KR100681160B1

KR100681160B1 - 표면활성 광개시제

표면활성 광개시제 Download PDF

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Publication number: KR100681160B1
Authority: KR; South Korea
Prior art keywords: formula; alkyl; radical; independently; phenyl
Prior art date: 1999-07-29

Application number

KR1020000044079A

Other languages

English (en)

Korean (ko)

Other versions

KR20010049943A (ko

Inventor

바우딘기젤레

융툰야

Original Assignee

시바 스페셜티 케미칼스 홀딩 인크.

Priority date

1999-07-29

Filing date

2000-07-29

Publication date

2007-02-28

2000-07-29 Application filed by 시바 스페셜티 케미칼스 홀딩 인크. filed Critical 시바 스페셜티 케미칼스 홀딩 인크.

2001-06-15 Publication of KR20010049943A publication Critical patent/KR20010049943A/ko

2007-02-28 Application granted granted Critical

2007-02-28 Publication of KR100681160B1 publication Critical patent/KR100681160B1/ko

Links

239000000203 mixture Substances 0.000 claims abstract description 140
150000001875 compounds Chemical class 0.000 claims abstract description 89
238000000576 coating method Methods 0.000 claims abstract description 60
238000000034 method Methods 0.000 claims abstract description 47
239000011248 coating agent Substances 0.000 claims abstract description 35
238000010438 heat treatment Methods 0.000 claims abstract description 10
230000003678 scratch resistant effect Effects 0.000 claims abstract description 6
-1 siloxanes Chemical class 0.000 claims description 133
125000000217 alkyl group Chemical group 0.000 claims description 61
150000003254 radicals Chemical class 0.000 claims description 46
238000009472 formulation Methods 0.000 claims description 41
KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 31
239000011347 resin Substances 0.000 claims description 28
229920005989 resin Polymers 0.000 claims description 28
229910052757 nitrogen Inorganic materials 0.000 claims description 27
238000004519 manufacturing process Methods 0.000 claims description 24
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 23
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
125000002947 alkylene group Chemical group 0.000 claims description 21
125000004450 alkenylene group Chemical group 0.000 claims description 20
229910052739 hydrogen Inorganic materials 0.000 claims description 20
239000001257 hydrogen Substances 0.000 claims description 18
239000000758 substrate Substances 0.000 claims description 18
125000000753 cycloalkyl group Chemical group 0.000 claims description 16
150000002431 hydrogen Chemical class 0.000 claims description 16
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 14
229910052736 halogen Inorganic materials 0.000 claims description 13
150000002367 halogens Chemical group 0.000 claims description 13
239000007858 starting material Substances 0.000 claims description 13
125000004648 C2-C8 alkenyl group Chemical group 0.000 claims description 12
125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 11
125000004433 nitrogen atom Chemical group N* 0.000 claims description 10
229910052760 oxygen Inorganic materials 0.000 claims description 9
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 8
GJVFBWCTGUSGDD-UHFFFAOYSA-L pentamethonium bromide Chemical compound [Br-].[Br-].C[N+](C)(C)CCCCC[N+](C)(C)C GJVFBWCTGUSGDD-UHFFFAOYSA-L 0.000 claims description 8
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 7
230000005670 electromagnetic radiation Effects 0.000 claims description 7
125000004430 oxygen atom Chemical group O* 0.000 claims description 7
125000002861 (C1-C4) alkanoyl group Chemical group 0.000 claims description 6
239000000126 substance Substances 0.000 claims description 6
125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 4
229910052698 phosphorus Inorganic materials 0.000 claims description 4
239000011574 phosphorus Substances 0.000 claims description 4
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ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 abstract description 2
230000007246 mechanism Effects 0.000 abstract description 2
230000004931 aggregating effect Effects 0.000 abstract 1
125000003118 aryl group Chemical group 0.000 description 61
238000006243 chemical reaction Methods 0.000 description 30
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239000003999 initiator Substances 0.000 description 20
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 18
239000000460 chlorine Chemical group 0.000 description 18
229910052751 metal Inorganic materials 0.000 description 18
239000002184 metal Substances 0.000 description 18
NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 17
239000002904 solvent Substances 0.000 description 17
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125000001931 aliphatic group Chemical group 0.000 description 11
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 11
239000000049 pigment Substances 0.000 description 11
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238000001819 mass spectrum Methods 0.000 description 10
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239000002253 acid Substances 0.000 description 9
229920000647 polyepoxide Polymers 0.000 description 9
230000008569 process Effects 0.000 description 9
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 8
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238000006116 polymerization reaction Methods 0.000 description 8
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 8
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 7
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CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 7
125000003277 amino group Chemical group 0.000 description 7
150000002513 isocyanates Chemical class 0.000 description 7
239000007788 liquid Substances 0.000 description 7
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229920000570 polyether Polymers 0.000 description 7
239000000600 sorbitol Substances 0.000 description 7
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
0 CC(OC(COC(N)=O)*[S+](*)(*)OC)=O Chemical compound CC(OC(COC(N)=O)*[S+](*)(*)OC)=O 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 6
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 6
150000001735 carboxylic acids Chemical class 0.000 description 6
DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 6
239000010410 layer Substances 0.000 description 6
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 6
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NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
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GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
150000008064 anhydrides Chemical class 0.000 description 5
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 5
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UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 5
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229920000180 alkyd Polymers 0.000 description 4
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238000004458 analytical method Methods 0.000 description 4
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239000012965 benzophenone Substances 0.000 description 4
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
230000015572 biosynthetic process Effects 0.000 description 4
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
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238000006482 condensation reaction Methods 0.000 description 4
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JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
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OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 3
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238000007796 conventional method Methods 0.000 description 3
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125000004122 cyclic group Chemical group 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
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MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
238000001914 filtration Methods 0.000 description 3
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RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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