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Cation photopolymerization evocator and composition with cation photopolymerization

A photopolymerization initiator, cationic technology, applied in the direction of photosensitive materials, optics, photosensitive materials, etc. for optomechanical equipment, can solve the problems of insufficient curing depth, inability to act as a dental polymerization initiator, and low polymerization rate.

Inactive Publication Date: 2004-07-07
TOKUYAMA CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0023] However, in the above systems including photoacid-generating compounds and sensitizers, the rate of polymerization is low and the depth of cure is insufficient
Therefore, the system does not function as a complete dental polymerization initiator to cure in a short time to the extent that it adequately treats the oral cavity
[0024] Systems that absorb light in the near-ultraviolet region to the visible region as photoacid-generating compounds are still not available for dental applications

Method used

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  • Cation photopolymerization evocator and composition with cation photopolymerization
  • Cation photopolymerization evocator and composition with cation photopolymerization
  • Cation photopolymerization evocator and composition with cation photopolymerization

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specific Embodiment approach

[0119] The present invention will now be specifically described by means of examples, but the present invention is by no means limited by these examples. Described below are the compounds and their abbreviated forms used in the specification and examples.

[0120] (A) Compounds that generate photoacids:

[0121]

[0122] (B) Fused polycyclic aromatic compounds:

[0123]

[0124]

[0125]

[0126] (Note: DOXAn, TCHAn, An, BAn, Pery, and DOAn are not fused polycyclic aromatic compounds for use in the present invention)

[0127] (C) Cationic polymerizable monomers:

[0128]

[0129]

[0130] (D) Other.

[0131] CQ: Camphorquinone

[0132] DMBE: Ethyl N,N-Dimethylaminobenzoate

[0133] Described below are methods for evaluating material properties presented in the specification and examples.

[0134] (1) Gelation time

[0135] A cationically polymerizable monomer solution containing the cationic photopolymerization initiator of the present invention was ad...

Embodiment 1 to 19

[0147] To 100 parts by mass of cationically polymerizable monomers (as shown in Table 1), 0.2 parts by mass of photoacid-generating compounds and 0.05 parts by mass of fused polycyclic aromatic compounds (as shown in Table 1) were added, and then Let it dissolve. The gel time, curing performance and curing depth of the solution are shown in Table 1. In all examples, the solutions gelled rapidly and exhibited good curing properties.

Embodiment 20 to 25

[0194] Solution A was prepared by dissolving 0.8 parts by mass of DPISb and 0.2 parts by mass of DPP into 100 parts by mass of a mixture of OX-2 / EP-1 (95 / 5 by mass) in the dark. Further prepare solution B (the mixture of OX-2 / EP-2 with a mass ratio of 95 / 5), solution C (the mixture of OX-2 / DV with a mass ratio of 95 / 5) and solution D in a similar manner (A mixture of BOE / EP-2 with a mass ratio of 50 / 50 was used).

[0195] Suspend 20 grams of quartz powder (5 microns in particle size) in 80 ml of acetic acid aqueous solution. The pH of the acetic acid aqueous solution is adjusted to 4.0, and 0.8 g of 3-glycidyloxypropyltrimethoxysilane is added thereto under stirring. After stirring for one hour, water was distilled off using an evaporator. The resulting solid was pulverized in a mortar and then dried at 80°C under reduced pressure for 15 hours. After drying, the resulting powder is designated as Inorganic Filler F1.

[0196] Similarly, inorganic filler F2 was prepared using s...

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Abstract

A photocationic polymerization initiator comprising (A) a photo acid-generating compound and (B) a fused polycyclic aromatic compound, wherein said fused polycyclic aromatic compound has a molecular structure in which a fused aromatic ring is further condensed with a non-aromatic ring, and at least one of the atoms constituting said non-aromatic ring directly bonded to a common atom in the fused aromatic ring and the non-aromatic ring, is a saturated carbon atom, said saturated carbon atom having at least one hydrogen atom. Upon blending the photopolymerizable monomer with the photocationic polymerization initiator, there is obtained a photocationically polymerizable composition having a high sensitivity for the visible light rays, which is useful for dental applications, exhibiting a sufficiently high curing rate and offering sufficient depth of curing upon the irradiation with light for only a short period of time.

Description

technical field [0001] The present invention relates to a novel photopolymerization initiator which can be successfully used in photoresist materials, printed wiring board materials, holographic materials and dental materials, and also to a photopolymerizable Compositions. Background technique [0002] Various cationic photopolymerization initiators capable of generating Bronsted acid or Lewis acid to polymerize cationically polymerizable compounds such as epoxides or vinyl ethers have been proposed so far. . [0003] As such cationic photopolymerization initiators, photoacid-generating compounds such as iodonium salt compounds and sulfonium salt compounds are exemplified. However, these photoacid-generating compounds generally do not absorb light in the near-ultraviolet region and thus cannot initiate polymerization using common light sources (379 to 550 nm) such as halogen lamps. Attempts have therefore been made to use fused polycyclic aromatic compounds bearing substi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F2/50C08F4/00C08G59/68
CPCC08F2/50C08G59/68C08F4/00
Inventor 铃木健风间秀树
Owner TOKUYAMA CORP
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