Photopolymerization Initiators

Photopolymerization initiators are used in many fields to generate photocurable composites. These composites are polymerized by irradiation with UV light and electron beam which leads to altered physical properties of the composites such as solubility, viscosity and adhesiveness. In particular, the phenomenon in which a liquid changes into a solid is most useful and is applied to surface-treating techniques in fields including paints, printing inks, dental materials, lithography, photoresist, etc. A growing number of intensive studies have been made for the development of improved properties for novel photopolymerization initiators.

Photopolymerization initiators can be divided roughly into three groups with the generated active species, as shown in the upper figure. The conventional photopolymerization initiators generate free radicals upon light irradiation, and the resulting radical starts the polymerization process. Typical initiators are represented by benzoin derivatives. Photo-acid generators which produce cations (acid) by light irradiation, were put to practical use in the late 1990s. Photo-base generators, which produce anions (base) by light irradiation, are of current interest in research.
Photopolymerization initiators are divided roughly into three groups as shown above. For a photopolymerization initiator to be an excellent initiator the following properties must be considered;
(1) High quantum yields in the generation of radicals, cations and anions
(2) Overlap in absorption wavelength of the photopolymerization initiators and emission wavelength of the light source
(3) High thermal stability and high stability in darkness
(4) Highly soluble in monomers and oligomers
In addition to those just developed, we have a wide assortment of initiators, such as benzoin derivatives which are already in use.

A0061 A0061 A1028 A1028 B0050 B0050
B0221 B0221 B3633 B3633 B0079 B0079
B0222 B0222 B1019 B1019 B1015 B1015
B0942 B0942 B0869 B0869 B0083 B0083
B0103 B0103 B1164 B1164 B1267 B1267
B2380 B2380 B2381 B2381 B1225 B1225
B0139 B0139 B1275 B1275 B0481 B0481
C0014 C0014 C0136 C0136 C1150 C1150
C1485 C1485 C0292 C0292 D1801 D1801
D1621 D1621 D1640 D1640 D2375 D2375
D1702 D1702 D2963 D2963 D2248 D2248
D2238 D2238 D2253 D2253 D3358 D3358
E0063 E0063 F0021 F0021 F0362 F0362
H0617 H0617 H0991 H0991 P0211 P0211
I0591 I0591 I0678 I0678 M1245 M1245
M2140 M2140 M0792 M0792 B1231 B1231
M1209 M1209 M2028 M2028 N0528 N0528
P1410 P1410 P1377 P1377 T0157 T0157
T1188 T1188 T1608 T1608 T2041 T2041
T2042 T2042
A0061 Acetophenone
A1028 p-Anisil
B0050 Benzil
B0221 Benzil Zone Refined (number of passes:22)
B3633 2-(1,3-Benzodioxol-5-yl)-4,6-bis(trichloromethyl)-1,3,5-triazine
B0079 Benzoin
B0222 Benzoin Zone Refined (number of passes:40)
B1019 Benzoin Ethyl Ether
B1015 Benzoin Isobutyl Ether
B0942 Benzoin Isopropyl Ether
B0869 Benzoin Methyl Ether
B0083 Benzophenone
B0103 2-Benzoylbenzoic Acid
B1164 4-Benzoylbenzoic Acid
B1267 4-Benzoyl 4'-Methyldiphenyl Sulfide
B2380 Bis(4-tert-butylphenyl)iodonium Hexafluorophosphate
B2381 Bis(4-tert-butylphenyl)iodonium Trifluoromethanesulfonate
B1225 2,2'-Bis(2-chlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole [Photopolymerization Initiator]
B0139 4,4'-Bis(diethylamino)benzophenone
B1275 4,4'-Bis(diethylamino)benzophenone
B0481 4,4'-Bis(dimethylamino)benzophenone
C0014 (+/-)-Camphorquinone
C0136 4-Chlorobenzophenone
C1150 2-Chlorobenzophenone
C1485 4-Chlorobenzophenone
C0292 2-Chlorothioxanthone
D1801 Dibenzosuberone
D1621 4,4'-Dichlorobenzophenone
D1640 2,2-Diethoxyacetophenone
D2375 2,4-Diethylthioxanthen-9-one
D1702 2,2-Dimethoxy-2-phenylacetophenone
D2963 2-(3,4-Dimethoxystyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine
D2248 Diphenyliodonium Hexafluoroarsenate
D2238 Diphenyliodonium Hexafluorophosphate
D2253 Diphenyliodonium Trifluoromethanesulfonate
D3358 Diphenyl(2,4,6-trimethylbenzoyl)phosphine Oxide
E0063 2-Ethylanthraquinone
F0021 9-Fluorenone
F0362 2-[2-(Furan-2-yl)vinyl]-4,6-bis(trichloromethyl)-1,3,5-triazine
H0617 1-Hydroxycyclohexyl Phenyl Ketone
H0991 2-Hydroxy-2-methylpropiophenone
P0211 2-Isonitrosopropiophenone
I0591 4-Isopropyl-4'-methyldiphenyliodonium Tetrakis(pentafluorophenyl)borate
I0678 2-Isopropylthioxanthone
M1245 2-(4-Methoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine
M2140 2-(4-Methoxystyryl)-4,6-bis(trichloromethyl)-1,3,5-triazine
M0792 10-Methyl-9(10H)-acridone
B1231 Methyl 2-Benzoylbenzoate
M1209 2-[2-(5-Methylfuran-2-yl)vinyl]-4,6-bis(trichloromethyl)-1,3,5-triazine
M2028 2-Methyl-4'-(methylthio)-2-morpholinopropiophenone
N0528 Nifedipine
P1410 2-Phenyl-2-(p-toluenesulfonyloxy)acetophenone
P1377 2-Pyridyl Tribromomethyl Sulfone
T0157 Tetramethylthiuram Monosulfide
T1188 Tribromomethyl Phenyl Sulfone
T1608 Triphenylsulfonium Tetrafluoroborate
T2041 Tri-p-tolylsulfonium Hexafluorophosphate
T2042 Tri-p-tolylsulfonium Trifluoromethanesulfonate

Literature

1) M. Kakuoka, Kagaku Kogyo (Chem. Ind.), 2001, 497.
2) M. Kakuoka, Kagaku Kogyo (Chem. Ind.), 1999, 592.
3) T. Yamaoka, Nippon Setchaku Kyokaishi, 1989, 25, 144.


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