Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Compositions to be polymerized by wave energy wherein said...
Patent
1996-05-17
1998-04-14
Berman, Susan W.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Compositions to be polymerized by wave energy wherein said...
522 26, 522 27, 522170, 522148, 528 21, 528 23, 528 40, C08G 6516, C08G 7714
Patent
active
057391742
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/U.S. Pat. No. 94/13,638, filed Nov. 21, 1994.
TECHNICAL FIELD
The present invention relates to a photocurable composition, and in particular, to a photocurable composition preferably employed for a luster agent for coating an automobile body and the like, including, for example, a coated surface of an automobile, a plastic bumper, and a tire.
BACKGROUND ART
Conventionally, a wax such as carnuba wax, polyethylene wax, a silicone such as dimethyl polysiloxane, and a variety of modified silicones, and the like, have been employed as a luster agent for use on the exterior of an automobile. However, these luster agents do not impart sufficient gloss, water repellency and stain resistance, and have poor durability.
Although employment of a polymerized wax or silicone has been proposed in order to improve durability of a luster agent, such techniques can diminish the waxing processability of the luster composition. Thus, photocurable compositions mentioned below have been proposed.
Japanese Patent Kokai Publication No. S51-134794 disclose a visible light curable composition comprising an epoxy resin, an aryl halonium salt and an organic dye. The epoxy resin disclosed in the reference may be obtained from a reaction of bisphenol A with epichlorohydrin. However, the epoxy resin itself shows no gloss nor stain resistance, and it hardly be used as a luster agent.
A UV curable silicone releasing composition having epoxy and/or acrylic functionality, which is disclosed in Japanese Patent Kokai Publication S58-213024, cannot be employed as a luster agent, since the resin is designed to function as a releasing agent.
A UV curable organopolysiloxane composition disclosed in Japanese Patent Kokai Publication H4-33960 comprises a organopolysiloxane having both acrylic and epoxy functionality, and a specific sulfonate photoinitiator. Even though the composition is photocured in the presence of air as a luster agent, oxygen contained in the air affects and makes the surface of the coating tacky, and the resulting coating lacks durability. Further, another problem is presented in that a UV (i.e., ultraviolet light) irradiation apparatus is needed for the composition.
DESCRIPTION OF THE INVENTION
The present invention overcomes the above described prior art problems while providing a specific photocurable composition which is curable by using a visible as well as UV light. The photocurable composition shows remarkably good properties when it is employed as a luster agent.
The present invention relates to a photocurable composition comprising: (a) a photopolymerizable monomer or oligomer comprising an organopolysiloxane having an epoxy or vinyl group; (b) a photoinitiator; and (c) a photosensitizer, wherein the photosensitizer comprises at least one material seleted from the group consisting of sulfolene; sulfolene substituted by an alkyl group of 1-5 carbon atoms, an alkoxy group of 1-5 carbon atoms, halogen, a cyano group, an amino group or a phenyl group; isatin, and isatin substituted by an alkyl group of 1-5 carbon atoms, an alkoxy group of 1-5 carbon atoms, halogen, a cyano group, an amino group or a phenyl group.
A photopolymerizable monomer or oligomer employed in the present invention includes a monomeric or oligomeric compound having any one or both of an epoxy group and a vinyl group.
Photopolymerizable monomers or oligomers comprising organopolysiloxanes having an epoxy group or a vinyl group are preferred. The organopolysiloxane may be prepared by hydrosilyl-addition of an epoxy compound to an organopolysiloxane having a n-SiH bond. Alternatively, the organopolysiloxane may be prepared by hydrosilyl-addition of an .omega.-haloolefin to an organopolysiloxane having a n-SiH bond, and then, replacing the halogen with an acrylate in the presence of a base, according to a procedure disclosed in Japanese Patent Kokai Publication No. S58-213024. However, an organopolysiloxane having an epoxy group is preferred as the photopolymerizable compound, because it is not affected by oxygen
REFERENCES:
patent: 3428590 (1969-02-01), Yamase
patent: 3756827 (1973-09-01), Chang
patent: 3915824 (1975-10-01), McGinniss
patent: 4172157 (1979-10-01), Nowak
patent: 4600436 (1986-07-01), Traver
ACS Abstract 119:96239 CA, Polymerization of methyl methacrylate using ***isatin*** and benzoyl peroxide combination as ***photoinitiator***, Som Pranab Kumar, Eur. Polym. J. (1993), 29(6), 899-92.
Japanese Patent Abstract, publication No. JP58149042, publication date May 9, 1983, Yamamoto Chiyou.
Berman Susan W.
Dowdall Janice L.
Minnesota Mining and Manufacturing Company
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