CN87108126A - 含硫聚氨酯树脂制透镜的铸塑聚合方法 - Google Patents
含硫聚氨酯树脂制透镜的铸塑聚合方法 Download PDFInfo
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- CN87108126A CN87108126A CN87108126.1A CN87108126A CN87108126A CN 87108126 A CN87108126 A CN 87108126A CN 87108126 A CN87108126 A CN 87108126A CN 87108126 A CN87108126 A CN 87108126A
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- sulfur
- polyurethane resin
- acid
- containing polyurethane
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- 238000006116 polymerization reaction Methods 0.000 title claims abstract description 56
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims abstract description 50
- 229910052717 sulfur Inorganic materials 0.000 title claims abstract description 50
- 239000011593 sulfur Substances 0.000 title claims abstract description 50
- 238000000034 method Methods 0.000 title claims abstract description 20
- 229920005749 polyurethane resin Polymers 0.000 title claims description 52
- 238000005266 casting Methods 0.000 claims abstract description 38
- 239000004094 surface-active agent Substances 0.000 claims abstract description 27
- 239000011521 glass Substances 0.000 claims abstract description 23
- 239000005056 polyisocyanate Substances 0.000 claims abstract description 23
- 229920001228 polyisocyanate Polymers 0.000 claims abstract description 23
- 229920006295 polythiol Polymers 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 239000002184 metal Substances 0.000 claims abstract description 9
- 229910052751 metal Inorganic materials 0.000 claims abstract description 9
- 125000003396 thiol group Chemical group [H]S* 0.000 claims abstract description 5
- -1 alkyl quaternary ammonium salts Chemical class 0.000 claims description 43
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- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 15
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 15
- 229910052731 fluorine Inorganic materials 0.000 claims description 15
- 239000011737 fluorine Substances 0.000 claims description 15
- 229920003023 plastic Polymers 0.000 claims description 15
- 239000004033 plastic Substances 0.000 claims description 15
- LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 claims description 13
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Substances OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 9
- 239000010703 silicon Substances 0.000 claims description 9
- 229910052710 silicon Inorganic materials 0.000 claims description 9
- 229910019142 PO4 Inorganic materials 0.000 claims description 8
- 239000010452 phosphate Substances 0.000 claims description 8
- WZPMZMCZAGFKOC-UHFFFAOYSA-N diisopropyl hydrogen phosphate Chemical compound CC(C)OP(O)(=O)OC(C)C WZPMZMCZAGFKOC-UHFFFAOYSA-N 0.000 claims description 7
- 125000001261 isocyanato group Chemical group *N=C=O 0.000 claims description 7
- 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 claims description 6
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 6
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 6
- WRKCIHRWQZQBOL-UHFFFAOYSA-N octyl dihydrogen phosphate Chemical compound CCCCCCCCOP(O)(O)=O WRKCIHRWQZQBOL-UHFFFAOYSA-N 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Natural products OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 4
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 4
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical class CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims description 3
- JYFHYPJRHGVZDY-UHFFFAOYSA-N Dibutyl phosphate Chemical compound CCCCOP(O)(=O)OCCCC JYFHYPJRHGVZDY-UHFFFAOYSA-N 0.000 claims description 3
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- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- CKEIYLXUHITGSQ-UHFFFAOYSA-N cyclohexyl-dodecyl-diethylazanium Chemical compound CCCCCCCCCCCC[N+](CC)(CC)C1CCCCC1 CKEIYLXUHITGSQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- QPPQHRDVPBTVEV-UHFFFAOYSA-N isopropyl dihydrogen phosphate Chemical compound CC(C)OP(O)(O)=O QPPQHRDVPBTVEV-UHFFFAOYSA-N 0.000 claims description 2
- ZUZLIXGTXQBUDC-UHFFFAOYSA-N methyltrioctylammonium Chemical compound CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC ZUZLIXGTXQBUDC-UHFFFAOYSA-N 0.000 claims description 2
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 claims description 2
- HFERDKMSOGYJNM-UHFFFAOYSA-N C(CCCCCCCCCCCCCCC)[N+](C(C)(C)C)(C)C Chemical compound C(CCCCCCCCCCCCCCC)[N+](C(C)(C)C)(C)C HFERDKMSOGYJNM-UHFFFAOYSA-N 0.000 claims 1
- PRHNDXFEZHCGQN-UHFFFAOYSA-N CC([N+](C)(C)CCCCCCCCCCCCCCCC)(CC)C Chemical compound CC([N+](C)(C)CCCCCCCCCCCCCCCC)(CC)C PRHNDXFEZHCGQN-UHFFFAOYSA-N 0.000 claims 1
- JRBPAEWTRLWTQC-UHFFFAOYSA-O dodecylazanium Chemical compound CCCCCCCCCCCC[NH3+] JRBPAEWTRLWTQC-UHFFFAOYSA-O 0.000 claims 1
- PDSVZUAJOIQXRK-UHFFFAOYSA-N trimethyl(octadecyl)azanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)C PDSVZUAJOIQXRK-UHFFFAOYSA-N 0.000 claims 1
- 229920002635 polyurethane Polymers 0.000 abstract description 2
- 239000004814 polyurethane Substances 0.000 abstract description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 1
- 238000001816 cooling Methods 0.000 description 34
- 239000003795 chemical substances by application Substances 0.000 description 20
- 238000010438 heat treatment Methods 0.000 description 16
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 11
- 239000004698 Polyethylene Substances 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 10
- 229920000573 polyethylene Polymers 0.000 description 10
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- 239000007924 injection Substances 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- YWWMUOCIAHODNK-UHFFFAOYSA-N CC(C)(C)CCCCCCCCCCCCCCCCl.N Chemical compound CC(C)(C)CCCCCCCCCCCCCCCCl.N YWWMUOCIAHODNK-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 150000007973 cyanuric acids Chemical class 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 description 3
- LIMVRBNKNUOUJR-UHFFFAOYSA-N CCCCCCCCCCCCCCC(C)C(C)(CC)Cl.N Chemical compound CCCCCCCCCCCCCCC(C)C(C)(CC)Cl.N LIMVRBNKNUOUJR-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 206010018612 Gonorrhoea Diseases 0.000 description 2
- VBIIFPGSPJYLRR-UHFFFAOYSA-M Stearyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)C VBIIFPGSPJYLRR-UHFFFAOYSA-M 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- LGRLWUINFJPLSH-UHFFFAOYSA-N methanide Chemical compound [CH3-] LGRLWUINFJPLSH-UHFFFAOYSA-N 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- JRNVQLOKVMWBFR-UHFFFAOYSA-N 1,2-benzenedithiol Chemical compound SC1=CC=CC=C1S JRNVQLOKVMWBFR-UHFFFAOYSA-N 0.000 description 1
- CNDCQWGRLNGNNO-UHFFFAOYSA-N 2-(2-sulfanylethoxy)ethanethiol Chemical compound SCCOCCS CNDCQWGRLNGNNO-UHFFFAOYSA-N 0.000 description 1
- KSJBMDCFYZKAFH-UHFFFAOYSA-N 2-(2-sulfanylethylsulfanyl)ethanethiol Chemical compound SCCSCCS KSJBMDCFYZKAFH-UHFFFAOYSA-N 0.000 description 1
- DLLMHEDYJQACRM-UHFFFAOYSA-N 2-(carboxymethyldisulfanyl)acetic acid Chemical compound OC(=O)CSSCC(O)=O DLLMHEDYJQACRM-UHFFFAOYSA-N 0.000 description 1
- CEFDWZDNAJAKGO-UHFFFAOYSA-N 2-hydroxy-2-sulfoacetic acid Chemical compound OC(=O)C(O)S(O)(=O)=O CEFDWZDNAJAKGO-UHFFFAOYSA-N 0.000 description 1
- MSSNSTXFTUNKQH-UHFFFAOYSA-N 3,4,5,6-tetrachlorobenzene-1,2-dithiol Chemical compound SC1=C(S)C(Cl)=C(Cl)C(Cl)=C1Cl MSSNSTXFTUNKQH-UHFFFAOYSA-N 0.000 description 1
- ZDTOSZNUKHUNAK-UHFFFAOYSA-N 3-chlorobenzene-1,2-dithiol Chemical compound SC1=CC=CC(Cl)=C1S ZDTOSZNUKHUNAK-UHFFFAOYSA-N 0.000 description 1
- PNWSHHILERSSLF-UHFFFAOYSA-N 4-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=CC=C(C(O)=O)C=C1C(O)=O PNWSHHILERSSLF-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- XKBGEWXEAPTVCK-UHFFFAOYSA-M methyltrioctylammonium chloride Chemical compound [Cl-].CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC XKBGEWXEAPTVCK-UHFFFAOYSA-M 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- KUCOHFSKRZZVRO-UHFFFAOYSA-N terephthalaldehyde Chemical compound O=CC1=CC=C(C=O)C=C1 KUCOHFSKRZZVRO-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/82—Post-polymerisation treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/521—Esters of phosphoric acids, e.g. of H3PO4
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C33/00—Moulds or cores; Details thereof or accessories therefor
- B29C33/56—Coatings, e.g. enameled or galvanised; Releasing, lubricating or separating agents
- B29C33/60—Releasing, lubricating or separating agents
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/30—Low-molecular-weight compounds
- C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
- C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
- C08G18/3876—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/02—Halogenated hydrocarbons
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- C08K5/16—Nitrogen-containing compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
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- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
- Casting Or Compression Moulding Of Plastics Or The Like (AREA)
- Moulds For Moulding Plastics Or The Like (AREA)
Abstract
本发明涉及含硫聚氨酯制透镜的铸塑聚合方法。其特征是将含有两个以上异氰酸酯基的多异氰酸酯和含有两个以上巯基的多硫醇,在玻璃或金属的透镜母模中铸塑聚合时,预先向多异氰酸酯和多硫醇的混合物,添加表面活性剂,由此可容易地制得表面精度高,透明性保持好的透镜。
Description
本发明是关于用多异氰酸酯和多硫醇经铸塑聚合制造含硫聚氨酯树脂透镜的方法。
近年来,聚氨酯树脂在汽车的保险杆及机械部件中获得广泛应用。以往在使用多异氰酸酯和多元醇经铸塑聚合制造这些部件的时候,预先需向金属模型上涂擦适当的外脱模剂,使在模型表面形成一层薄膜。这样,聚合后的聚氨酯树脂才容易从模型中取出。
本发明者们着眼于含硫聚氨酯树脂具有高度折射率并且具有对可视光的低分散性,因而进行了将其作为透镜等光学部件的研究。可是,在眼镜镜片等制造中,对透镜表面的精度要求极高。然而,在玻璃或金属制的透镜母模上,使用原来已知的氟系脱模剂或硅系脱模剂形成脱模膜时,这种脱模膜的厚度难于保持一定,因而也就难于保证透镜表面的精度,以致出模后的含硫聚氨酯树脂透镜的局部或整个面上,会附有脱模膜,使透镜表面状态显著变差。
为此,本发明者们进行了用内脱模剂取代外脱模剂,亦即不用外脱模剂处理玻璃或金属制的透镜母模,而在多异氰酸酯和多硫醇的混合物中,加入具有脱模效果的内脱模剂的研究。以往,使用多异氰酸酯和多元醇进行铸塑聚合时,已知用作内脱模剂的有硬脂酸锌(特开昭60-245622号公报),硬化蓖麻油(特开昭60-255835号公报),羧基烷基硅氧烷(特开昭59-38044号公报)等。可是,这些化合物用于多异氰酸酯和多硫醇的混合物中时,因其相溶性小,不仅混合物白浊,而且聚合后不能脱模。于是经对各种化合物研究的结果,在多异氰酸酯和多硫醇的混合物中,可添加氟系非离子型表面活性剂、硅系非离子型表面活性剂、烷基季铵盐和酸式磷酸酯等任何一种作为内脱模剂,通过使用这类脱模剂所制取的铸塑聚合后的含硫聚氨酯树脂透镜,不仅容易从透镜母模中脱模,而且透镜保持着高度的透明性,表面精度也极好,从而完成了本发明。综上所述,本发明目的在于提供一种容易从透镜母模中脱模,且所制得的透镜具有高度透明性和高表面精度的含硫聚氨酯树脂制透镜的铸塑聚合方法。
本发明是将含有2个以上异氰酸酯基的多异氰酸酯和2个以上硫醇基的多硫醇,在玻璃或金属制的透镜母模中进行铸塑聚合时,通过预先向多异氰酸酯和多硫醇的混合物中,添加表面活性剂,而较容易地制得表面精度好的含硫聚氨酯树脂透镜的铸塑聚合方法。
本发明所用的含有2个以上异氰酸酯基的多异氰酸酯有:间苯二甲基二异氰酸酯,对苯二甲基二异氰酸酯、四氯间苯二甲基二异氰酸酯、1,3-双(α,α-二甲基异氰酸酯甲基)苯、1,4-双(α,α-二甲基异氰酸酯甲基)苯、六次甲基二异氰酸酯、异佛尔酮二异氰酸酯、甲苯撑二异氰酸酯、4,4′-二苯基甲烷二异氰酸酯、六次甲基二异氰酸酯的缩二脲反应物、六次甲基二异氰酸酯与三羟甲基丙烷的加成化合物、4,4′-二环己基甲烷二异氰酸酯以及赖氨酸异氰酸酯-β-异氰酸乙酯等。但是,从含硫聚氨酯树脂透镜的耐气候性,特别是经长时间后颜色变黄的倾向小这方面来考虑,则以苯二甲基二异氰酸酯、双(α,α-二甲基异氰酸酯甲基)苯等的侧链烷基上被异氰酸酯基所取代的芳香族二异氰酸酯或异佛尔酮二异氰酸酯、六次甲基二异氰酸酯等的脂肪族类二异氰酸酯为理想。进而,则以使铸塑聚合时的聚合速度适当加快,并赋予含硫聚氨酯树脂透镜高度折射率的苯二甲基二异氰酸酯最为理想。
还有,具有二个以上硫醇基的多硫醇有:二(2-硫醇基乙基)醚、乙二硫醇-〔1,2〕、丁二硫醇-〔1,4〕、二(2-硫醇基乙基)硫醚、2-硫醇基乙醇、二硫代甘醇酸乙二(醇)酯、三(硫代甘醇酸)三羟甲基丙酯、季戊四醇四(2-硫醇基醋酸酯)、季戊四醇四(3-硫醇基丙酸酯)、二季戊四醇六(3-硫醇基丙酸酯)、二季戊四醇六(2-硫醇基醋酸酯)、1,2-二硫醇基苯、4-甲基-1,2-二硫醇基苯、3,6-二氯-1,2-二硫醇基苯、3,4,5,6-四氯-1,2-二硫醇基苯、邻苯二甲基二硫醇、间苯二甲基二硫醇、对苯二甲基二硫醇以及1,3,5-三(3-硫醇基丙基)异氰脲酸酯等。但在铸塑聚合时,为不使聚合物反应难予控制,使其能在比较缓和的情况下进行,以用季戊四醇四(3-硫醇基丙酸酯)、二季戊四醇六(3-硫醇基丙酸酯)、苯二甲基二硫醇和1,3,5-三(3-硫醇基丙基)异氰脲酸酯更为理想。
此时,多异氰酸酯与多硫醇的使用比例NCO/SH的摩尔比在0.5~3.0范围,理想的是在0.5~1.5范围内。
还有,在本发明中,为促进多异氰酸酯和多硫醇的聚合反应,亦可加入二月桂酸二丁基锡或二甲基锡氯化物等催化剂,其用量为多异氰酸酯和多硫醇合计重量的0.01~1.0%(重量)。
还有,在本发明中所使用的氟系非离子型表面活性剂和硅系非离子型表面活性剂是分子内含有全氟烷基或二甲基聚硅氧烷基的羟烷基或磷酸酯基的化合物,前者的氟系非离子型表面活性剂有:
ユニダィンDS-401(ダィキン工业公司产品)、ユニダィンDS-403(ダィキン工业公司产品)、エフトップEF122A(新秋田化成公司产品)、エフトップEF126(新秋田化成公司产品)、エフトップEF301(新秋田化成公司产品)。后者的硅系非离子型表面活性剂有美国DOW公司的试产品(Q2-120A)。
在本发明中所使用的烷基季铵盐是通常已知的阳离子表面活性剂,此外还有烷基季铵盐的卤盐、磷酸盐、硫酸盐等。氯化物型的则有:三甲基十六烷基氯化铵、三甲基十八烷基氯化铵、二甲基乙基十六烷基氯化铵、三乙基十二烷基氯化铵、三辛基甲基氯化铵、二乙基环己基十二烷基氯化铵等。
还有,在本发明中所用的酸式磷酸酯有:酸式磷酸异丙酯、酸式磷酸二异丙酯、酸式磷酸丁酯、酸式磷酸二丁酯、酸式磷酸辛酯、酸式磷酸二辛酯、酸式磷酸异癸酯、酸式磷酸二异癸酯、酸式磷酸十三烷醇酯、酸式磷酸双(十三烷醇)酯及其两种以上的混合物等。
该内脱模剂在单用或两种以上结合使用时,其添加量为多异氰酸酯和多硫醇合计重量的1~5000ppm。当用量不足1ppm时,其脱模效果极端恶化,而超过5000ppm时,在铸塑聚合中,会引起与玻璃或金属透镜母模离模,但不仅使铸塑聚合后的透镜表面的精度不好,而且制得的透镜容易白浊,因而很不理想。
这样,按本发明制作透镜等光学部件时,需按下述要求进行:
在多异氰酸酯和多硫醇按设定比例混合后的混合物中,添加本发明所用的内脱模剂1~5000ppm,再根据需要向混合物中加入规定量的上述二月桂酸二丁基锡或二甲基锡氯化物等聚合催化剂,然后将该混合物注入由玻璃或金属制作的透镜母模和组装有聚乙烯垫片的铸塑模型中,加热固化后进行冷却,并从铸模中将成型好的含硫聚氨酯树脂透镜脱模取出。铸塑聚合所需时间随多异氰酸酯和多硫醇的种类和加热温度而异,一般,在30~120℃的温度下为3~24小时。
按本发明的制造方法,将多异氰酸酯和多硫醇进行铸塑聚合时,能够很容易制得表面精度高,并且透明性保持非常好的透镜。
以下为实施例,实施例中的原料用量按重量份数表示。
实施例1
在两片玻璃制的透镜母模和聚乙烯垫片组成的铸塑模型中,注入由间苯二甲基二异氰酸酯94份,季戊四醇四(硫醇基丙酸酯)122份,二月桂酸二丁基锡0.05份和氟系非离子型表面活性剂(ユニダィンDS-401ダィキン工业公司产品)100ppm组成的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时,加热聚合后,冷却、脱模,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,而冷却后透镜从玻璃的透镜母模中容易出模,且所得到的透镜表面保持高度透明性,表面精度也良好。
实施例2
在两片玻璃制透镜母模和聚乙烯垫片组成的铸塑模型中,注入由对苯二甲基二异氰酸酯100份,间苯二甲基二硫醇90份,二月桂酸二丁基锡0.1份和硅系非离子型表面活性剂(美国DOW公司试产品Q2-120A)150ppm组成的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时,加热聚合后,冷却、脱模,即得到含硫聚氨酯树脂透镜,在聚合过程中不发生离模,而冷却后透镜又容易从玻璃透镜母模中出模。且所制得的透镜表面保持高度透明性,表面精度也良好。
实施例3
在两片玻璃制的透镜母模与聚乙烯垫片组成的铸塑模型中,注入由间苯二甲基二异氰酸酯188份,1,3,5-三(3-硫醇基丙基)异氰脲酸酯140份,间苯二甲基二硫醇68份,二月桂酸二丁基锡0.1份,氟系非离子型表面活性剂(ユニダィンDS-403ダィキン工业公司产品)50ppm和硅系非离子型表面活性剂(美国DOW公司试产品Q2-120A)100ppm组成的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时,加热聚合后,冷却,脱模,即制得含硫聚氨酯树脂透镜。在聚合时不发生离模,冷却后的透镜又容易从玻璃制的透镜母模中出模,且所制得的透镜表面具有高度透明性。
实施例4
将实施例1中的氟系非离子型表面活性剂(ユニダィンDS401ダィキン工业公司产品)100ppm用另一种氟系非离子型表面活性剂(エフトップEF122A,新秋田化成公司产品)500ppm替换,其他仍按实施例1进行,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜容易从玻璃透镜母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例5
将实施例2中的硅系非离子型表面活性剂(美国DOW公司试产品Q2-120A)150ppm用氟系非离子型表面活性剂(エフトップEF126,新秋田化成公司产品)250ppm替换,其他仍按实施例2进行,制得含硫聚氨酯树脂透镜。聚合过程中不发生离模,冷却后透镜容易由玻璃透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例6
将实施例1中的氟系非离子型表面活性剂(ユニダィンDS-401ダィキン工业公司产品)100ppm用另一种氟系非离子型表面活性剂(エフトップF1301,新秋田化成公司产品)200ppm替换,其他同实施例1一样,制得含硫聚氨酯树脂透镜。聚合过程中不发生离模,冷却后透镜容易从玻璃制的透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例7
由两片玻璃的透镜母模和聚乙烯垫片组成的铸塑模型中,注入含有二个以上异氰酸酯基的间苯二甲基二异氰酸酯94份,含有二个以上硫醇基的季戊四醇四(硫醇基丙酸酯)122份,聚合催化剂二月桂酸二丁基锡0.05份,以及作为季铵盐的三甲基十六烷基氯化铵500ppm所组成的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热之后,冷却,出模,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜又易于从透镜母模中出模,且所得到透镜表面具有高度透明性,表面精度也良好。
实施例8
在两片玻璃透镜母模和聚乙烯垫片组成的铸塑模型中,注入对苯二甲基二异氰酸酯100份,间苯二甲基二硫醇90份,二月桂酸二丁基锡0.1份和三甲基十八烷基氯化铵1000ppm的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热后,冷却,出模,即制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜容易从透镜母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例9
在二片玻璃的透镜母模和聚乙烯垫片组成的铸塑模型中,注入间苯二甲基二异氰酸酯188份,1,3,5-三(3-硫醇基丙基)异氰脲酸酯40份,间苯二甲基二硫醇68份,二月桂酸二丁基锡0.1份和二甲基乙基十六烷基氯化铵2000ppm的均匀混和液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热后,冷却,出模,即制得含硫聚氨酯树脂透镜。聚合过程中,不发生离模,冷却后透镜容易从透镜母模中出模,且所制得的透镜表面具有高度透明性。
实施例10
将实施例7中的三甲基十六烷基氯化铵500PPm用三乙基十二烷基溴化铵1000PPm替换,其他按实施例7进行,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例11
将实施例7中的三甲基十六烷基氯化铵500PPm用三辛基甲基铵的磷酸盐1000PPm替换,其他按实施例7进行,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例12
将实施例7中的三甲基十六烷基氯化铵500PPm用二乙基环己基十二烷基铵的硫酸盐1000PPm替换,其他按实施例7进行,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例13
在两片玻璃制透镜母模与聚乙烯垫片组成的铸塑模型中,注入间苯二甲基二异氰酸酯94份,季戊四醇四(硫醇基丙酸酯)122份,二月桂酸二丁基锡0.05份和酸式磷酸二异丙酯500PPm的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热后,冷却,出模,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例14
由一片玻璃与一片金属制的透镜母模和聚乙烯垫片组成的铸塑模型中,注入对苯二甲基二异氰酸酯100份,间苯二甲基二硫醇90份,二月桂酸二丁基锡0.1份和酸式磷酸二丁酯1000PPm的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热后,冷却,出模,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜又容易从母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例15
由二片玻璃制的透镜母模和聚乙烯垫片组成的铸塑模型中,注入间苯二甲基二异氰酸酯188份,1,3,5-三(3-硫醇基丙基)异氰脲酸酯140份,间苯二甲基二硫醇68份,二月桂酸二丁基锡0.1份和酸式磷酸辛酯1000PPm组成的均匀混合液,在50℃加热6小时,80℃2小时,90℃2小时,110℃2小时加热后,冷却、出模,即得到含硫聚氨酯树脂透镜,聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所制得的透镜表面具有高度透明性。
实施例16
将实施例13中的酸式磷酸二异丙酯500PPm用酸式磷酸二辛酯1000PPm替换,其他与实施例13相同,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例17
将实施例13中的酸式磷酸二异丙酯500PPm,用酸式磷酸异癸酯1000PPm替换,其他与实施例13相同,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易从透镜母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例18
将实施例13中的酸式磷酸二异丙酯500PPm,用酸式磷酸双(十三烷醇)酯1000PPm替换,其他同实施例13,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从透镜母模中出模,且所制得的透镜表面保持透明性,表面精度也良好。
实施例19
将实施例1中的间苯二甲基二异氰酸酯94份用1,3-双(α,α-二甲基异氰酸酯甲基)苯172份替换,其他同实施例1,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从玻璃透镜母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例20
将实施例2中的间苯二甲基二硫醇90份用二季戊四醇六(3-硫醇基丙酸酯)46份替换,其他同实施例2,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后透镜易于从玻璃母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
实施例21
将实施例3中的间苯二甲基二异氰酸酯188份用六次甲基二异氰酸酯168份替换,其他同实施例3,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,而冷却后透镜易于从玻璃母模中出模,且所制得的透镜表面具有高度透明性,表面精度也良好。
实施例22
将实施例9中的间苯二甲基二异氰酸酯188份用异佛尔酮二异氰酸酯223份替换,其他按实施例9进行,制得含硫聚氨酯树脂透镜。在聚合过程中不发生离模,冷却后易于从透镜的母模中出模,且所得到的透镜表面具有高度透明性,表面精度也良好。
比较例1
在实施例1中,除不添加氟系非离子型表面活性剂
(ユニダィンDS-401)外,其他同实施例1一样,进行加热聚合。加热聚合后,即使冷却,含硫聚氨酯树脂透镜也不能从玻璃的透镜母模中脱模,而粘着在一起。
比较例2
不使用氟系非离子型表面活性剂(ユニダィンDS-401),将玻璃制的透镜母模用ダィフリ-MS-181(ダィキン工业公司生产的外脱模剂)100份和丙酮500份的混合液浸渍,绥慢提起后风干,经过外脱模剂处理后的玻璃制透镜母模仍按实施例1进行加热聚合。加热聚合后,冷却,虽容易脱模,但所得到的含硫聚氨酯树脂透镜的表面上粘有部分脱模剂,存有不透明部分。
比较例3
在实施例7中,除不用三甲基十六烷基氯化铵以外,其他同实施例7一样,加热聚合后即使冷却,聚氨酯树脂透镜也不能从玻璃的透镜母模中脱模,粘着在一起。
比较例4
在比较例3中,将玻璃透镜母模经“ダィフリ-MS-181”(ダィキン工业公司生产的外脱模剂)100份和丙酮500份的混合液浸渍,缓慢提起风干后,其他按比较例3进行加热聚合。聚合后冷却,虽容易脱模,但所得到的含硫聚氨酯透镜的表面粘有部分脱模剂,造成有的部分不透明。
比较例5
在实施例13中,除不用酸式磷酸二异丙酯以外,其他仍按实施例13进行,加热聚合后即使冷却,聚氨酯树脂透镜也不能从玻璃制的透镜母模中脱模,粘着在一起。
比较例6
将比较例5中玻璃制透镜母模用外脱模剂处理,即将母模用“ダィフリ-MS-181”(ダィキン工业公司生产的外脱模剂)100份和丙酮500份的混合液浸渍后,缓慢提起后风干,其他则按比较例5进行。加热聚合后冷却,容易脱模,但所制得的含硫聚氨酯树脂透镜表面粘有部分脱模剂,造成有部分不透明。
采用本发明的铸塑聚合方法,制得的含硫聚氨酯树脂透镜,易于从透镜母模中脱模,且所得到的透镜的表面具有高度透明性和良好的表面精度。因此,本发明的铸塑聚合方法是获得优异的含硫聚氨酯树脂透镜的聚合方法。
Claims (11)
1、含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是将含有2个以上异氰酸酯基的多异氰酸酯和含有2个以上硫醇基的多硫醇在玻璃或金属的透镜母模中铸塑聚合时,预先向多异氰酸酯和多硫醇的混合物中添加表面活性剂。
2、根据权利要求1所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是从氟系非离子型表面活性剂、硅系非离子型表面活性剂、烷基季铵盐和酸式磷酸酯中选用一种或两种以上,添加于其中作为内添加型表面活性剂。
3、根据权利要求1或2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是表面活性剂的用量为多异氰酸酯和多硫醇合计重量的1~5000PPm。
4、根据权利要求1或2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是多异氰酸酯是侧链烷基上被异氰酸酯基所取代的芳香族二异氰酸酯或脂肪族二异氰酸酯。
5、根据权利要求1或2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是多异氰酸酯选用苯二甲基二异氰酸酯、双(α,α-二甲基异氰酸酯甲基)苯、异佛尔酮二异氰酸酯,六次甲基二异氰酸酯中的一种或两种以上。
6、根据权利要求1或2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是多硫醇选用季戊四醇四(3-硫醇基丙酸酯)、二季戊四醇六(3-硫醇基丙酸酯)、苯二甲基二硫醇以及1,3,5-三(3-硫醇基丙基)异氰脲酸酯中的一种或两种以上。
7、根据权利要求2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是多硫醇选用季戊四醇四(3-硫醇基丙酸酯)、二季戊四醇六(3-硫醇基丙酸酯)、苯二甲基二硫醇以及1,3,5-三(3-硫醇基丙基)异氰脲酸酯中的一种或二种以上。
8、根据权利要求2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是氟系非离子型表面活性剂可选用以下的一种或二种以上。
ユニダィンDS-401(日本ダィキン工业公司产品)
ユニダィンDS-403(日本ダィキン工业公司产品)
エフトップEF122A(日本新秋田化成公司产品)
エフトップEF126(日本新秋田化成公司产品)
エフトップEF301(日本新秋田化成公司产品)
9、根据权利要求2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是硅系非离子型表面活性剂是用Q2-120A(美国Dow公司试产商品)。
10、根据权利要求2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是烷基季铵盐可选用三甲基十六烷基铵、三甲基十八烷基铵、二甲基乙基十六烷基铵、三乙基十二烷基铵、三辛基甲基铵、二乙基环己基十二烷基铵的卤盐,磷酸盐或硫酸盐中的一种或二种以上。
11、根据权利要求2所述的含硫聚氨酯树脂制透镜的铸塑聚合方法,其特征是酸式磷酸酯选用酸式磷酸异丙酯、酸式磷酸二异丙酯、酸式磷酸丁酯、酸式磷酸二丁酯、酸式磷酸辛酯、酸式磷酸二辛酯、酸式磷酸异癸酯、酸式磷酸二异癸酯、酸式磷酸十三烷醇酯以及酸式磷酸双(十三烷醇)酯中的一种或二种以上。
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JP29819886 | 1986-12-15 | ||
JP298198/86 | 1986-12-15 | ||
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EP (1) | EP0271839B1 (zh) |
JP (1) | JPH0777733B2 (zh) |
KR (1) | KR920001650B1 (zh) |
CN (1) | CN1039210C (zh) |
AU (1) | AU598076B2 (zh) |
BR (1) | BR8706784A (zh) |
CA (1) | CA1325304C (zh) |
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US7998944B2 (en) | 2004-03-31 | 2011-08-16 | Mitsui Chemicals, Inc. | Polymerizable compound and use thereof |
US7772348B2 (en) | 2004-11-16 | 2010-08-10 | Mitsui Chemicals, Inc. | Metal-containing compound and use thereof |
CN101061160B (zh) * | 2004-11-16 | 2011-02-16 | 三井化学株式会社 | 含有金属的化合物及其用途 |
US7951968B2 (en) | 2004-11-16 | 2011-05-31 | Mitsui Chemicals, Inc. | Metal-containing compound and use thereof |
CN101772524B (zh) * | 2008-02-07 | 2013-10-16 | 三井化学株式会社 | 光学材料用聚合性组合物、光学材料及光学材料的制造方法 |
CN103483521A (zh) * | 2008-02-07 | 2014-01-01 | 三井化学株式会社 | 塑料透镜的制备方法 |
CN103483521B (zh) * | 2008-02-07 | 2016-01-20 | 三井化学株式会社 | 塑料透镜的制备方法 |
CN105960425A (zh) * | 2014-02-06 | 2016-09-21 | 三井化学株式会社 | 光学材料用聚合性组合物和光学材料 |
CN105960425B (zh) * | 2014-02-06 | 2019-11-19 | 三井化学株式会社 | 光学材料用聚合性组合物和光学材料 |
CN107603190A (zh) * | 2017-09-21 | 2018-01-19 | 河南驼人医疗器械集团有限公司 | 一种医用抗菌聚氨酯材料及其制备方法 |
Also Published As
Publication number | Publication date |
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CA1325304C (en) | 1993-12-14 |
DE3751726D1 (de) | 1996-04-11 |
JPH0777733B2 (ja) | 1995-08-23 |
DE3751726T2 (de) | 1996-10-02 |
JPS6445611A (en) | 1989-02-20 |
EP0271839A3 (en) | 1989-03-08 |
KR880007588A (ko) | 1988-08-27 |
EP0271839A2 (en) | 1988-06-22 |
AU598076B2 (en) | 1990-06-14 |
AU8251487A (en) | 1988-06-16 |
CN1039210C (zh) | 1998-07-22 |
BR8706784A (pt) | 1988-07-19 |
KR920001650B1 (ko) | 1992-02-21 |
EP0271839B1 (en) | 1996-03-06 |
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