Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Compositions to be polymerized by wave energy wherein said...
Patent
1994-10-04
1997-03-04
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 48, 522 64, 522 53, 522 99, 522182, 522183, 156327, C09J 400, C08F 250
Patent
active
056079850
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a photopolymerizing adhesive which polymerizes when visible light is irradiated, and to a photopolymerization initiator therefor. More specifically, the invention relates to the adhesive having such an excellent photopolymerizing activity as polymerizability for a short time by irradiation of visible light; excellent, colorless and transparent appearance after photopolymerization; and excellent light resistance after adhesion.
BACKGROUND ART
Conventionally, as photopolymerizing adhesives ultraviolet light(UV)-polymerizing ones were used, which were obtained by adding a UV polymerization initiator that generates free radicals by absorbing UV, such as benzoinalkylether, 1-cyclohexylphenylketone, to a polyfunctional radical polymerizing monomer (e.g., 1, 6hexanedioldi(meth)acrylate, bisphenol-A-epoxy modified di(meth)acrylate), or a monofunctional radical polymerizing monomer (e.g., N-vinylpyrrolidone hydroxyethyl(meth)acrylate).
The UV-polymerizing adhesives are usually one-liquid type, and show a long pot life and such a practical adhesive property as polymerizability by irradiation of UV for a short time, e.g., a few minutes. Accordingly, they are excellent in handling and in adaptation to a prompt adhering operation so that they have been widely used in replace of adhesives such as epoxy resin adhesives which require mixing a main agent with a curing one or heating at an adhesion step.
Lately, however, fast and simple adhesion as obtainable by conventional photopolymerizing adhesives has been increasingly required for opaque materials and UV-absorbing materials such as colored glass, ceramics, polycarbonates and polyvinyl chloride.
Furthermore, it has been pointed out that UV so far used for polymerization of conventional photopolymerizing adhesives has problems. One problem is that UV has a strong chemical action against a human body and causes danger at work. The other problem is that UV ray apparatus must have facilities such as a specialized power supply and exhausting duct. This will require much cost and make the scale of the facilities bigger. Thus, photopolymerizing adhesives have been increasingly expected which can be polymerized by a safer and simpler light source.
Recently, a new type visible light-polymerizing adhesive, which polymerizes by using visible light, has been used as a photopolymerizing adhesive which meets the above purposes.
As this adhesive, for example, an adhesive comprising at least one ketone selected from fluorenone and diketone and at least one organic peroxide, as initiators for visible light polymerization, is disclosed in JP-A-2/110178. In addition, an adhesive comprising, as a visible light-polymeriztation initiator, camphorquinone or benzil is disclosed in JP-A-2/252775.
Examples of other adhesives of a visible light-polymerization type are those containing, instead of a photopolymerization initiator for conventional UV-polymerizing adhesives, an initiator showing absorbance in visible light range (such as thioxanthone derivatives, e.g., anthraquinone, 3-ketocoumanine, 2-chlorothioxanthone, and isopropylthioxanthone; accridone derivatives, e.g., 10-butyl-2-chloroacridone; or thiopyrylium salt derivatives), or those containing an organic dye such as methylene blue.
Normally, to such visible light polymerizing adhesives is added a tertiary amine (e.g., tri-n-butylamine, dimethylaminoethylmethacrylate, N, N-dimethyl-p-toluidine or N, N-dimethyl-p-benzoate) or an organic peroxide (e.g., benzoyl peroxide), for the purpose of increasing reactivity of a photopolymerization initiator.
These visible light-polymerizing adhesives make adhesion of UV-opaque materials by photopolymerization possible, which was so far difficult. Besides, the visible light-polymerizing adhesives have been increasingly used for, e.g., adhesion of dental resins in the mouth in dental fields, because they allow to use a highly safe visible light-source, such as a halogen lamp, as a light source for polymerization.
To the visible light-polymerizing ad
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Komiya Shigeo
Masuhara Eiichi
Satou Yumiko
Sawamoto Takeyuki
Adell Co., Ltd.
Berman Susan W.
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