CN-116323748-B - Ultraviolet curable composition and use thereof

Abstract

The invention provides an ultraviolet-curable composition containing silicon atoms, which has a low refractive index of a cured product and is excellent in workability when applied to a substrate. The ultraviolet curable composition of the present invention is characterized by comprising one or more organosilicon compounds (A) each having an average of one or more ultraviolet-reactive functional groups in one molecule, the composition as a whole having a viscosity of 80 mPas or less as measured at 25 ℃ using an E-type viscometer, and the composition being free of an organic solvent, and the cured product having a refractive index of 1.45 or less as measured at 25 ℃ and a wavelength of 589 nm.

Inventors

• Kawabata Ogawa
• PU YONGZHEN

Assignees

• 陶氏东丽株式会社
• 美国陶氏有机硅公司

Dates

Publication Date

20260512

Application Date

20211109

Priority Date

20201110

Claims (6)

1. 1. An ultraviolet curable composition characterized by comprising, Comprises one or more organosilicon compounds (A) having one or more ultraviolet-reactive functional groups on average in one molecule, and has a viscosity of 80mPa as a whole measured at 25 ℃ using an E-type viscometer S is less than or equal to 25 ℃ and the refractive index of the cured product after curing is less than or equal to 1.45 measured at a wavelength of 589nm, Component (A) is (A2) 1,3, 5-heptamethyl-3- [2- (3, 4-epoxycyclohexyl) ethyl ] trisiloxane or (A2) a mixture of 1,3, 5-heptamethyl-3- [2- (3, 4-epoxycyclohexyl) ethyl ] trisiloxane and at least one compound selected from the following (A1), wherein the mass ratio (A2)/(A1) is in the range of 100/0 to 20/80, the ratio of the component (A2) in the composition is 80 mass% or more, (A1): 1, 3-Bis [2- (3, 4-epoxycyclohexyl) ethyl ] -1, 3-tetramethyldisiloxane, 1, 5-bis [2- (3, 4-epoxycyclohexyl) ethyl ] -1,3, 5-hexamethyltrisiloxane, methyl (tris [2- (3, 4-epoxycyclohexyl) ethyl ] dimethylsilyloxy) silane, tetrakis ([ 2- (3, 4-epoxycyclohexyl) ethyl ] dimethylsilyloxy) silane, 1,3,5, 7-tetramethyl-1, 3,5, 7-tetrakis [2- (3, 4-epoxycyclohexyl) ethyl ] -cyclotetrasiloxane 1, 3-bis (3-glycidoxypropyl) -1, 3-tetramethyldisiloxane, 1, 5-bis (3-glycidoxypropyl) -1,3, 5-hexamethyltrisiloxane, methyl [ tris (3-glycidoxypropyl) dimethylsiloxy ] silane, tetrakis [ (3-glycidoxypropyl) dimethylsiloxy ] silane, 1,3,5, 7-tetramethyl-1, 3,5, 7-tetrakis (3-glycidoxypropyl) -cyclotetrasiloxane.
2. 2. The ultraviolet curable composition according to claim 1, wherein, The viscosity of the entire composition measured at 25 ℃ by using an E-type viscometer is 5-30 mPa S range.
3. 3. The ultraviolet curable composition according to claim 1, wherein, The ultraviolet curable composition further contains (B) a compound having one or more ultraviolet reactive functional groups in one molecule and no silicon atom, and the mass ratio of the component (B) to the total of the component (A1), the component (A2) and the component (B) is less than 20%.
4. 4. An insulating coating agent comprising the ultraviolet curable composition according to any one of claims 1 to 3.
5. 5. A method of using the cured product of the ultraviolet-curable composition according to any one of claims 1 to 3 as an insulating coating.
6. 6. A display device comprising a layer composed of the cured product of the ultraviolet-curable composition according to any one of claims 1 to 3.

Description

Ultraviolet curable composition and use thereof Technical Field The present invention relates to an ultraviolet weft curable composition curable by actinic rays (ACTINIC RAYS) such as ultraviolet rays or electron beams, and more particularly to an ultraviolet curable composition containing an organosilicon compound, preferably an organosilane and/or polyorganosiloxane, and particularly to an ultraviolet curable composition having a low refractive index and excellent coatability as a cured product obtained therefrom. The curable composition of the present invention has a refractive index of 1.45 or less, and is suitable as an insulating material for electronic devices and electrical devices, particularly as a material for use as a coating agent. Further, the coating composition has excellent coating properties and excellent wettability to a substrate, and is useful as an inkjet printing material. Background Silicone resins have been used heretofore as coating agents, potting agents, insulating materials, and the like for electronic devices and electric devices because of their high heat resistance and excellent chemical stability. Heretofore, ultraviolet curable silicone compositions have also been reported for silicone resins. Touch panels are used for various display devices such as mobile devices, industrial devices, and car navigation. In order to improve the sensing sensitivity, it is necessary to suppress the electrical influence from a light emitting portion such as a Light Emitting Diode (LED) or an organic EL device (OLED), and an insulating layer is generally disposed between the light emitting portion and the touch panel. On the other hand, a thin display device such as an OLED has a structure in which a plurality of functional thin layers are stacked. In recent years, a study has been started to improve the brightness of the entire display device by laminating a layer having a high refractive index and a layer having a low refractive index on a touch panel layer. In addition, for the purpose of improving productivity, an inkjet printing method is used as a processing method of the organic layer. Therefore, the insulating layer is also required to be processable by an inkjet printing method. JP-A2019-73588 discloses a photocurable resin composition comprising an aromatic compound having an unsaturated bond and a compound having a mercapto group, and JP-A2020-26515 discloses a photocurable resin composition comprising a naphthalene compound having an unsaturated bond as a main component. Any composition is characterized in that it can be applied by an inkjet method, and the cured product thereof has a refractive index of 1.60 or more and a high refractive index. On the other hand, japanese patent No. 6200591 discloses a sealing agent for an electronic device for inkjet application, which is composed of a polysiloxane silicone containing an ultraviolet-curable functional group and a specific curable compound, and japanese patent No. 2019-189844 discloses a photocurable resin composition for an electronic device, which contains a multifunctional cationic polymerizable compound and a specific monofunctional cationic polymerizable compound. The refractive index of the composition after curing is not described in these patent documents, but in any case, the refractive index is a value of 1.48 or more when the refractive index is calculated based on the monomer structure in the curable composition. Prior art literature Patent literature Patent document 1 Japanese patent laid-open publication No. 2019-73588 Patent document 2 Japanese patent application laid-open No. 2020-26515 Patent document 3 Japanese patent No. 6200591 Patent document 4 Japanese patent laid-open publication No. 2019-189844 Disclosure of Invention Problems to be solved by the invention As described above, several ultraviolet-curable polyorganosiloxane compositions are known, but the cured products thereof are now further required to have a low refractive index of 1.45 or less and to have excellent workability for application to a substrate, particularly an ultraviolet-curable composition having a low viscosity. The purpose of the present invention is to provide a curable composition, particularly an ultraviolet-curable composition, which has a low refractive index as a cured product and is excellent in workability when applied to a substrate. Solution for solving the problem The present invention has been accomplished by finding out the fact that an ultraviolet-curable composition obtained by using one or more organosilicon compounds (a) having one or more ultraviolet-reactive functional groups on average in one molecule has a low viscosity, is excellent in workability in the case of application to a substrate, and its cured product exhibits a low refractive index. The curable composition of the present invention can particularly preferably use, as component (A), one or more organosilicon compounds selected from the group consisting of