CN102934026B - 用于加成法制造的可led固化的液体树脂组合物 - Google Patents
用于加成法制造的可led固化的液体树脂组合物 Download PDFInfo
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- CN102934026B CN102934026B CN201080057944.2A CN201080057944A CN102934026B CN 102934026 B CN102934026 B CN 102934026B CN 201080057944 A CN201080057944 A CN 201080057944A CN 102934026 B CN102934026 B CN 102934026B
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- phenyl
- sulfonium
- photocurable resin
- addition process
- resin composition
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- 238000000034 method Methods 0.000 title claims abstract description 120
- 239000011342 resin composition Substances 0.000 title claims abstract description 106
- 230000008569 process Effects 0.000 title claims abstract description 97
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 58
- 239000007788 liquid Substances 0.000 title claims abstract description 24
- 238000007711 solidification Methods 0.000 title claims description 31
- 230000008023 solidification Effects 0.000 title claims description 31
- 238000010526 radical polymerization reaction Methods 0.000 claims abstract description 31
- 238000010538 cationic polymerization reaction Methods 0.000 claims abstract description 30
- 230000000977 initiatory effect Effects 0.000 claims abstract description 19
- 239000007787 solid Substances 0.000 claims abstract description 14
- -1 1-hydroxyisopropyl Chemical group 0.000 claims description 194
- 239000000203 mixture Substances 0.000 claims description 84
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 83
- 239000003999 initiator Substances 0.000 claims description 57
- 150000001768 cations Chemical class 0.000 claims description 56
- 229910052717 sulfur Inorganic materials 0.000 claims description 56
- 239000011593 sulfur Substances 0.000 claims description 52
- 229920005989 resin Polymers 0.000 claims description 42
- 239000011347 resin Substances 0.000 claims description 42
- 125000000538 pentafluorophenyl group Chemical group FC1=C(F)C(F)=C(*)C(F)=C1F 0.000 claims description 32
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 29
- 230000005855 radiation Effects 0.000 claims description 29
- 150000003254 radicals Chemical class 0.000 claims description 28
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 claims description 26
- 239000002585 base Substances 0.000 claims description 24
- 238000006116 polymerization reaction Methods 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 23
- 239000003504 photosensitizing agent Substances 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 20
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 18
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 18
- 239000012965 benzophenone Substances 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 150000001450 anions Chemical class 0.000 claims description 15
- 229910052760 oxygen Inorganic materials 0.000 claims description 15
- 239000001301 oxygen Substances 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 15
- 150000003568 thioethers Chemical class 0.000 claims description 15
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 14
- 229920005862 polyol Polymers 0.000 claims description 14
- 150000003077 polyols Chemical class 0.000 claims description 13
- 239000003599 detergent Substances 0.000 claims description 12
- RMVRSNDYEFQCLF-UHFFFAOYSA-O phenylsulfanium Chemical compound [SH2+]C1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-O 0.000 claims description 12
- 239000012953 triphenylsulfonium Substances 0.000 claims description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 229910052740 iodine Inorganic materials 0.000 claims description 10
- 239000011630 iodine Substances 0.000 claims description 10
- 230000035515 penetration Effects 0.000 claims description 10
- 239000004305 biphenyl Substances 0.000 claims description 9
- 125000002091 cationic group Chemical group 0.000 claims description 9
- WLOQLWBIJZDHET-UHFFFAOYSA-N triphenylsulfonium Chemical compound C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 WLOQLWBIJZDHET-UHFFFAOYSA-N 0.000 claims description 9
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 8
- 238000007046 ethoxylation reaction Methods 0.000 claims description 8
- ROMWNDGABOQKIW-UHFFFAOYSA-N phenyliodanuidylbenzene Chemical compound C=1C=CC=CC=1[I-]C1=CC=CC=C1 ROMWNDGABOQKIW-UHFFFAOYSA-N 0.000 claims description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 239000000470 constituent Substances 0.000 claims description 7
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 7
- 150000002576 ketones Chemical class 0.000 claims description 7
- 229920000570 polyether Polymers 0.000 claims description 7
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 6
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 6
- 235000010290 biphenyl Nutrition 0.000 claims description 6
- VYHBFRJRBHMIQZ-UHFFFAOYSA-N bis[4-(diethylamino)phenyl]methanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=C(N(CC)CC)C=C1 VYHBFRJRBHMIQZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000002245 particle Substances 0.000 claims description 6
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 6
- 238000003860 storage Methods 0.000 claims description 6
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 claims description 6
- QGHDLJAZIIFENW-UHFFFAOYSA-N 4-[1,1,1,3,3,3-hexafluoro-2-(4-hydroxy-3-prop-2-enylphenyl)propan-2-yl]-2-prop-2-enylphenol Chemical group C1=C(CC=C)C(O)=CC=C1C(C(F)(F)F)(C(F)(F)F)C1=CC=C(O)C(CC=C)=C1 QGHDLJAZIIFENW-UHFFFAOYSA-N 0.000 claims description 5
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 239000000460 chlorine Substances 0.000 claims description 5
- 239000000975 dye Substances 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000003208 petroleum Substances 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- 229920002554 vinyl polymer Polymers 0.000 claims description 5
- 150000007964 xanthones Chemical class 0.000 claims description 5
- WWMFRKPUQJRNBY-UHFFFAOYSA-N (2,3-dimethoxyphenyl)-phenylmethanone Chemical compound COC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1OC WWMFRKPUQJRNBY-UHFFFAOYSA-N 0.000 claims description 4
- WXPWZZHELZEVPO-UHFFFAOYSA-N (4-methylphenyl)-phenylmethanone Chemical compound C1=CC(C)=CC=C1C(=O)C1=CC=CC=C1 WXPWZZHELZEVPO-UHFFFAOYSA-N 0.000 claims description 4
- VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 claims description 4
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 claims description 4
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 claims description 4
- OKIHXNKYYGUVTE-UHFFFAOYSA-N 4-Fluorothiophenol Chemical compound FC1=CC=C(S)C=C1 OKIHXNKYYGUVTE-UHFFFAOYSA-N 0.000 claims description 4
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 4
- 229910017048 AsF6 Inorganic materials 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 4
- 229930006711 bornane-2,3-dione Natural products 0.000 claims description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- LTYMSROWYAPPGB-UHFFFAOYSA-O diphenylsulfanium Chemical compound C=1C=CC=CC=1[SH+]C1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-O 0.000 claims description 4
- HPAFOABSQZMTHE-UHFFFAOYSA-N phenyl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)C1=CC=CC=C1 HPAFOABSQZMTHE-UHFFFAOYSA-N 0.000 claims description 4
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 claims description 4
- 239000010936 titanium Substances 0.000 claims description 4
- 229910052719 titanium Inorganic materials 0.000 claims description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 4
- SXNICUVVDOTUPD-UHFFFAOYSA-N CC1=CC(C)=CC(C)=C1C(=O)P(=O)C1=CC=CC=C1 Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)C1=CC=CC=C1 SXNICUVVDOTUPD-UHFFFAOYSA-N 0.000 claims description 3
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 230000003078 antioxidant effect Effects 0.000 claims description 3
- 239000012954 diazonium Substances 0.000 claims description 3
- 229960004194 lidocaine Drugs 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- NGDMLQSGYUCLDC-UHFFFAOYSA-N pyren-1-ylmethanol Chemical compound C1=C2C(CO)=CC=C(C=C3)C2=C2C3=CC=CC2=C1 NGDMLQSGYUCLDC-UHFFFAOYSA-N 0.000 claims description 3
- 150000004053 quinones Chemical class 0.000 claims description 3
- 229910000077 silane Inorganic materials 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- GTACSIONMHMRPD-UHFFFAOYSA-N 2-[4-[2-(benzenesulfonamido)ethylsulfanyl]-2,6-difluorophenoxy]acetamide Chemical compound C1=C(F)C(OCC(=O)N)=C(F)C=C1SCCNS(=O)(=O)C1=CC=CC=C1 GTACSIONMHMRPD-UHFFFAOYSA-N 0.000 claims description 2
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- 101710130081 Aspergillopepsin-1 Proteins 0.000 claims description 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 2
- 102100031007 Cytosolic non-specific dipeptidase Human genes 0.000 claims description 2
- 239000004609 Impact Modifier Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 239000004411 aluminium Substances 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- 229910052787 antimony Inorganic materials 0.000 claims description 2
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 2
- 150000001491 aromatic compounds Chemical class 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 229910052801 chlorine Inorganic materials 0.000 claims description 2
- 239000011258 core-shell material Substances 0.000 claims description 2
- 239000013530 defoamer Substances 0.000 claims description 2
- 239000003063 flame retardant Substances 0.000 claims description 2
- 150000008377 fluorones Chemical group 0.000 claims description 2
- SNHMUERNLJLMHN-UHFFFAOYSA-N iodobenzene Chemical compound IC1=CC=CC=C1 SNHMUERNLJLMHN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004417 polycarbonate Substances 0.000 claims description 2
- 229920000515 polycarbonate Polymers 0.000 claims description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 125000005591 trimellitate group Chemical group 0.000 claims description 2
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 3
- TZBUFYPRATZGDD-UHFFFAOYSA-N thianthrene Chemical compound C1=CC=C2SC3=C=CC=C[C]3SC2=C1 TZBUFYPRATZGDD-UHFFFAOYSA-N 0.000 claims 3
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 claims 1
- 150000004703 alkoxides Chemical class 0.000 claims 1
- 238000000016 photochemical curing Methods 0.000 abstract description 2
- 238000007792 addition Methods 0.000 description 62
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 59
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 32
- 239000010410 layer Substances 0.000 description 27
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 25
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- 239000000463 material Substances 0.000 description 24
- CERQOIWHTDAKMF-UHFFFAOYSA-N alpha-methacrylic acid Natural products CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 15
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
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- 239000000178 monomer Substances 0.000 description 11
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- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
- 239000004593 Epoxy Substances 0.000 description 9
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- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 9
- 238000001723 curing Methods 0.000 description 8
- 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 7
- LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical compound C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 7
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- HECLRDQVFMWTQS-UHFFFAOYSA-N Dicyclopentadiene Chemical compound C1C2C3CC=CC3C1C=C2 HECLRDQVFMWTQS-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
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- 230000003647 oxidation Effects 0.000 description 4
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- BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 3
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 3
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- 231100000419 toxicity Toxicity 0.000 description 1
- ROWMQJJMCWDJDT-UHFFFAOYSA-N tribromomethane Chemical compound Br[C](Br)Br ROWMQJJMCWDJDT-UHFFFAOYSA-N 0.000 description 1
- ZBZJXHCVGLJWFG-UHFFFAOYSA-N trichloromethyl(.) Chemical compound Cl[C](Cl)Cl ZBZJXHCVGLJWFG-UHFFFAOYSA-N 0.000 description 1
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- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- RRLMGCBZYFFRED-UHFFFAOYSA-N undecyl prop-2-enoate Chemical compound CCCCCCCCCCCOC(=O)C=C RRLMGCBZYFFRED-UHFFFAOYSA-N 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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- B29C2033/0005—Moulds or cores; Details thereof or accessories therefor with transparent parts, e.g. permitting visual inspection of the interior of the cavity
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- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Mechanical Engineering (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Inorganic Chemistry (AREA)
- Ceramic Engineering (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Thermal Sciences (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Plasma & Fusion (AREA)
- Electromagnetism (AREA)
- Civil Engineering (AREA)
- Composite Materials (AREA)
- Structural Engineering (AREA)
- Polymerisation Methods In General (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
Abstract
Description
实施例编号 | CPI/RPI | CPC/RPC |
1 | 1.33 | 1.13 |
2 | 0.18 | 3.19 |
3 | 0.25 | 3.1939 --> |
4 | 0.43 | 3.19 |
5 | 0.67 | 3.19 |
6 | 0.67 | 1.37 |
7 | 0.67 | 1.30 |
8 | 0.67 | 1.23 |
9 | 0.67 | 1.33 |
10 | 0.67 | 1.33 |
11 | 0.67 | 1.47 |
12 | 0.67 | 1.55 |
13 | 0.67 | 1.47 |
14 | 0.67 | 1.47 |
15 | 0.25 | 1.48 |
16 | 0.25 | 1.48 |
17 | 0.25 | 1.48 |
18 | 0.25 | 1.48 |
19 | 0.25 | 2.23 |
20 | 0.25 | 2.27 |
21 | 0.25 | 2.23 |
22 | 0.25 | 0.94 |
23 | 0.25 | N/A |
24 | 0.25 | N/A |
25 | 0.25 | N/A |
26 | 0.25 | N/A |
27 | 0.25 | N/A |
28 | 0.25 | 0.54 |
29 | 0.25 | 0.54 |
30 | 0.25 | 0.54 |
实施例编号 | CPI/RPI | CPC/RPC |
31 | 0.82 | 3.56 |
32 | 0.76 | 1.10 |
33 | 0.76 | 1.10 |
34 | 0.82 | 3.56 |
35 | 1.22 | 3.56 |
36 | 1.26 | 1.10 |
37 | 0.50 | 1.87 |
38 | 0.50 | 1.87 |
39 | 0.50 | 1.8740 --> |
40 | 0.50 | 1.87 |
41 | 0.50 | 1.87 |
42 | 0.50 | 1.87 |
43 | 0.50 | 1.87 |
44 | 0.50 | 1.87 |
45 | 0.71 | 6.50 |
46 | 0.71 | 6.50 |
47 | 0.88 | 6.53 |
48 | 4.09 | 6.53 |
49 | 1.02 | 6.53 |
50 | 0.70 | 6.53 |
51 | 0.35 | 6.53 |
52 | 1.29 | 6.53 |
53 | 1.29 | 6.53 |
54 | 1.29 | 6.53 |
55 | 1.29 | 6.53 |
56 | 0.40 | 6.56 |
Claims (24)
Priority Applications (1)
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CN201610479298.8A CN106125509B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的可led固化的液体树脂组合物 |
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Application Number | Priority Date | Filing Date | Title |
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US28762009P | 2009-12-17 | 2009-12-17 | |
US61/287,620 | 2009-12-17 | ||
PCT/US2010/060677 WO2011075555A1 (en) | 2009-12-17 | 2010-12-16 | Led curable liquid resin compositions for additive fabrication |
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CN201610479298.8A Division CN106125509B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的可led固化的液体树脂组合物 |
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CN102934026B true CN102934026B (zh) | 2016-08-03 |
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CN201080057939.1A Active CN102666073B (zh) | 2009-12-17 | 2010-12-16 | 基于基材的加成法制造工艺 |
CN201610479298.8A Active CN106125509B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的可led固化的液体树脂组合物 |
CN201080057944.2A Active CN102934026B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的可led固化的液体树脂组合物 |
CN201080057942.3A Active CN102858738B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的包含三芳基锍硼酸盐阳离子光引发剂的液体可辐射固化树脂 |
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CN201080057939.1A Active CN102666073B (zh) | 2009-12-17 | 2010-12-16 | 基于基材的加成法制造工艺 |
CN201610479298.8A Active CN106125509B (zh) | 2009-12-17 | 2010-12-16 | 用于加成法制造的可led固化的液体树脂组合物 |
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US (3) | US9034236B2 (zh) |
EP (3) | EP2512779B1 (zh) |
JP (2) | JP5849350B2 (zh) |
KR (4) | KR101821426B1 (zh) |
CN (4) | CN102666073B (zh) |
BR (2) | BR112012014900B1 (zh) |
WO (3) | WO2011084578A1 (zh) |
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BR112012014900B1 (pt) * | 2009-12-17 | 2019-09-10 | Dsm Ip Assets Bv | processo para fabricação de aditivo com base em substrato |
TWI523882B (zh) * | 2010-07-14 | 2016-03-01 | 日本化藥股份有限公司 | 感光性樹脂組成物及其硬化物 |
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