Coating composition, coating film made of same, and optical article

a coating composition and coating film technology, applied in the field of coating compositions, can solve the problems of failure to specify a refractive index, difficult to stably form a thin film having a thickness of several m to several tens m, and limited methods to production of lenses or substrates themselves, etc., to achieve good wetting properties, less discoloration, and high refractive index

Inactive Publication Date: 2006-07-27
MITSUBISHI GAS CHEM CO INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0009] As a result of extensive studies to solve the above problems, the inventors have found that coating compositions comprising (A) 100 parts by weight of a thiirane ring-containing compound, (B) 0.0001 to 10 parts by weight of a catalyst for accelerating polymerization of the thiirane ring-containing compound, and (C) 0.005 to 4 parts by weight of a modified silicone oil can exhibit a good wetting property, and a coating film obtained by polymerizing and curing the coating composition can exhibit a high refractive index, a less discoloration and excellent transparency and uniformity. The present invention has been accomplished on the basis of the finding

Problems solved by technology

However, these methods are limited only to production of lenses or substrates themselves.
However, since coating materials made of the transparent resins generally exhibit a poor wetting property to various substrates, it is difficult to stably form a thin film having a thickness of from several μm to several tens μm.
Further, the above related documents have failed to specify a refractive index, a discoloration, a transparency and a uniformity of the adhesives, since the object thereof is not to study and improve these properties.
Also, JP 2003-89759A describes thiirane ring-containing compounds merely as an example of polymerizable monomers, and fails to provide specific embodiments or examples using the thiirane ring-containing compounds.

Method used

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  • Coating composition, coating film made of same, and optical article
  • Coating composition, coating film made of same, and optical article
  • Coating composition, coating film made of same, and optical article

Examples

Experimental program
Comparison scheme
Effect test

example 1

[0043] One hundred parts by weight of bis(β-epithiopropyl)sulfide, 1.0 part by weight of tetrabutyl phosphonium bromide and 0.1 part by weight of a modified silicone oil “KF-351 (tradename)” available from Shin-Etsu Chemical Co., Ltd., were intimately mixed with each other to obtain a uniform coating composition. The thus obtained coating composition was deaerated at 20° C. under 1 torr for 5 min, and filtered through a 0.5 μm-mesh PTFE membrane filter. Next, the thus treated coating composition was applied onto a PET (polyethylene terephthalate) substrate using a bar coater (#09) to prepare a sample. The thus obtained sample was heated and cured at 120° C. for 5 min. Evaluation results of a wetting property of the coating composition as well as a discoloration, transparency and uniformity of the resultant cured product are shown in Table 1.

[0044] Meanwhile, the wetting property, discoloration, transparency and uniformity were evaluated by the following methods, and Rank B or more ...

example 5 to 17

[0062] The same procedure as in Example 1 was repeated except that the modified silicone oil was replaced with those shown in Table 2. The results are shown in Table 1. Meanwhile, the modified silicone oils represented by model names having capitals of “KF” and “X-22” are products available from Shin-Etsu Chemical Co., Ltd., and the modified silicone oils represented by model names having capitals of “BYK” are products available from BYK Chemie Japan Co., Ltd.

TABLE 1Amount ofKind of modifiedmodified siliconesilicone oiloil added (wt part)Kind of substrateExample 1KF-3510.1PETExample 2KF-3510.01PETExample 3KF-3511.0PETExample 4KF-3513.0PETComparativeNone0PETExample 1ComparativeKF-3510.001PETExample 2ComparativeKF-3515.0PETExample 3WettingEvaluation ofpropertydiscolorationTransparencyUniformityExample 1AAAAExample 2BAAAExample 3AABAExample 4AABAComparativeCAACExample 1ComparativeCAABExample 2ComparativeAACAExample 3

[0063]

TABLE 2Kind of modifiedsilicone oilKind of(wt part)substrateWe...

examples 18 and 19

[0064] The same procedure as in Example 1 was repeated except that the kinds and amounts of modified silicone oils as well as the kinds of substrates were changed as shown in Table 3. Meanwhile, “TAC” represents a cellulose triacetate resin, and “Zeonor” represents a tradename of an alicyclic polyolefin resin available from Nippon Zeon Co., Ltd.

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Abstract

There is provided a coating composition having a good wetting property which is capable of forming a coating film exhibiting a high refractive index, a less discoloration, and excellent transparency and uniformity when polymerized and cured. The present invention relates to a coating composition comprising (A) 100 parts by weight of a thiirane ring-containing compound, (B) 0.0001 to 10 parts by weight of a catalyst for accelerating polymerization of the thiirane ring-containing compound, and (C) 0.005 to 4 parts by weight of a modified silicone oil; a coating film produced from the composition; and an optical product provided with the coating film.

Description

TECHNICAL FIELD [0001] The present invention relates to coating compositions used for forming a coating film on a glass substrate, a quartz substrate, a silicon substrate, a metal substrate, a plastic substrate, a plastic film, etc., and more particularly to coating compositions capable of forming a coating film having a high refractive index, a less discoloration, and excellent transparency, uniformity and adhesion property when polymerized and cured, which are useful as coating materials for optical products applied to various displays, etc.; coating films obtained by polymerizing and curing the composition; and optical products provided on a surface thereof with the coating film. BACKGROUND ART [0002] As typical transparent resins, there are known polymethyl methacrylate (PMMA), polycarbonates (PC), polyethylene terephthalate (PET), epoxy resins, polyethylene (PE), polypropylene (PP) and the like. However, these resins have a refractive index of about 1.60 at the maximum. [0003] ...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08K5/00C09D189/00C07D409/02C08G75/08C09D181/00C09D181/02C09D183/04G02B1/10
CPCC08G75/08G02B1/10C09D181/02Y10T428/31663Y10T428/31533C09D181/00B05D3/0272
Inventor OKADA, HIROYUKITAKEUCHI, MOTOHARUJOHNO, MASAHIRO
Owner MITSUBISHI GAS CHEM CO INC
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