of uniform quality cannot be obtained, Therefore, use it with appropriate adjustment within the above range.

當根據本發明的光轉換固化性組合物包含散射粒子時,相對於光轉換固化性組合物的總固體重量,散射粒子的含量可以為0.5至35重量%,較佳為0.5至15重量%,更佳為3至10重量%。當散射粒子在上述含量範圍內時,可以提供具有優異的發光效率和光保持性、表面硬度優異、無裂紋、擴散性和靈敏度良好並具有圖案穩定性、顯影速度、耐溶劑性和脫氣減少效果的光轉換固化性組合物。When the light-converting curable composition according to the present invention includes scattering particles, the content of the scattering particles may be 0.5 to 35% by weight, preferably 0.5 to 15% by weight, relative to the total solid weight of the light-converting curable composition. More preferably, it is 3 to 10% by weight. When the scattering particles are within the above content range, it is possible to provide excellent luminous efficiency and light retention, excellent surface hardness, no cracks, good diffusivity and sensitivity as well as pattern stability, development speed, solvent resistance and degassing reduction effects. photoconvertible curable composition.

光聚合性化合物photopolymerizable compound

光聚合性化合物可以例如舉出:單官能基單體、雙官能基單體和其他多官能基單體等,並且較佳可以使用雙官能基以上的單體。Examples of the photopolymerizable compound include monofunctional monomers, bifunctional monomers, other polyfunctional monomers, and the like, and monomers having a bifunctional or higher group are preferably used.

單官能基單體的種類沒有特別限制,例如可以舉出:壬基苯基卡必醇丙烯酸酯、丙烯酸2-羥基-3-苯氧基丙酯、丙烯酸2-乙基己基卡必醇、丙烯酸2-羥乙酯等。The type of monofunctional monomer is not particularly limited, and examples thereof include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, and acrylic acid. 2-hydroxyethyl ester, etc.

雙官能基單體的類型沒有特別限制,例如可以舉出:1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、新戊二醇二(甲基)丙烯酸酯、三乙二醇二(甲基)丙烯酸酯、雙酚A的雙(丙烯醯氧基乙基)醚、3-甲基戊二醇二(甲基)丙烯酸酯等。The type of the bifunctional monomer is not particularly limited, and examples thereof include: 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, and ethylene glycol di(meth)acrylate. (Meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methyl Pentylene glycol di(meth)acrylate, etc.

多官能基單體的類型沒有特別限制,例如可以舉出:三羥甲基丙烷三(甲基)丙烯酸酯、甲氧基化三羥甲基丙烷三(甲基)丙烯酸酯、丙氧基化三羥甲基丙烷三(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、季戊四醇四(甲基)丙烯酸酯、二季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、乙氧基化二季戊四醇六(甲基)丙烯酸酯、丙氧基化二季戊四醇六(甲基)丙烯酸酯、二季戊四醇六(甲基)丙烯酸酯等。The type of the multifunctional monomer is not particularly limited, and examples thereof include: trimethylolpropane tri(meth)acrylate, methoxylated trimethylolpropane tri(meth)acrylate, propoxylated Trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate , ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc.

其中,在揮發性、黏度和噴射特性方面,更佳可以是包含以下群組之至少一者:丙烯酸-2-羥乙酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二甘醇二(甲基)丙烯酸酯乳膠、三甘醇二(甲基)丙烯酸酯、二丙二醇二(甲基)丙烯酸酯、三丙二醇二(甲基)丙烯酸酯。Among them, in terms of volatility, viscosity and spray characteristics, it is more preferable to include at least one of the following groups: 2-hydroxyethyl acrylate, 1,4-butanediol di(meth)acrylate, 1, 6-Hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate latex, triethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate (Meth)acrylate, tripropylene glycol di(meth)acrylate.

當根據本發明的光轉換固化性組合物包含光聚合性化合物時,相對於光轉換固化性組合物的總固體重量,光聚合性化合物的含量可以為20至80重量%,較佳為30至70重量%。當光聚合性化合物的含量在上述含量範圍內時,可以獲得以下效果:不會降低感光度,並且可以改善像素部分的強度或平滑度。When the photoconversion curable composition according to the present invention includes a photopolymerizable compound, the content of the photopolymerizable compound may be 20 to 80% by weight, preferably 30 to 80% by weight relative to the total solid weight of the photoconversion curable composition. 70% by weight. When the content of the photopolymerizable compound is within the above content range, the following effects can be obtained: the sensitivity is not reduced and the intensity or smoothness of the pixel portion can be improved.

光聚合引發劑Photopolymerization initiator

光聚合引發劑為引發上述光聚合性化合物進行聚合的化合物,本發明並沒有特別限制,但從聚合特性、引發效率、吸收波長、可獲得性、價格等方面考慮,較佳為使用選自以下群組之化合物之至少一者:苯乙酮類化合物、二苯甲酮類化合物、三嗪類化合物、聯咪唑類化合物、肟類化合物、醯基膦類化合物和噻噸酮類化合物。The photopolymerization initiator is a compound that initiates the polymerization of the above-mentioned photopolymerizable compound. The present invention is not particularly limited. However, from the aspects of polymerization characteristics, initiation efficiency, absorption wavelength, availability, price, etc., it is preferable to use one selected from the following: At least one of the compounds of the group: acetophenone compounds, benzophenone compounds, triazine compounds, biimidazole compounds, oxime compounds, acylphosphine compounds and thioxanthone compounds.

作為苯乙酮類化合物,例如可以舉出:二乙氧基苯乙酮、2-羥基-2-甲基-1-苯基丙-1-酮、苄基二甲基縮酮、2-羥基-1-[4-(2-羥基乙氧基)苯基]-2-甲基丙-1-酮、1-羥基環己基苯基酮、2-甲基-1-(4-甲基噻吩基)-2-嗎啉基丙烷-1-酮、2-苄基-2-二甲基胺基-1-(4-嗎啉代苯基)丁-1-酮、2-羥基-2-甲基[4-(1-甲基乙烯基)苯基]丙-1-酮的寡聚物等,較佳為可以舉出2-苄基-2-二甲基胺基-1-(4-嗎啉代苯基)丁-1-酮等。Examples of acetophenone compounds include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethyl ketal, and 2-hydroxy -1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophene base)-2-morpholinylpropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2- Methyl[4-(1-methylvinyl)phenyl]propan-1-one oligomers, etc., preferably 2-benzyl-2-dimethylamino-1-(4 -morpholinophenyl)butan-1-one, etc.

作為二苯甲酮類化合物,例如可以舉出:苯偶姻、苯偶姻甲醚、苯偶姻乙醚、苯偶姻異丙醚、苯偶姻異丁醚等。作為二苯甲酮化合物,例如可以舉出:二苯甲酮、鄰苯甲醯基苯甲酸甲酯、4-苯基苯甲酮、4-苯甲醯基-4'-甲基二苯硫醚、3,3',4,4'-四(三級丁基過氧羰基)二苯甲酮、2,4,6-三甲基二苯甲酮等。噻噸酮類化合物例如可以舉出:2-異丙基噻噸酮、4-異丙基噻噸酮、2,4-二乙基噻噸酮、2,4-二氯噻噸酮、1-氯-4-丙氧基噻噸酮等。Examples of benzophenone compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, and the like. Examples of benzophenone compounds include benzophenone, methyl o-phenylbenzoate, 4-phenylbenzophenone, and 4-benzyl-4'-methyldiphenylsulfide. Ether, 3,3',4,4'-tetrakis(tertiary butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, etc. Examples of thioxanthone compounds include 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1 -Chloro-4-propoxythioxanthone, etc.

三嗪類化合物例如可以舉出:2,4-雙(三氯甲基)-6-(4-甲氧基苯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基萘基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-(4-甲氧基苯乙烯基)-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(5-甲基呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(呋喃-2-基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(4-二乙胺基-2-甲基苯基)乙烯基]-1,3,5-三嗪、2,4-雙(三氯甲基)-6-[2-(3,4二甲氧基苯基)乙烯基]-1,3,5-三嗪等。Examples of triazine compounds include: 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, Methyl)-6-(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-(4-methoxystyryl)- 1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -[2-(4-diethylamino-2-methylphenyl)vinyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-( 3,4dimethoxyphenyl)vinyl]-1,3,5-triazine, etc.

聯咪唑類化合物例如可以舉出:2,2'-雙(2-氯苯基)-4,4',5,5'-四(4-乙氧基羰基苯基)-1,2'-聯咪唑、2,2'-雙(2-溴苯基)-4, 4',5,5'-四(4-乙氧基羰基苯基)-1,2'-聯咪唑、2,2'-雙(2-氯苯基))-4,4',5,5'-四苯基-1,2 '-聯咪唑、2,2'-雙(2,4-二氯苯基)-4,4',5,5'-四苯基-1,2'-聯咪唑、2,2'-雙(2,4,6-三氯苯基)-4,4',5,5'-四苯基-1,2'-聯咪唑、2,2'-雙(2-溴苯基)-4、4,5,5'-四苯基-1,2'-聯咪唑、2,2'-雙(2,4-二溴苯基)-4,4',5,5'-四苯基-1,2'-聯咪唑, 2,2'-雙(2,4,6-三溴苯基)-4 ,4', 5,5'-四苯基-1,2'-聯咪唑等。Examples of biimidazole compounds include: 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1,2'- Biimidazole, 2,2'-bis(2-bromophenyl)-4,4',5,5'-tetrakis(4-ethoxycarbonylphenyl)-1,2'-biimidazole, 2,2 '-Bis(2-chlorophenyl))-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4-dichlorophenyl) -4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6-trichlorophenyl)-4,4',5,5 '-Tetraphenyl-1,2'-biimidazole, 2,2'-bis(2-bromophenyl)-4, 4,5,5'-tetraphenyl-1,2'-biimidazole, 2 ,2'-bis(2,4-dibromophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole, 2,2'-bis(2,4,6 -Tribromophenyl)-4,4', 5,5'-tetraphenyl-1,2'-biimidazole, etc.

肟類化合物例如可以舉出:2-(O-苯甲醯基肟)-1-[4-(苯硫基)苯基]-1,2-辛二酮、1-(4-甲基硫基苯基)丁烷-1,2-丁烷-2-肟-O-乙酸酯、1-(4-甲基硫基苯基)丁-1-酮肟-O-乙酸酯、羥基亞胺基(4-甲基硫基苯基)乙酸乙酯-O-乙酸酯、羥基亞胺基(4-甲基硫基苯基)乙酸乙酯-O-苯甲酸酯等,並以BASF公司市售的Irgacure OXE-01、OXE-02等作為代表。Examples of oxime compounds include: 2-(O-benzoyl oxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(4-methylsulfide) phenyl)butane-1,2-butane-2-oxime-O-acetate, 1-(4-methylthiophenyl)butane-1-oxime-O-acetate, hydroxyl Imino (4-methylthiophenyl) ethyl acetate-O-acetate, hydroxyimino (4-methylthiophenyl) ethyl acetate-O-benzoate, etc., and Representative products include Irgacure OXE-01 and OXE-02 commercially available from BASF.

醯基膦類化合物例如可以舉出:2,4,6-三甲基苯甲醯基二苯基氧化膦、2,6-二甲基苯甲醯基二苯基氧化膦、2,6-二甲氧基苯甲醯基二苯基氧化膦、2,6-二氯苯甲醯基二苯基氧化膦、2,3,5,6-四甲基苯甲醯基二苯基氧化膦、雙(2 ,4,6-三甲基苯甲醯基)-苯基氧化膦、雙(2,6-二甲氧基苯甲醯基)-2,4,4-三甲基-戊基氧化膦、2,4,6-三甲基苯甲醯基苯基次膦酸甲酯、2,4,6-三甲基苯甲醯基苯基次膦酸可舉出乙酯、2,4,6-三甲基苯甲醯基苯基次膦酸苯酯等。Examples of acylphosphine compounds include 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 2,6-dimethylbenzoyldiphenylphosphine oxide, 2,6-trimethylbenzoyldiphenylphosphine oxide, Dimethoxybenzoyldiphenylphosphine oxide, 2,6-dichlorobenzoyldiphenylphosphine oxide, 2,3,5,6-tetramethylbenzoyldiphenylphosphine oxide , bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide, bis(2,6-dimethoxybenzoyl)-2,4,4-trimethyl-pentanyl Phosphine oxide, methyl 2,4,6-trimethylbenzoylphenylphosphinate, and 2,4,6-trimethylbenzoylphenylphosphinic acid include ethyl ester, 2 , 4,6-Trimethylbenzylphenylphosphinic acid phenyl ester, etc.

噻噸酮類化合物例如可以舉出:噻噸酮、2-氯噻噸酮、2-甲基噻噸酮、異丙基噻噸酮、2,4-二異丙基噻噸酮等。Examples of the thioxanthone compound include thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, and 2,4-diisopropylthioxanthone.

當根據本發明的光轉換固化性組合物包含光聚合引發劑時,相對於光轉換固化性組合物的總固體重量,光聚合引發劑的含量可以為0.2至15重量%,較佳為0.5至10重量%。當光聚合引發劑的含量在上述範圍內時,具有以下優點:光轉換固化性組合物的感光度高,因此使用該組合物形成的像素部分的強度和像素部分的表面的平滑度變得良好。When the photoconversion curable composition according to the present invention includes a photopolymerization initiator, the content of the photopolymerization initiator may be 0.2 to 15% by weight, preferably 0.5 to 15% by weight relative to the total solid weight of the photoconversion curable composition. 10% by weight. When the content of the photopolymerization initiator is within the above range, there is an advantage that the sensitivity of the photoconversion curable composition is high, so the intensity of the pixel portion formed using the composition and the smoothness of the surface of the pixel portion become good. .

抗氧化劑Antioxidants

抗氧化劑可以包括選自以下的至少一者:磷類抗氧化劑、酚類抗氧化劑和硫類抗氧化劑,並且可以較佳包括選自以下的至少一者:磷類抗氧化劑和硫類抗氧化劑。The antioxidant may include at least one selected from the group consisting of phosphorus antioxidants, phenolic antioxidants, and sulfur antioxidants, and may preferably include at least one selected from the group consisting of phosphorus antioxidants and sulfur antioxidants.

作為磷類抗氧化劑,例如可以使用選自以下的至少一者::三(2,4-二-三級丁基苯基)亞磷酸酯(Songnox 1680)、三(壬基苯基)亞磷酸酯(TNPP)、二-(2,4-二-三級丁基苯基)季戊四醇二磷化物等。As the phosphorus antioxidant, for example, at least one selected from the following can be used: tris(2,4-di-tertiary butylphenyl)phosphite (Songnox 1680), tris(nonylphenyl)phosphite Ester (TNPP), bis-(2,4-di-tertiary butylphenyl) pentaerythritol diphosphide, etc.

作為酚類抗氧化劑,例如可以使用選自以下的至少一者::2,6-二-三級丁基-4-甲基苯酚(BHT)、硫代二亞乙基雙[2-(3,5-二-三級丁基-4-羥基苯基)丙酸酯(Songnox 1035)、十八烷基-3-(3,5-二-三級丁基-4-羥基苯基)丙酸酯(Songox 1076),四[亞甲基-3-(3,5-二-三級丁基-4-羥基苯基)丙酸酯]甲烷(Songox 1010)等。As the phenolic antioxidant, for example, at least one selected from the following can be used: 2,6-di-tertiary butyl-4-methylphenol (BHT), thiodiethylenebis[2-(3 ,5-di-tertiary butyl-4-hydroxyphenyl) propionate (Songnox 1035), octadecyl-3-(3,5-di-tertiary butyl-4-hydroxyphenyl) propionate acid ester (Songox 1076), tetrakis[methylene-3-(3,5-di-tertiary butyl-4-hydroxyphenyl)propionate]methane (Songox 1010), etc.

作為硫類抗氧化劑,例如可以使用選自以下的至少一者::二月桂基-3,3'-硫代二丙酸酯、二咪唑-3,3'-硫代二丙酸酯、二硬脂基-3,3'-硫代二丙酸酯、季戊四醇四(3-月桂基硫代丙酸酯)等。As the sulfur antioxidant, for example, at least one selected from the following can be used: dilauryl-3,3'-thiodipropionate, diimidazole-3,3'-thiodipropionate, dilauryl-3,3'-thiodipropionate, Stearyl-3,3'-thiodipropionate, pentaerythritol tetrakis (3-laurylthiopropionate), etc.

此外,市售的抗氧化劑可以例如舉出:IRGANOX 1035、IRGANOX 1081、IRGANOX 1425、IRGANOX 1726(以上,購自BASF公司)、Sumilizer GP(購自住友化學公司)、135A、AO-40(以上,購自Adeka公司)等。In addition, commercially available antioxidants include, for example: IRGANOX 1035, IRGANOX 1081, IRGANOX 1425, IRGANOX 1726 (the above, purchased from BASF), Sumilizer GP (purchased from Sumitomo Chemical Co., Ltd.), 135A, AO-40 (the above, purchased from Purchased from Adeka Company), etc.

上述例示的抗氧化劑可以單獨使用或混合二種或多種來使用。The antioxidants exemplified above can be used alone or in a mixture of two or more kinds.

當根據本發明的光轉換固化性組合物包含抗氧化劑時,相對於光轉換固化性組合物的總固體重量,抗氧化劑的含量可以為0.1至25重量%,較佳為0.1至10重量%。當抗氧化劑的含量在上述範圍內時,可以提高光轉換油墨固化性組合物的平坦性、黏附性等,因此是較佳的。When the photoconversion curable composition according to the present invention includes an antioxidant, the content of the antioxidant may be 0.1 to 25% by weight, preferably 0.1 to 10% by weight relative to the total solid weight of the photoconversion curable composition. When the content of the antioxidant is within the above range, it is preferable because the flatness, adhesion, etc. of the light conversion ink curable composition can be improved.

上述製備的光轉換固化性組合物可以較佳用於彩色濾光片、光轉換層壓基材等固化膜以及包含它們的圖像顯示裝置。The light conversion curable composition prepared above can be preferably used for cured films such as color filters and light conversion laminated substrates, and image display devices containing them.

固化膜Cured film

本發明提供一種使用上述光轉換固化性組合物所形成的固化膜,該固化膜可以為彩色濾光片或光轉換層壓基材。The present invention provides a cured film formed using the above-mentioned light conversion curable composition. The cured film may be a color filter or a light conversion laminated base material.

彩色濾光片color filter

本發明的用於形成彩色濾光片的圖案的形成方法可以使用本領域習知的方法。The pattern forming method for forming the color filter of the present invention can use methods commonly known in the art.

對於一個實施態樣,圖案形成的方法可以包含: (a)將量子點固化性組合物塗布到基板上的步驟; (b)預烘烤步驟; (c)藉由在獲得的膜上放置光遮罩並照射活性光來固化曝光部分的步驟; (d)使用鹼性水溶液溶解未曝光部分的顯影製程的步驟;以及 (e)乾燥和後烘烤執行步驟。 For one implementation, the patterning method may include: (a) The step of applying the quantum dot curable composition to the substrate; (b) Pre-baking step; (c) The step of curing the exposed portion by placing a photomask on the obtained film and irradiating active light; (d) The step of the development process using an alkaline aqueous solution to dissolve the unexposed parts; and (e) Drying and post-baking execution steps.

基板可以為玻璃基板或聚合物基板,但不限於此。作為玻璃基板,可以較佳使用鈉鈣玻璃、含鋇或鍶的玻璃、鉛玻璃、鋁矽酸鹽玻璃、硼矽酸鹽玻璃、鋇硼矽酸鹽玻璃或石英等。此外,聚合物基材例如可以舉出:聚碳酸酯、丙烯酸、聚對苯二甲酸乙二醇酯、聚醚硫化物或聚碸基板等。The substrate may be a glass substrate or a polymer substrate, but is not limited thereto. As the glass substrate, soda-lime glass, barium- or strontium-containing glass, lead glass, aluminosilicate glass, borosilicate glass, barium borosilicate glass or quartz can be preferably used. Examples of the polymer substrate include polycarbonate, acrylic, polyethylene terephthalate, polyether sulfide, and polystyrene substrates.

此時,可以使用輥塗機、旋塗機、狹縫旋塗機、狹縫塗布機(有時稱為模塗機)、噴墨機等塗布裝置藉由習知的濕式塗布法來進行塗布以獲得期望的厚度。At this time, the conventional wet coating method can be carried out by using coating equipment such as a roller coater, a spin coater, a slot spin coater, a slot coater (sometimes called a die coater), or an inkjet machine. Apply to obtain desired thickness.

預烘烤藉由用烘箱、熱板等加熱來進行。此時,預烘烤中的加熱溫度和加熱時間根據使用的溶劑適當選擇,例如可以在80至150℃的溫度下進行1至30分鐘。Prebaking is performed by heating with an oven, a hot plate, or the like. At this time, the heating temperature and heating time in the prebaking are appropriately selected according to the solvent used, and may be performed at a temperature of 80 to 150° C. for 1 to 30 minutes, for example.

此外,預烘烤之後進行的曝光係藉由曝光機進行並且經過光遮罩曝光,從而僅使與圖案對應的部分感光。此時,作為要照射的光,例如可以使用可見光、紫外線、X射線、電子束等。In addition, the exposure performed after the pre-baking is performed by an exposure machine and exposed through a photomask, so that only the portion corresponding to the pattern is exposed to light. At this time, as the light to be irradiated, for example, visible light, ultraviolet rays, X-rays, electron beams, etc. can be used.

顯影製程係在進行曝光後使用鹼性水溶液以溶解未曝光部分,其目的是為了去除未曝光部分中未去除部分的感光性樹脂組合物,並且藉由該顯影而形成期望的圖案。作為適合於使用該鹼性水溶液顯影的顯影液,例如可以使用鹼金屬或鹼土金屬的碳酸鹽水溶液等。特別是,使用含有1至3重量%的碳酸鈉、碳酸鉀、碳酸鋰等碳酸鹽的鹼性水溶液,在10至50℃、較佳為20至40℃的溫度下使用顯影機或超聲波清洗機進行。The development process uses an alkaline aqueous solution to dissolve the unexposed portion after exposure. The purpose is to remove the photosensitive resin composition in the unexposed portion and form a desired pattern through the development. As a developer suitable for development using this alkaline aqueous solution, for example, a carbonate aqueous solution of an alkali metal or an alkaline earth metal can be used. In particular, an alkaline aqueous solution containing 1 to 3% by weight of carbonates such as sodium carbonate, potassium carbonate, and lithium carbonate is used, and a developing machine or ultrasonic cleaning machine is used at a temperature of 10 to 50°C, preferably 20 to 40°C. conduct.

進行後烘烤以提高圖案化膜與基板之間的黏附力,並且可以藉由例如在80至250℃下熱處理10至120分鐘來進行。後烘烤與預烘烤一樣,可以使用烘箱、熱板等進行。Post-baking is performed to improve the adhesion between the patterned film and the substrate, and can be performed, for example, by heat treatment at 80 to 250° C. for 10 to 120 minutes. Post-baking, like pre-baking, can be done using an oven, hot plate, etc.

光轉換層壓基材Light conversion laminate substrate

根據本發明的光轉換層壓基材包含光轉換固化性組合物的固化產物。光轉換層壓基材包含可塗布於玻璃基板上的光轉換固化性組合物,從而可以不使用對人體有害的溶劑,由此提高操作者的安全和產品生產率。The light conversion laminated base material according to the present invention includes a cured product of the light conversion curable composition. The light-converting laminate substrate contains a light-converting curable composition that can be coated on a glass substrate, thereby eliminating the use of solvents harmful to humans, thereby improving operator safety and product productivity.

光轉換層壓基材可以為矽(Si)、氧化矽(SiO x)或高分子基板,高分子基板可以為聚醚碸(PES)或聚碳酸酯(PC)等。 The light conversion laminate substrate can be silicon (Si), silicon oxide (SiO x ) or a polymer substrate, and the polymer substrate can be polyether styrene (PES) or polycarbonate (PC), etc.

光轉換層壓基材可以藉由塗布光轉換固化性組合物並進行熱固化或光固化來形成。The light conversion laminated base material can be formed by applying a light conversion curable composition and performing thermal curing or photo curing.

圖像顯示裝置image display device

根據本發明的圖像顯示裝置包含上述固化膜,即彩色濾光片或光轉換層壓基材。圖像顯示裝置具體可以舉出以下的顯示裝置等:液晶顯示器(LCD)、有機發光二極體顯示器(OLED)、液晶投影設備、遊戲機用顯示裝置、行動電話等方便攜帶的終端用顯示裝置、數位相機用顯示裝置、汽車導航用顯示裝置等,並且特別適合的是彩色顯示裝置。The image display device according to the present invention includes the above-mentioned cured film, that is, a color filter or a light conversion laminated base material. Specific examples of the image display device include the following display devices: liquid crystal displays (LCDs), organic light-emitting diode displays (OLED), liquid crystal projection equipment, display devices for game consoles, portable terminal display devices such as mobile phones , display devices for digital cameras, display devices for car navigation, etc., and color display devices are particularly suitable.

除了具有彩色濾光片或光轉換層壓基材以外,圖像顯示裝置還包括本領域技術人員習知的構成,並且可以進一步包含,即,本發明包含可以應用彩色濾光片或光轉換層壓基板的圖像顯示裝置。In addition to having a color filter or a light conversion laminated substrate, the image display device also includes a configuration known to those skilled in the art, and may further include, that is, the present invention may apply a color filter or a light conversion layer Image display device with pressed substrate.

根據本發明的包含彩色濾光片的圖像顯示裝置可以在光轉換效率、耐熱性、黏度穩定性和塗膜硬度方面具有優異的特性。The image display device including the color filter according to the present invention can have excellent characteristics in terms of light conversion efficiency, heat resistance, viscosity stability, and coating film hardness.

在下文中,將藉由實施例更詳細地描述本發明。然而,以下實施例旨在更詳細地解釋本發明,並且本發明的範圍不受以下實施例限制。In the following, the invention will be described in more detail by means of examples. However, the following examples are intended to explain the present invention in more detail, and the scope of the present invention is not limited by the following examples.

實施例Example II 和實驗例and experimental examples I >i>

合成例Synthesis example 11 : InPiP /ZnSe/ZnS/ZnSe/ZnS 核殼量子點的合成Synthesis of core-shell quantum dots

將0.4毫莫耳(0.058公克)乙酸銦、0.6毫莫耳(0.15公克)棕櫚酸以及20毫升的1-十八碳烯加入反應器中並在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣。加熱至280℃之後,迅速注入0.2毫莫耳(58微升)的三(三甲基甲矽烷基)膦(TMS3P)和1.0毫升的三辛基膦的混合溶液,並反應0.5分鐘。0.4 mmol (0.058 g) of indium acetate, 0.6 mmol (0.15 g) of palmitic acid and 20 ml of 1-octadecene were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen. After heating to 280°C, quickly inject a mixed solution of 0.2 mmol (58 μl) of tris(trimethylsilyl)phosphine (TMS3P) and 1.0 ml of trioctylphosphine, and react for 0.5 minutes.

然後,將2.4毫莫耳(0.448公克)乙酸鋅、4.8毫莫耳的油酸以及20毫升的三辛胺加入反應器中並在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣,將反應器的溫度升溫至280℃。加入2 毫升先前合成的 InP 核溶液,然後加入4.8毫莫耳硒的三辛基膦溶液(Se/TOP)後,並使最終混合物反應2小時。向迅速冷卻至室溫的反應液中加入乙醇,對離心後所得到的沉澱物進行減壓過濾後,進行減壓乾燥,從而形成InP/ZnSe核殼結構。Then, 2.4 mmol (0.448 g) zinc acetate, 4.8 mmol oleic acid and 20 ml trioctylamine were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen, and the temperature of the reactor was raised to 280°C. 2 ml of the previously synthesized InP core solution was added, followed by 4.8 mmol of selenium in trioctylphosphine solution (Se/TOP), and the final mixture was allowed to react for 2 h. Ethanol is added to the reaction solution that is quickly cooled to room temperature, and the precipitate obtained after centrifugation is filtered under reduced pressure and dried under reduced pressure to form an InP/ZnSe core-shell structure.

然後,將2.4毫莫耳(0.448公克)乙酸鋅、4.8毫莫耳油酸和20毫升的三辛胺加入反應器中並在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣,將反應器的溫度升溫至280℃。加入2 毫升先前合成的 InP 核溶液,然後加入4.8 毫莫耳硫的三辛基膦溶液(S/TOP)後,並使最終混合物反應2小時。向迅速冷卻至室溫的反應液中加入乙醇,並對離心後所得到的沉澱物進行減壓過濾後,進行減壓乾燥。Then, 2.4 mmol (0.448 g) zinc acetate, 4.8 mmol oleic acid and 20 ml trioctylamine were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen, and the temperature of the reactor was raised to 280°C. 2 ml of the previously synthesized InP core solution was added, followed by 4.8 mmol of sulfur in trioctylphosphine (S/TOP), and the final mixture was allowed to react for 2 h. Ethanol was added to the reaction solution that was rapidly cooled to room temperature, and the precipitate obtained after centrifugation was filtered under reduced pressure and dried under reduced pressure.

將得到的量子點粉末分散在氯仿中以使固體含量為10%,從而得到具有InP/ZnSe/ZnS核殼結構的量子點溶液。最大發光波長為 535 奈米。The obtained quantum dot powder was dispersed in chloroform so that the solid content was 10%, thereby obtaining a quantum dot solution with an InP/ZnSe/ZnS core-shell structure. The maximum emission wavelength is 535 nanometers.

實施例Example I-1-1I-1-1 to 1-71-7 和比較例and comparative example I-1-1I-1-1 to 1-41-4 :量子點和量子點分散液的製備: Preparation of quantum dots and quantum dot dispersions

實施例Example I-1-1I-1-1 :配位基取代反應: Ligand substitution reaction 11 ( A-1A-1 )

將5毫升合成例1中得到的量子點溶液加入到離心管中並加入20毫升乙醇而進行沉澱。藉由離心分離並移除上清液,在沉澱物中加入3毫升氯仿使量子點分散,再加入1.0公克的由以下化學式1-1表示的化合物,並且在氮氣氣氛下加熱至60℃反應1小時。Add 5 ml of the quantum dot solution obtained in Synthesis Example 1 to a centrifuge tube and add 20 ml of ethanol to perform precipitation. Separate by centrifugation and remove the supernatant, add 3 ml of chloroform to the precipitate to disperse the quantum dots, then add 1.0 g of the compound represented by the following chemical formula 1-1, and heat to 60°C under a nitrogen atmosphere for reaction 1 hours.

接下來,在反應物中加入25毫升正己烷使量子點沉澱後,進行離心而使沉澱物分離,在60℃的減壓烘箱中乾燥3小時,得到經配位基取代的量子點粉末(A-1)。將1,6-己二醇二丙烯酸酯加入到所獲得的量子點粉末中使得固體含量為50%,然後進行攪拌以製備量子點分散液。最大發光波長為 535 奈米。 [化學式 1-1] Next, 25 ml of n-hexane was added to the reactant to precipitate the quantum dots. The precipitate was separated by centrifugation and dried in a vacuum oven at 60°C for 3 hours to obtain ligand-substituted quantum dot powder (A -1). 1,6-hexanediol diacrylate was added to the obtained quantum dot powder so that the solid content was 50%, and then stirred to prepare a quantum dot dispersion liquid. The maximum emission wavelength is 535 nanometers. [Chemical formula 1-1]

實施例Example I-1-2I-1-2 ,配位基取代反應, ligand substitution reaction 22 ( A-2A-2 )

除了使用由化學式1-2表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 536 奈米。 [化學式1-2] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-2 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 536 nanometers. [Chemical formula 1-2]

實施例Example I-1-3I-1-3 ,配位基取代反應, ligand substitution reaction 33 ( A-3A-3 )

除了使用由化學式1-3表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 536 奈米。 [化學式1-3] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-3 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 536 nanometers. [Chemical formula 1-3]

實施例Example I-1-4I-1-4 ,配位基取代反應, ligand substitution reaction 44 ( A-4A-4 )

除了使用由化學式1-4表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 535 奈米。 [化學式1-4] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-4 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 535 nanometers. [Chemical formula 1-4]

實施例Example I-1-5I-1-5 ,配位基取代反應, ligand substitution reaction 55 ( A-5A-5 )

除了使用由化學式1-5表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 535 奈米。 [化學式1-5] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-5 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 535 nanometers. [Chemical formula 1-5]

實施例Example I-1-6I-1-6 ,配位基取代反應, ligand substitution reaction 66 ( A-6A-6 )

除了使用由化學式1-6表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 535 奈米。 [化學式1-6] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-6 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 535 nanometers. [Chemical formula 1-6]

實施例Example I-1-7I-1-7 ,配位基取代反應, ligand substitution reaction 77 ( A-7A-7 )

除了使用由化學式1-7表示的化合物代替實施例I-1-1中使用的配位基以外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 536 奈米。 [化學式1-7] The preparation was performed using the same method as in Example I-1-1 except that the compound represented by Chemical Formula 1-7 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 536 nanometers. [Chemical formula 1-7]

比較例Comparative example I-1-1I-1-1 :未實施配位基交換反應的量子點分散液(: Quantum dot dispersion without ligand exchange reaction ( A-8A-8 )

將在合成例1中得到的5毫升量子點溶液加入到離心管中,加入20毫升乙醇而使量子點沉澱。在移除上清液並分離沉澱物之後,在60℃烘箱中乾燥3小時。 將1,6-己二醇二丙烯酸酯加入到所獲得的量子點粉末中以使得固體含量為50%,然後進行攪拌以製備量子點分散液。最大發光波長為 536 奈米。Add 5 ml of the quantum dot solution obtained in Synthesis Example 1 to a centrifuge tube, and add 20 ml of ethanol to precipitate the quantum dots. After removing the supernatant and separating the precipitate, it was dried in a 60°C oven for 3 hours. 1,6-hexanediol diacrylate was added to the obtained quantum dot powder so that the solid content was 50%, and then stirred to prepare a quantum dot dispersion liquid. The maximum emission wavelength is 536 nanometers.

比較例Comparative example I-1-2I-1-2 :配位基取代反應: Ligand substitution reaction 88 ( A-9A-9 )

除了使用以下化學式3-1代替實施例I-1-1中使用的配位基之外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 535 奈米。 [化學式 3-1] The same method as in Example I-1-1 was used except that the following Chemical Formula 3-1 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 535 nanometers. [Chemical formula 3-1]

比較例Comparative example I-1-3I-1-3 :配位基取代反應: Ligand substitution reaction 99 ( A-10A-10 )

除了使用以下化學式3-2代替實施例I-1-1中使用的配位基之外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 536 奈米。 [化學式 3-2] The same method as in Example I-1-1 was used except that the following Chemical Formula 3-2 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 536 nanometers. [Chemical formula 3-2]

比較例Comparative example I-1-4I-1-4 :配位基取代反應: Ligand substitution reaction 1010 ( A-11A-11 )

除了使用以下化學式3-3代替實施例I-1-1中使用的配位基之外,使用與實施例I-1-1相同的方法進行製備。最大發光波長為 535 奈米。 [化學式 3-3] The same method as in Example I-1-1 was used except that the following Chemical Formula 3-3 was used instead of the ligand used in Example I-1-1. The maximum emission wavelength is 535 nanometers. [Chemical formula 3-3]

實施例Example I-2-1I-2-1 to I-2-11I-2-11 以及比較例and comparative example I-2-1I-2-1 to I-2-5I-2-5 :光轉換固化性組合物的製備: Preparation of photoconversion curable composition

根據在下表1中記載的組分和含量,製備光轉換固化性組合物。A photoconversion curable composition was prepared according to the components and contents described in Table 1 below.

[表1] (重量%) 實施例 比較例 2-1 2-2 2-3 2-4 2-5 2-6 2-7 2-8 2-9 2-10 2-11 2-1 2-2 2-3 2-4 量子點分散液 A-1 50 - - - - - - 50 50 50 50 - - - - A-2 - 50 - - - - - - - - - - - - - A-3 - - 50 - - - - - - - - - - - - A-4 - - - 50 - - - - - - - - - - - A-5 - - - - 50 - - - - - - - - - - A-6 - - - - - 50 - - - - - - - - - A-7 - - - - - - 50 - - - - - - - - A-8 - - - - - - - - - - - 50 - - - A-9 - - - - - - - - - - - - 50 - - A-10 - - - - - - - - - - - - - 50 - A-11 - - - - - - - - - - - - - - 50 光聚合性化合物 B-1 39 39 39 39 39 39 39 39 39 39 44 39 39 39 39 光聚合引發劑 C-1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 抗氧 化劑 D-1 5 5 5 5 5 5 5 - - - - 5 5 5 5 D-2 - - - - - - - 5 - - - - - - - D-3 - - - - - - - - 5 - - - - - - D-4 - - - - - - - - - 5 - - - - - 散射 粒子 E-1 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 - A-1至A-7:根據實施例I-1-1至I-1-7的量子點分散液 - A-8至A-11:根據比較例I-1-1至I-1-4的量子點分散液 - B-1:1,6-己二醇二丙烯酸酯(Aldrich公司) - C-1:Irgacure OXE-01(BASF公司) - D-1:Sumilizer GP(住友化學公司;MW 661) - D-2:Irganox 1035(BASF公司) - D-3:135A(ADEKA公司) - D-4:AO-40(ADEKA公司) - E-1:TiO 2(亨茨曼公司,TR-88,粒徑220奈米) [Table 1] (weight%) Example Comparative example 2-1 2-2 2-3 2-4 2-5 2-6 2-7 2-8 2-9 2-10 2-11 2-1 2-2 2-3 2-4 Quantum dot dispersion A-1 50 - - - - - - 50 50 50 50 - - - - A-2 - 50 - - - - - - - - - - - - - A-3 - - 50 - - - - - - - - - - - - A-4 - - - 50 - - - - - - - - - - - A-5 - - - - 50 - - - - - - - - - - A-6 - - - - - 50 - - - - - - - - - A-7 - - - - - - 50 - - - - - - - - A-8 - - - - - - - - - - - 50 - - - A-9 - - - - - - - - - - - - 50 - - A-10 - - - - - - - - - - - - - 50 - A-11 - - - - - - - - - - - - - - 50 photopolymerizable compound B-1 39 39 39 39 39 39 39 39 39 39 44 39 39 39 39 Photopolymerization initiator C-1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 1 Antioxidants D-1 5 5 5 5 5 5 5 - - - - 5 5 5 5 D-2 - - - - - - - 5 - - - - - - - D-3 - - - - - - - - 5 - - - - - - D-4 - - - - - - - - - 5 - - - - - scattering particles E-1 5 5 5 5 5 5 5 5 5 5 5 5 5 5 5 - A-1 to A-7: Quantum dot dispersions according to Examples I-1-1 to I-1-7 - A-8 to A-11: According to Comparative Examples I-1-1 to I-1- Quantum dot dispersion of 4 - B-1: 1,6-hexanediol diacrylate (Aldrich Company) - C-1: Irgacure OXE-01 (BASF Company) - D-1: Sumilizer GP (Sumitomo Chemical Company; MW 661) - D-2: Irganox 1035 (BASF) - D-3: 135A (ADEKA) - D-4: AO-40 (ADEKA) - E-1: TiO 2 (Huntsmann, TR -88, particle size 220 nm)

實驗例Experimental example II

( 11 )光轉換塗層的製備) Preparation of light conversion coating

將實施例I-2-1至I-2-11以及比較例I-2-1至I-2-5中製備的各個光轉換固化性組合物藉由噴墨方式塗布在5公分×5公分的玻璃基板上,然後在氮氣保護下在使用395奈米藍色LED光以4000毫焦耳/平方公分(mJ/cm 2)照射後,藉由在180℃的加熱烘箱中加熱30分鐘來製備光轉換塗層。使用膜厚計(Dektak 6M,Vecco 公司)測量製備的光轉換塗層的膜厚度,並且在10微米的塗膜上進行以下評價。 Each photoconversion curable composition prepared in Examples I-2-1 to I-2-11 and Comparative Examples I-2-1 to I-2-5 was coated on a 5 cm × 5 cm surface by inkjet method. on a glass substrate, and then irradiated with 395 nanometer blue LED light at 4000 millijoules/square centimeters (mJ/cm 2 ) under nitrogen protection, and then heated in a heating oven at 180°C for 30 minutes to prepare the light Conversion coating. The film thickness of the prepared light conversion coating was measured using a film thickness meter (Dektak 6M, Vecco Corporation), and the following evaluation was performed on a 10 μm coating film.

( 22 )光轉換效率評價)Evaluation of light conversion efficiency

將所製備的光轉換塗層放置在藍色光源(XLamp XR-E LED,Royal blue 450,Cree 公司)、亮度計(CAS140CT Spectrometer,Instrument systems 公司)之上並使用以下的公式1測量和計算光轉換效率,並將其結果示於下面的表2中。隨著光轉換效率(%)越高,可以獲得優異的亮度。 [公式1] The prepared light conversion coating was placed on a blue light source (XLamp conversion efficiency, and the results are shown in Table 2 below. As the light conversion efficiency (%) is higher, excellent brightness can be obtained. [Formula 1]

( 33 )耐熱性評價)Heat resistance evaluation

在製備光轉換塗層時,測量在180°C下烘烤30分鐘前後的光轉換效率,並藉由以下的公式2計算烘烤後的光保持性以評價耐熱性,並將其結果示於下表2中。可以確定光保持率越高,耐熱性越好。 [公式2] 光保持率(%)=(在180℃烘烤30分鐘後的發光效率)/(烘烤前的發光效率)×100 When preparing the light conversion coating, measure the light conversion efficiency before and after baking at 180°C for 30 minutes, and calculate the light retention after baking by the following formula 2 to evaluate the heat resistance, and the results are shown in in Table 2 below. It can be determined that the higher the light retention rate, the better the heat resistance. [Formula 2] Light retention rate (%) = (luminous efficiency after baking at 180°C for 30 minutes) / (luminous efficiency before baking) × 100

( 44 )黏度穩定性評價) Viscosity stability evaluation

對於上述製備的光轉換固化性組合物,使用R型黏度計(VISCOMETER MODELRE120L SYSTEM,東機產業株式會社製造),在轉速20 rpm、溫度25℃或40℃的條件下測量初始黏度和保存1個月後的黏度。計算初始黏度的黏度變化率(%),並根據以下評價標準來評價黏度穩定性並記載於表2中。 <評價標準> ◎:黏度變化率為105%以下 ○:黏度變化率大於105%且為110%以下 △:黏度變化率大於110%且為120%以下 ×:黏度變化率大於120% For the photoconversion curable composition prepared above, use an R-type viscometer (VISCOMETER MODELRE120L SYSTEM, manufactured by Toki Sangyo Co., Ltd.) to measure the initial viscosity at a rotation speed of 20 rpm and a temperature of 25°C or 40°C and save 1 viscosity after months. Calculate the viscosity change rate (%) of the initial viscosity, and evaluate the viscosity stability according to the following evaluation criteria and record it in Table 2. <Evaluation criteria> ◎: Viscosity change rate is less than 105% ○: Viscosity change rate is greater than 105% and less than 110% △: Viscosity change rate is greater than 110% and less than 120% ×: Viscosity change rate is greater than 120%

( 55 )塗膜硬度評價)Coating film hardness evaluation

使用硬度計(HM500;Fischer公司)在150℃的高溫下測量製備的光轉換塗層的固化程度,並根據以下評價標準來評價塗膜硬度。其結果示於下表2中。 <塗膜硬度評價標準> ○:表面硬度為50 毫牛頓/平方公尺(mN/mm 2)以上 △:表面硬度為30 毫牛頓/平方公尺以上且小於50 毫牛頓/平方公尺 ×:表面硬度小於30 毫牛頓/平方公尺 The curing degree of the prepared light conversion coating was measured at a high temperature of 150°C using a hardness tester (HM500; Fischer Company), and the coating film hardness was evaluated according to the following evaluation criteria. The results are shown in Table 2 below. <Coating film hardness evaluation criteria> ○: Surface hardness is 50 millinewtons/square meter (mN/mm 2 ) or more △: Surface hardness is 30 millinewtons/square meters or more and less than 50 millinewtons/square meters ×: Surface hardness less than 30 millinewton/square meter

[表2] 評價結果 光轉換 效率 發光保持率 (烘烤後/烘烤前) 黏度穩定性(25℃) 黏度穩定性(40℃) 塗膜 硬度 實施例 I-2-1 33% 93% 實施例I-2-2 30% 93% 實施例I-2-3 31% 92% 實施例I-2-4 32% 94% 實施例I-2-5 32% 94% 實施例I-2-6 31% 92% 實施例I-2-7 31% 93% 實施例I-2-8 32% 91% 實施例I-2-9 32% 92% 實施例I-2-10 31% 90% 實施例I-2-11 30% 89% 比較例I-2-1 25% 82% × × 比較例I-2-2 28% 85% × × 比較例I-2-3 27% 83% × 比較例I-2-4 30% 87% × 比較例I-2-5 24% 81% × × × [Table 2] Evaluation results Light conversion efficiency Luminescence retention rate (after baking/before baking) Viscosity stability (25℃) Viscosity stability (40℃) Film hardness Example I-2-1 33% 93% Example I-2-2 30% 93% Example I-2-3 31% 92% Example I-2-4 32% 94% Example I-2-5 32% 94% Example I-2-6 31% 92% Example I-2-7 31% 93% Example I-2-8 32% 91% Example I-2-9 32% 92% Example I-2-10 31% 90% Example I-2-11 30% 89% Comparative example I-2-1 25% 82% × × Comparative example I-2-2 28% 85% × × Comparative example I-2-3 27% 83% × Comparative example I-2-4 30% 87% × Comparative example I-2-5 twenty four% 81% × × ×

參見表 2,可以確認的是:包含由化學式 1 表示的配位基層的實施例 I-2-1 至 I-2-11 的光轉換固化性組合物的光轉換效率為30%以上、烘烤後的光保持率為89%以上、25℃下的黏度變化率為110%以下、40℃下的黏度變化率為120%以下,塗膜表面硬度為30 毫牛頓/平方公尺以上,而不包含由化學式1表示的配位基層的比較例I-2-1至I-2-5的光轉換固化性組合物的光轉換效率、烘烤後的光保持性、黏度變化率及/或塗膜表面的硬度則顯著降低。Referring to Table 2, it was confirmed that the photoconversion curable compositions of Examples I-2-1 to I-2-11 including the coordination group layer represented by Chemical Formula 1 had a photoconversion efficiency of 30% or more. The final light retention rate is more than 89%, the viscosity change rate at 25°C is less than 110%, the viscosity change rate at 40°C is less than 120%, and the surface hardness of the coating film is more than 30 millinewtons/square meter, without The light conversion efficiency, light retention after baking, viscosity change rate and/or coating of the light conversion curable compositions of Comparative Examples I-2-1 to I-2-5 including the coordination group layer represented by Chemical Formula 1 The hardness of the film surface is significantly reduced.

此外,可以確認的是:同時含有抗氧化劑的實施例I-2-1至I-2-10的光固化性組合物表現出優異的塗膜硬度,特別是含有磷類抗氧化劑或硫類抗氧化劑的實施例I-2-1至I-2-9的光轉換固化性組合物,分別在25℃和40℃下表現出更優異的黏度穩定性。In addition, it was confirmed that the photocurable compositions of Examples I-2-1 to I-2-10 that also contained antioxidants showed excellent coating film hardness, especially those containing phosphorus-based antioxidants or sulfur-based antioxidants. The photoconversion curable compositions of Examples I-2-1 to I-2-9 of the oxidizing agent exhibit better viscosity stability at 25°C and 40°C respectively.

因此,可以確認的是:包含由化學式1表示的配位基層的量子點的光轉換固化性組合物與不包含這種量子點的光轉換固化性組合物相比,在光轉換效率、耐熱性、黏度穩定性和塗膜硬度方面表現優異。Therefore, it was confirmed that the photoconversion curable composition containing quantum dots of the coordination group layer represented by Chemical Formula 1 is superior in photoconversion efficiency and heat resistance compared with the photoconversion curable composition not containing such quantum dots. , excellent performance in viscosity stability and coating film hardness.

實施例Example IIII 和實驗例and experimental examples II >II>

合成例Synthesis example 22 : InPiP /ZnSe/ZnS/ZnSe/ZnS 核殼量子點的合成Synthesis of core-shell quantum dots

將0.4毫莫耳(0.058公克)醋酸銦、0.6毫莫耳(0.15公克)棕櫚酸和20毫升的1-十八碳烯加入反應器中,在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣。在加熱至280℃後,迅速注入0.2毫莫耳(58微升)三(三甲基甲矽烷基)膦(TMS3P)和1.0毫升三辛基膦的混合溶液,並反應0.5分鐘。Add 0.4 mmol (0.058 g) of indium acetate, 0.6 mmol (0.15 g) of palmitic acid and 20 ml of 1-octadecene into the reactor, and heat to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen. After heating to 280°C, a mixed solution of 0.2 mmol (58 μl) tris(trimethylsilyl)phosphine (TMS3P) and 1.0 ml trioctylphosphine was quickly injected and allowed to react for 0.5 minutes.

然後將2.4毫莫耳(0.448公克)乙酸鋅、4.8毫莫耳油酸和20毫升三辛胺加入反應器中並在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣,將反應器的溫度升溫至280℃。加入2 毫升先前合成的 InP 核溶液,然後加入4.8 毫莫耳硒的三辛基膦溶液(Se/TOP)後,並使最終混合物反應2小時。向迅速冷卻至室溫的反應液中加入乙醇,對離心後所得到的沉澱物進行減壓過濾後進行減壓乾燥,從而形成InP/ZnSe核殼結構。Then 2.4 mmol (0.448 g) zinc acetate, 4.8 mmol oleic acid and 20 ml trioctylamine were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen, and the temperature of the reactor was raised to 280°C. 2 ml of the previously synthesized InP core solution was added, followed by 4.8 mmol of selenium in trioctylphosphine (Se/TOP), and the final mixture was allowed to react for 2 h. Ethanol is added to the reaction solution that is quickly cooled to room temperature, and the precipitate obtained after centrifugation is filtered under reduced pressure and dried under reduced pressure to form an InP/ZnSe core-shell structure.

然後,將2.4毫莫耳(0.448公克)乙酸鋅、4.8毫莫耳油酸和20毫升三辛胺裝入反應器中並在真空下加熱至120℃。1小時後,將反應器內的氣氛變更為氮氣,將反應器的溫度升溫至280℃。加入2 毫升先前合成的 InP 核溶液,然後加入4.8 毫莫耳硫的三辛基膦溶液(S/TOP)後,並使最終混合物反應2小時。向迅速冷卻至室溫的反應液中加入乙醇,對離心後所得到的沉澱物進行減壓過濾後進行減壓乾燥,從而獲得InP/ZnSe/ZnS核殼結構的量子點,並將其分散於氯仿中。固體含量調整為10%。最大發光波長為 535 奈米。Then, 2.4 mmol (0.448 g) zinc acetate, 4.8 mmol oleic acid and 20 ml trioctylamine were charged into the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was changed to nitrogen, and the temperature of the reactor was raised to 280°C. 2 ml of the previously synthesized InP core solution was added, followed by 4.8 mmol of sulfur in trioctylphosphine (S/TOP), and the final mixture was allowed to react for 2 h. Ethanol is added to the reaction solution that is quickly cooled to room temperature, and the precipitate obtained after centrifugation is filtered under reduced pressure and dried under reduced pressure to obtain quantum dots with an InP/ZnSe/ZnS core-shell structure, and disperse them in in chloroform. The solid content was adjusted to 10%. The maximum emission wavelength is 535 nanometers.

實施例Example II-1-1II-1-1 to II-1-8II-1-8 和比較例and comparative example II-1-1II-1-1 to II-1-3II-1-3 :量子點和量子點分散液的製備: Preparation of quantum dots and quantum dot dispersions

實施例Example II-1-1II-1-1 :配位基取代反應: Ligand substitution reaction 11 ( A-1A-1 )

將合成例2中得到的5毫升量子點溶液置於離心管中並加入20毫升乙醇而進行沉澱。藉由離心分離且移除上清液,在沉澱物中加入3毫升氯仿使量子點分散,再加入1.0公克的由以下化學式2-1表示的化合物,並且在氮氣氣氛下加熱至60℃反應1小時。在反應物中加入25毫升正己烷使量子點沉澱後,進行離心而使沉澱物分離,在60℃的減壓烘箱中乾燥3小時。將1,6-己二醇二丙烯酸酯加入到所獲得的量子點粉末中使得固體含量為50%,然後進行攪拌以製備量子點分散液。最大發光波長為 535 奈米。 [化學式 2-1] Place 5 ml of the quantum dot solution obtained in Synthesis Example 2 into a centrifuge tube and add 20 ml of ethanol to precipitate. Separate by centrifugation and remove the supernatant, add 3 ml of chloroform to the precipitate to disperse the quantum dots, then add 1.0 g of the compound represented by the following chemical formula 2-1, and heat to 60°C under a nitrogen atmosphere for reaction 1 hours. After adding 25 ml of n-hexane to the reaction product to precipitate the quantum dots, the precipitate was separated by centrifugation and dried in a vacuum oven at 60° C. for 3 hours. 1,6-hexanediol diacrylate was added to the obtained quantum dot powder so that the solid content was 50%, and then stirred to prepare a quantum dot dispersion liquid. The maximum emission wavelength is 535 nanometers. [Chemical formula 2-1]

實施例Example II-1-2II-1-2 :配位基取代反應: Ligand substitution reaction 22 ( A-2A-2 )

除了使用由化學式2-2表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。 [化學式2-2] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-2 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 525 nanometers. [Chemical formula 2-2]

實施例Example II-1-3II-1-3 :配位基取代反應: Ligand substitution reaction 33 ( A-3A-3 )

除了使用由化學式2-3表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 526 奈米。 [化學式2-3] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-3 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 526 nanometers. [Chemical formula 2-3]

實施例Example II-1-4II-1-4 :配位基取代反應: Ligand substitution reaction 44 ( A-4A-4 )

除了使用由化學式2-4表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。 [化學式2-4] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-4 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 525 nanometers. [Chemical formula 2-4]

實施例Example II-1-5II-1-5 :配位基取代反應: Ligand substitution reaction 55 ( A-5A-5 )

除了使用由化學式2-5表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。 [化學式2-5] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-5 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 525 nanometers. [Chemical formula 2-5]

實施例Example II-1-6II-1-6 :配位基取代反應: Ligand substitution reaction 66 ( A-6A-6 )

除了使用由化學式2-6表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 526 奈米。 [化學式2-6] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-6 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 526 nanometers. [Chemical formula 2-6]

實施例Example II-1-7II-1-7 :配位基取代反應: Ligand substitution reaction 77 ( A-7A-7 )

除了使用由化學式2-7表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。 [化學式2-7] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-7 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 525 nanometers. [Chemical formula 2-7]

實施例Example II-1-8II-1-8 :配位基取代反應: Ligand substitution reaction 88 ( A-8A-8 )

除了使用由化學式2-8表示的化合物代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 526 奈米。 [化學式2-8] The preparation was performed using the same method as in Example II-1-1 except that the compound represented by Chemical Formula 2-8 was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 526 nanometers. [Chemical formula 2-8]

比較例Comparative example II-1-1II-1-1 :配位基取代反應: Ligand substitution reaction 99 ( A-9A-9 )

除了使用2-[2-(2-甲氧基乙氧基)乙氧基]乙酸代替實施例II-1-1中使用的配位基之外,與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。The same method as in Example II-1-1 except that 2-[2-(2-methoxyethoxy)ethoxy]acetic acid is used instead of the ligand used in Example II-1-1. Make preparations. The maximum emission wavelength is 525 nanometers.

比較例Comparative example II-1-2II-1-2 :配位基取代反應: Ligand substitution reaction 1010 ( A-10A-10 )

除了使用琥珀酸單乙酯代替實施例II-1-1中使用的配位基之外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 525 奈米。The same method as in Example II-1-1 was used for preparation except that monoethyl succinate was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 525 nanometers.

比較例Comparative example II-1-3II-1-3 :配位基取代反應: Ligand substitution reaction 1111 ( A-11A-11 )

除了使用N-丙醯甘胺酸代替實施例II-1-1中使用的配位基以外,使用與實施例II-1-1相同的方法進行製備。最大發光波長為 526 奈米。The preparation was carried out using the same method as in Example II-1-1 except that N-propylglycine was used instead of the ligand used in Example II-1-1. The maximum emission wavelength is 526 nanometers.

實施例Example II-2-1II-2-1 to II-2-12II-2-12 及比較例and comparative examples II-2-1II-2-1 to II-2-4II-2-4 :光轉換固化性組合物的製備: Preparation of photoconversion curable composition

根據下表3至表4中描述的組分和含量,製備光轉換固化性組合物。A photoconversion curable composition was prepared according to the components and contents described in Table 3 to Table 4 below.

[表3] (重量%) [01]實施例 2-1 2-2 2-3 2-4 2-5 2-6 2-7 2-8 2-9 2-10 2-11 2-12 量子點分散液 50 - - - - - - - 50 50 50 50 50 - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - 光聚合性單體 39 39 39 39 39 39 39 39 39 39 39 44 44 光聚合引發劑 1 1 1 1 1 1 1 1 1 1 1 1 1 抗氧 化劑 5 5 5 5 5 5 5 5 - - - - - - - - - - - - - 5 - - - - - - - - - - - - - 5 - - - - - - - - - - - - - 5 - - 散射 粒子 5 5 5 5 5 5 5 5 5 5 5 5 5 [table 3] (weight%) [01] Example 2-1 2-2 2-3 2-4 2-5 2-6 2-7 2-8 2-9 2-10 2-11 2-12 Quantum dot dispersion 50 - - - - - - - 50 50 50 50 50 - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - 50 - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - Photopolymerizable monomer 39 39 39 39 39 39 39 39 39 39 39 44 44 Photopolymerization initiator 1 1 1 1 1 1 1 1 1 1 1 1 1 Antioxidants 5 5 5 5 5 5 5 5 - - - - - - - - - - - - - 5 - - - - - - - - - - - - - 5 - - - - - - - - - - - - - 5 - - scattering particles 5 5 5 5 5 5 5 5 5 5 5 5 5

[表4] [01](重量%) [02] 比較例 2-1 2-2 2-3 2-4 量子點 分散液 A-1 - - - - A-2 - - - - A-3 - - - - A-4 - - - - A-5 - - - - A-6 - - - - A-7 - - - - A-8 - - - - A-9 50 - - 50 A-10 - 50 - - A-11 - - 50 - 光聚合 性單體 B-1 39 39 39 44 光聚合 引發劑 C-1 1 1 1 1 抗氧化劑 D-1 5 5 5 - D-2 - - - - D-3 - - - - D-4 - - - - 散射粒子 E-1 5 5 5 5 - A-1至A-8:根據實施例II-1-1至II-1-8的量子點分散液 - A-9至A-11:根據比較例II-1-1至II-1-3的量子點分散液 - B-1:1,6-己二醇二丙烯酸酯(Aldrich公司) - C-1:Irgacure OXE-01(BASF公司) - D-1:Sumilizer GP(住友化學公司;MW 661) - D-2:Irganox 1035(BASF公司) - D-3:135A(ADEKA公司) - D-4:AO-40(ADEKA公司) - E-1:TiO 2(亨茨曼公司,TR-88,粒徑220奈米) [Table 4] [01] (weight%) [02] Comparative example 2-1 2-2 2-3 2-4 Quantum dot dispersion A-1 - - - - A-2 - - - - A-3 - - - - A-4 - - - - A-5 - - - - A-6 - - - - A-7 - - - - A-8 - - - - A-9 50 - - 50 A-10 - 50 - - A-11 - - 50 - Photopolymerizable monomer B-1 39 39 39 44 Photopolymerization initiator C-1 1 1 1 1 Antioxidants D-1 5 5 5 - D-2 - - - - D-3 - - - - D-4 - - - - scattering particles E-1 5 5 5 5 - A-1 to A-8: Quantum dot dispersions according to Examples II-1-1 to II-1-8 - A-9 to A-11: According to Comparative Examples II-1-1 to II-1- Quantum dot dispersion of 3 - B-1: 1,6-hexanediol diacrylate (Aldrich Company) - C-1: Irgacure OXE-01 (BASF Company) - D-1: Sumilizer GP (Sumitomo Chemical Company; MW 661) - D-2: Irganox 1035 (BASF) - D-3: 135A (ADEKA) - D-4: AO-40 (ADEKA) - E-1: TiO 2 (Huntsmann, TR -88, particle size 220 nm)

實驗例Experimental example IIII

( 11 )光轉換塗層的製備) Preparation of light conversion coating

將實施例II-2-1至II-2-12和比較例II-2-1至II-2-4中製備的各光固化性組合物藉由噴墨方式塗布在5公分×5公分的玻璃基板上,然後,在氮氣條件下使用395奈米藍色LED燈以4000毫焦耳/平方公分照射後,藉由在180℃的加熱烘箱中加熱30分鐘來製備光轉換塗層。使用膜厚計(Dektak 6M,Vecco公司)測量製備的光轉換塗層的膜厚度,並且針對10微米的塗膜進行以下評價。Each photocurable composition prepared in Examples II-2-1 to II-2-12 and Comparative Examples II-2-1 to II-2-4 was coated on a 5 cm × 5 cm area by inkjet method. On the glass substrate, a light conversion coating was then prepared by heating in a heating oven at 180°C for 30 minutes after irradiation with a 395 nm blue LED lamp at 4000 mJ/cm2 under nitrogen. The film thickness of the prepared light conversion coating was measured using a film thickness meter (Dektak 6M, Vecco Corporation), and the following evaluation was performed for a 10-micron coating film.

( 22 )耐光性評價) Lightfastness evaluation

將製備的光轉換塗層在藍色光源(XLamp XR-E LED、Royal blue 450,Cree公司)中放置1小時後,確認初始光轉換效率的維持率(%)以評價耐光性。將其結果示於下表5中。After the prepared light conversion coating was placed in a blue light source (XLamp XR-E LED, Royal blue 450, Cree) for 1 hour, the maintenance rate (%) of the initial light conversion efficiency was confirmed to evaluate the light resistance. The results are shown in Table 5 below.

( 33 )耐高溫高濕性評價) Evaluation of high temperature and high humidity resistance

將所製備的光轉換塗層用SiO x沉積後,置於藍色光源(XLamp XR-E LED,Royal blue 450,Cree公司)上方,然後使用亮度計(CAS140CT光譜儀,Instrument systems公司)測量亮度,將同一個光轉換塗層在溫度85℃、濕度85%的高溫高濕處理裝置(Jeio Tech製造的TH-PE)中曝光24小時後,使用與上述同樣的方式測量亮度,藉由以下公式2計算出高溫高濕處理後的亮度保持率,從而評價耐高溫高濕性。可以判斷出:數值越高,耐高溫高濕性越優異。將其結果示於下表5中。 [公式2] 亮度保持率(%)=(在溫度85℃、濕度85%下處理24小時後的亮度)/(在溫度85℃、濕度85%下處理24小時前的亮度)×100 After the prepared light conversion coating was deposited with SiOx , it was placed above a blue light source (XLamp After the same light conversion coating was exposed for 24 hours in a high-temperature and high-humidity treatment device (TH-PE manufactured by Jeio Tech) with a temperature of 85°C and a humidity of 85%, the brightness was measured in the same way as above, according to the following formula 2 The brightness retention rate after high temperature and high humidity treatment was calculated to evaluate the high temperature and high humidity resistance. It can be judged that the higher the numerical value, the better the high temperature and high humidity resistance. The results are shown in Table 5 below. [Formula 2] Brightness retention rate (%) = (brightness after treatment for 24 hours at a temperature of 85°C and a humidity of 85%) / (brightness before treatment for 24 hours at a temperature of 85°C and a humidity of 85%) × 100

( 44 )表面粗糙度評價)Surface roughness evaluation

使用表面粗糙度計DEKTAK-6M(Veeco公司)測量所製備的光轉換塗層的表面粗糙度,並根據以下評價標準來評價表面粗糙度。將其結果示於下表5中。 <評價標準> ◎:表面粗糙度小於10奈米 ○:表面粗糙度大於10奈米且小於15奈米 △:表面粗糙度大於15奈米且小於20奈米 ×:表面粗糙度大於20 奈米 The surface roughness of the prepared light conversion coating was measured using a surface roughness meter DEKTAK-6M (Veeco Company), and the surface roughness was evaluated according to the following evaluation criteria. The results are shown in Table 5 below. <Evaluation criteria> ◎: Surface roughness less than 10 nanometers ○: Surface roughness is greater than 10 nanometers and less than 15 nanometers △: Surface roughness is greater than 15 nanometers and less than 20 nanometers ×: Surface roughness is greater than 20 nanometers

( 55 )黏附性評價) Adhesion evaluation

由ASTM D3359對所製備的光轉換塗層進行劃格測試,並根據以下評價標準來評價黏附力。在用刀對所製備的塗層均勻施力的同時切割成格子狀,將膠帶貼在切割面上並摩擦直至完全黏附,並在30秒後藉由握住膠帶的末端並將其拉至接近180度角來移除膠帶,並根據以下標準評價塗層的黏附性。將其結果示於下表3中。 <評價標準> OB:破碎成薄片且脫落的面積為65%以上 1B:切割部位的末端和格子脫落的面積為35%以上且小於65% 2B:切割部位的交叉部分的一部分脫落的面積為15%以上且小於35% 3B:切割部位的交叉部分的一部分脫落的面積為5%以上且小於15% 4B:切割部位的交叉部分的一部分脫落的面積小於5% 5B:切割部位的邊緣平滑,沒有格子脫落。 The prepared light conversion coating was subjected to a cross-hatch test according to ASTM D3359, and the adhesion was evaluated according to the following evaluation criteria. While applying even force to the prepared coating with a knife, cut it into a grid shape, stick the tape on the cut surface and rub it until it is completely adhered, and after 30 seconds, hold the end of the tape and pull it close Remove the tape at a 180-degree angle and evaluate the adhesion of the coating according to the following criteria. The results are shown in Table 3 below. <Evaluation criteria> OB: Broken into thin pieces and more than 65% of the area falling off 1B: The area of the end of the cutting part and the grid falling off is more than 35% and less than 65% 2B: The area where part of the intersection of the cutting site has fallen off is more than 15% and less than 35% 3B: The area where part of the intersection of the cutting site has fallen off is more than 5% and less than 15% 4B: The area where part of the intersection of the cutting part falls off is less than 5% 5B: The edge of the cutting part is smooth and no grid falls off.

[表5] 耐光性(%) 耐高溫高濕性(%) 黏附性 表面粗糙度 實施例 II-2-1 83 78 4B II-2-2 82 79 5B II-2-3 80 78 3B II-2-4 82 78 4B II-2-5 81 80 5B II-2-6 82 79 4B II-2-7 80 77 4B II-2-8 81 80 5B II-2-9 82 78 4B II-2-10 83 80 4B II-2-11 80 76 3B II-2-12 79 75 3B 比較例 II-2-1 76 67 1B II-2-2 74 68 2B II-2-3 72 67 1B × II-2-4 75 65 1B × [table 5] Lightfastness (%) High temperature and high humidity resistance (%) Adhesion Surface roughness Example II-2-1 83 78 4B II-2-2 82 79 5B II-2-3 80 78 3B II-2-4 82 78 4B II-2-5 81 80 5B II-2-6 82 79 4B II-2-7 80 77 4B II-2-8 81 80 5B II-2-9 82 78 4B II-2-10 83 80 4B II-2-11 80 76 3B II-2-12 79 75 3B Comparative example II-2-1 76 67 1B II-2-2 74 68 2B II-2-3 72 67 1B × II-2-4 75 65 1B ×

參見表5,可以確認的是:包含由化學式2表示的配位基層的實施例II-2-1至II-2-12的光轉換固化性組合物的耐光性為79%以上,耐高溫高濕性為75%以上,在黏附性評價中切割部位的交叉部分的一部分脫落的面積為小於15% ,並且表面粗糙度為10奈米以下,而不包含由化學式2表示的配位基層的比較例的光轉換固化性組合物的耐光性小於79%,耐高溫性小於70%,並且在黏附性評價中脫落的面積為15%以上且小於65%,表面粗糙度超過15奈米。Referring to Table 5, it can be confirmed that the light conversion curable compositions of Examples II-2-1 to II-2-12 including the coordination group layer represented by Chemical Formula 2 have a light resistance of 79% or more and a high temperature resistance. Comparison where the wettability is 75% or more, the area where part of the intersecting portion of the cut portion falls off in the adhesion evaluation is less than 15%, and the surface roughness is 10 nanometers or less, excluding the coordination base layer represented by Chemical Formula 2 The light resistance of the photoconversion curable composition of the example is less than 79%, the high temperature resistance is less than 70%, and the area that falls off in the adhesion evaluation is more than 15% and less than 65%, and the surface roughness exceeds 15 nanometers.

因此,可以確認的是:含有包含由化學式2表示的配位基層的量子點的光轉換固化性組合物與不包含這種量子點的光轉換固化性組合物相比,在耐光性、耐高溫高濕性、黏附性和表面粗糙度方面表現優異。Therefore, it was confirmed that the photoconversion curable composition containing the quantum dots containing the coordination group layer represented by Chemical Formula 2 is superior in light resistance and high temperature resistance compared with the photoconversion curable composition not containing such quantum dots. Excellent performance in high wettability, adhesion and surface roughness.

without

:無。:without.

:無。:without.

:無。:without.

Claims (15)

一種量子點,其表面上具有配位基層,該配體層包含由以下化學式1和化學式2表示的化合物的至少一種: [化學式1] , 在化學式 1 中, A a是硫醇基、胺基、咪唑基或羧基, L a是硫醇基、胺基或羧基, R a是具有1至20個碳原子的直鏈或支鏈的三價烴基, X a是直接鍵、-OC(=O)-、-C(=O)O-、-C(=O)NH-或-HNC(=O)-, Y a是具有1至20個碳原子的直鏈或支鏈的烷二基、 , n是1至15的整數, m是1至10的整數, Z是具有1至20個碳原子的烷基、具有3至20個碳原子的環烷基、具有6至20個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團, 而不存在A a和L a同時為硫醇基的情況, [化學式 2] , 在化學式 2 中, A 1為硫醇基、胺基或羧基, L 1和L 2各自獨立為直接鍵或具有1至3個碳原子的直鏈或支鏈的烷二基, R 1是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-SC(=O)-、-C(=O)S-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-, R 2是-OC(=O)-、-C(=O)O-、-C(=O)-、-C(=S)S-、-SC(=S)-、-C(=O)NH-、-HNC(=O)-、-HNC(=O)NH-、-SC(=S)S-、-OC(=O)O-或-C(=O)OC(=O)-, X 1為直接鍵、具有1至20個碳原子的直鏈或支鏈的烷二基、 , n是1至15的整數, m是1至10的整數, Y 1是具有1至20個碳原子的烷基、具有1至20個碳原子的烷氧基、具有3至20個碳原子的環烷基、具有6至30個碳原子的芳香族烴基、或者具有2至20個碳原子的光聚合反應性基團。 A quantum dot having a ligand layer on its surface, the ligand layer containing at least one of the compounds represented by the following Chemical Formula 1 and Chemical Formula 2: [Chemical Formula 1] , in Chemical Formula 1, A a is a thiol group, amine group, imidazole group or carboxyl group, L a is a thiol group, amine group or carboxyl group, R a is a linear or branched chain having 1 to 20 carbon atoms Trivalent hydrocarbon group, X a is a direct bond, -OC(=O)-, -C(=O)O-, -C(=O)NH- or -HNC(=O)-, Y a is a Straight-chain or branched alkanediyl groups of 20 carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Z is an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, or an alkyl group having 6 to 20 carbon atoms. Aromatic hydrocarbon groups, or photopolymerizable reactive groups with 2 to 20 carbon atoms, and there is no case where A a and L a are both thiol groups, [Chemical Formula 2] , in Chemical Formula 2, A 1 is a thiol group, amine group or carboxyl group, L 1 and L 2 are each independently a direct bond or a linear or branched alkanediyl group having 1 to 3 carbon atoms, R 1 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S)S-, -SC(=S)-, -C(=O)NH- , -HNC(=O)-, -SC(=O)-, -C(=O)S-, -HNC(=O)NH-, -SC(=S)S-, -OC(=O) O- or -C(=O)OC(=O)-, R 2 is -OC(=O)-, -C(=O)O-, -C(=O)-, -C(=S) S-, -SC(=S)-, -C(=O)NH-, -HNC(=O)-, -HNC(=O)NH-, -SC(=S)S-, -OC(= O)O- or -C(=O)OC(=O)-, X 1 is a direct bond, a linear or branched alkanediyl group with 1 to 20 carbon atoms, , or , n is an integer from 1 to 15, m is an integer from 1 to 10, Y 1 is an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, or an alkoxy group having 3 to 20 carbon atoms. cycloalkyl group, aromatic hydrocarbon group having 6 to 30 carbon atoms, or photopolymerizable reactive group having 2 to 20 carbon atoms. 如請求項1所述的量子點,其中,化學式1或化學式2的光聚合反應性基團為烯基、炔基或丙烯酸酯基。The quantum dot according to claim 1, wherein the photopolymerizable reactive group of Chemical Formula 1 or Chemical Formula 2 is an alkenyl group, an alkynyl group or an acrylate group. 如請求項1所述的量子點,其中,在化學式2中, R 1是-OC(=O)-、-C(=O)O-、-C(=O)NH-、-HNC(=O)-、-C(=O)-、-C(=S)S-、-SC(=S)-、-OC(=O)O-或-C(=O)OC(=O)-, R 2是-OC(=O)-、-C(=O)O-、-C(=O)NH-、-HNC(=O)-、-C(=O)-、-C(=S)S-、-SC(=S)-、-OC(=O)O-或-C(=O)OC(=O)-。 The quantum dot as claimed in claim 1, wherein, in Chemical Formula 2, R 1 is -OC(=O)-, -C(=O)O-, -C(=O)NH-, -HNC(= O)-, -C(=O)-, -C(=S)S-, -SC(=S)-, -OC(=O)O- or -C(=O)OC(=O)- , R 2 is -OC(=O)-, -C(=O)O-, -C(=O)NH-, -HNC(=O)-, -C(=O)-, -C(= S)S-, -SC(=S)-, -OC(=O)O- or -C(=O)OC(=O)-. 如請求項1所述的量子點,其中,該量子點具有核殼結構,其包含核以及覆蓋核的殼,其中, 該核包含由以下群組的二者以上所組成的化合物:In、P、Zn、Ga、Cd、Se、S、Te、Pb、Ag、Hg、N、As及O, 該殼包含由以下群組中之二者以上所組成的化合物的至少一者:In、P、Zn、Ga、Cd、Se、S、Te、Pb、Hg、N、As、O、Mn及Sr。 The quantum dot as described in claim 1, wherein the quantum dot has a core-shell structure, which includes a core and a shell covering the core, wherein, The core includes compounds composed of two or more of the following groups: In, P, Zn, Ga, Cd, Se, S, Te, Pb, Ag, Hg, N, As and O, The shell contains at least one compound consisting of two or more of the following groups: In, P, Zn, Ga, Cd, Se, S, Te, Pb, Hg, N, As, O, Mn, and Sr . 一種量子點分散液,其包含如請求項1至4中任一項所述的量子點,以及光聚合性化合物和溶劑之至少一者。A quantum dot dispersion liquid comprising the quantum dots described in any one of claims 1 to 4, and at least one of a photopolymerizable compound and a solvent. 如請求項5所述的量子點分散液,其中,該光聚合性化合物包含選自以下群組的至少一者:丙烯酸-2-羥乙酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二甘醇二(甲基)丙烯酸酯、三甘醇二(甲基)丙烯酸酯、二丙二醇二(甲基)丙烯酸酯、及三丙二醇二(甲基)丙烯酸酯。The quantum dot dispersion of claim 5, wherein the photopolymerizable compound includes at least one selected from the following group: 2-hydroxyethyl acrylate, 1,4-butanediol di(methyl) Acrylate, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate , dipropylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate. 一種光轉換固化性組合物,其包含如請求項5所述的量子點分散液。A photoconversion curable composition comprising the quantum dot dispersion liquid according to claim 5. 如請求項7所述的光轉換固化性組合物,還包含選自以下的至少一者:散射粒子、光聚合性化合物、光聚合引發劑和抗氧化劑。The photoconversion curable composition according to claim 7, further comprising at least one selected from the following: scattering particles, photopolymerizable compounds, photopolymerization initiators and antioxidants. 如請求項8所述的光轉換固化性組合物,其中,該光聚合性化合物包括選自以下群組的至少一者:丙烯酸-2-羥乙酯、1,4-丁二醇二(甲基)丙烯酸酯、1,6-己二醇二(甲基)丙烯酸酯、乙二醇二(甲基)丙烯酸酯、二甘醇二(甲基)丙烯酸酯、三甘醇二(甲基)丙烯酸酯、二丙二醇二(甲基)丙烯酸酯、及三丙二醇二(甲基)丙烯酸酯。The photoconversion curable composition according to claim 8, wherein the photopolymerizable compound includes at least one selected from the following groups: 2-hydroxyethyl acrylate, 1,4-butanediol di(methyl acrylate, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate Acrylates, dipropylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate. 如請求項8所述的光轉換固化性組合物,其中,該散射粒子包含TiO 2The light conversion curable composition according to claim 8, wherein the scattering particles contain TiO 2 . 如請求項8所述的光轉換固化性組合物,其中,該抗氧化劑包含選自以下的至少一者:磷類抗氧化劑、酚類抗氧化劑和硫類抗氧化劑。The photoconversion curable composition according to claim 8, wherein the antioxidant includes at least one selected from the following: phosphorus antioxidants, phenolic antioxidants and sulfur antioxidants. 如請求項11所述的光轉換固化性組合物,其中,該抗氧化劑包含選自以下的至少一者:磷類抗氧化劑和硫類抗氧化劑。The photoconversion curable composition according to claim 11, wherein the antioxidant includes at least one selected from the following: phosphorus antioxidants and sulfur antioxidants. 一種固化膜,其係使用如請求項7所述的光轉換固化性組合物所形成。A cured film formed using the photoconversion curable composition according to claim 7. 如請求項13所述的固化膜,其中,該固化膜為彩色濾光片或光轉換層壓基材。The cured film according to claim 13, wherein the cured film is a color filter or a light conversion laminated substrate. 一種圖像顯示裝置,其包含如請求項13所述的固化膜。An image display device including the cured film according to claim 13.
TW111148362A 2022-01-21 2022-12-16 Quantum dot, quantum dot dispersion, light converting curable composition, and cured film and display device manufactured by the composition TW202336208A (en)

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