TWI543995B - 經改質之樹脂及樹脂組成物 - Google Patents
經改質之樹脂及樹脂組成物 Download PDFInfo
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- TWI543995B TWI543995B TW103123298A TW103123298A TWI543995B TW I543995 B TWI543995 B TW I543995B TW 103123298 A TW103123298 A TW 103123298A TW 103123298 A TW103123298 A TW 103123298A TW I543995 B TWI543995 B TW I543995B
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- Prior art keywords
- group
- compound
- resin
- isothiocyanate
- atom
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- 229920005989 resin Polymers 0.000 title claims description 170
- 239000011347 resin Substances 0.000 title claims description 170
- 239000011342 resin composition Substances 0.000 title claims description 51
- 125000004432 carbon atom Chemical group C* 0.000 claims description 107
- 125000001931 aliphatic group Chemical group 0.000 claims description 92
- 125000003118 aryl group Chemical group 0.000 claims description 81
- 125000004434 sulfur atom Chemical group 0.000 claims description 56
- 239000011248 coating agent Substances 0.000 claims description 52
- 238000000576 coating method Methods 0.000 claims description 52
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- 229920001228 polyisocyanate Polymers 0.000 claims description 52
- 239000000470 constituent Substances 0.000 claims description 47
- 229910052717 sulfur Inorganic materials 0.000 claims description 47
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 39
- 229910052799 carbon Inorganic materials 0.000 claims description 33
- 229910052757 nitrogen Inorganic materials 0.000 claims description 30
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 26
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 24
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- 239000003054 catalyst Substances 0.000 description 64
- ZBKFYXZXZJPWNQ-UHFFFAOYSA-N isothiocyanate group Chemical group [N-]=C=S ZBKFYXZXZJPWNQ-UHFFFAOYSA-N 0.000 description 60
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- NZIDBRBFGPQCRY-UHFFFAOYSA-N octyl 2-methylprop-2-enoate Chemical compound CCCCCCCCOC(=O)C(C)=C NZIDBRBFGPQCRY-UHFFFAOYSA-N 0.000 description 1
- 229940065472 octyl acrylate Drugs 0.000 description 1
- ANISOHQJBAQUQP-UHFFFAOYSA-N octyl prop-2-enoate Chemical compound CCCCCCCCOC(=O)C=C ANISOHQJBAQUQP-UHFFFAOYSA-N 0.000 description 1
- WSLDIBCXIOECNX-UHFFFAOYSA-N octylhydrazine Chemical compound CCCCCCCCNN WSLDIBCXIOECNX-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 239000012785 packaging film Substances 0.000 description 1
- 229920006280 packaging film Polymers 0.000 description 1
- HVAMZGADVCBITI-UHFFFAOYSA-M pent-4-enoate Chemical compound [O-]C(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-M 0.000 description 1
- 229940100684 pentylamine Drugs 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- QIWKUEJZZCOPFV-UHFFFAOYSA-N phenyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=CC=CC=C1 QIWKUEJZZCOPFV-UHFFFAOYSA-N 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 229940117953 phenylisothiocyanate Drugs 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- VRUJCFSQHOLHRM-UHFFFAOYSA-L phthalate;tetramethylazanium Chemical compound C[N+](C)(C)C.C[N+](C)(C)C.[O-]C(=O)C1=CC=CC=C1C([O-])=O VRUJCFSQHOLHRM-UHFFFAOYSA-L 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 229920000582 polyisocyanurate Polymers 0.000 description 1
- 239000011495 polyisocyanurate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 description 1
- OLBCVFGFOZPWHH-UHFFFAOYSA-N propofol Chemical compound CC(C)C1=CC=CC(C(C)C)=C1O OLBCVFGFOZPWHH-UHFFFAOYSA-N 0.000 description 1
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 1
- 229940090181 propyl acetate Drugs 0.000 description 1
- IZPKADFECHOBLR-UHFFFAOYSA-N propylaminourea Chemical compound CCCNNC(N)=O IZPKADFECHOBLR-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- UKPBXIFLSVLDPA-UHFFFAOYSA-N propylhydrazine Chemical compound CCCNN UKPBXIFLSVLDPA-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 235000005875 quercetin Nutrition 0.000 description 1
- 229960001285 quercetin Drugs 0.000 description 1
- REFJWTPEDVJJIY-UHFFFAOYSA-N quercetin Natural products C=1C(O)=CC(O)=C(C(C=2O)=O)C=1OC=2C1=CC=C(O)C(O)=C1 REFJWTPEDVJJIY-UHFFFAOYSA-N 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 238000000518 rheometry Methods 0.000 description 1
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007151 ring opening polymerisation reaction Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- TYTYIUANSACAEM-UHFFFAOYSA-M silver;2,4,6-trinitrophenolate Chemical compound [Ag+].[O-]C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O TYTYIUANSACAEM-UHFFFAOYSA-M 0.000 description 1
- 150000003384 small molecules Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000010356 sorbitol Nutrition 0.000 description 1
- UQZIYBXSHAGNOE-XNSRJBNMSA-N stachyose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO[C@@H]3[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O3)O)O2)O)O1 UQZIYBXSHAGNOE-XNSRJBNMSA-N 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- DVUVKWLUHXXIHK-UHFFFAOYSA-N tetraazanium;tetrahydroxide Chemical compound [NH4+].[NH4+].[NH4+].[NH4+].[OH-].[OH-].[OH-].[OH-] DVUVKWLUHXXIHK-UHFFFAOYSA-N 0.000 description 1
- DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
- CBXCPBUEXACCNR-UHFFFAOYSA-N tetraethylammonium Chemical compound CC[N+](CC)(CC)CC CBXCPBUEXACCNR-UHFFFAOYSA-N 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical group NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- 150000004044 tetrasaccharides Chemical class 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M thiocyanate group Chemical group [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 150000003567 thiocyanates Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 150000003641 trioses Chemical class 0.000 description 1
- FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 1
- 150000004043 trisaccharides Chemical class 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 125000005023 xylyl group Chemical group 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/02—Emulsion paints including aerosols
-
- 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
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3225—Polyamines
- C08G18/3228—Polyamines acyclic
- C08G18/3231—Hydrazine or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
- Paints Or Removers (AREA)
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| JP2013146433 | 2013-07-12 | ||
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| TW104137842A TWI570144B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
| TW104137840A TWI577705B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
| TW104137836A TWI564316B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
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| TW104137842A TWI570144B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
| TW104137840A TWI577705B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
| TW104137836A TWI564316B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
| TW104137839A TWI565725B (zh) | 2013-07-08 | 2014-07-07 | 經改質之樹脂及樹脂組成物 |
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| KR (1) | KR101875294B1 (ja) |
| CN (4) | CN105358602B (ja) |
| TW (5) | TWI543995B (ja) |
| WO (1) | WO2015005283A1 (ja) |
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| JP6574259B2 (ja) * | 2015-09-16 | 2019-09-11 | 国立大学法人 東京大学 | 新規水中接着剤化合物 |
| JP7102093B2 (ja) * | 2016-09-28 | 2022-07-19 | 味の素株式会社 | 樹脂組成物、樹脂シート、回路基板及び半導体チップパッケージ |
| WO2019081210A1 (en) * | 2017-10-27 | 2019-05-02 | Huntsman International Llc | CATALYSTS FOR MANUFACTURING OXAZOLIDINONE MATERIALS |
| CN109705306B (zh) * | 2018-12-13 | 2021-02-26 | 江南大学 | 一种uv固化聚二甲基硅氧烷基改性耐候涂料的制备方法 |
| CN115434073B (zh) * | 2022-09-13 | 2023-06-02 | 上海迅江科技有限公司 | 一种聚氨酯纳米纤维防水透湿膜及其制备方法和应用 |
| CN116003379B (zh) * | 2022-12-28 | 2024-02-09 | 湖北安卡新材料科技有限公司 | 一种聚环硫醚单体及其聚环硫醚光学树脂的制备方法 |
| TWI865183B (zh) * | 2023-11-17 | 2024-12-01 | 奇鈦科技股份有限公司 | 紫外光吸收物質、其製備方法及應用 |
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| US3597341A (en) * | 1968-09-11 | 1971-08-03 | Exxon Research Engineering Co | Selective addition of thiols to allylic isocyanates and isothiocyanates |
| US3884951A (en) * | 1968-09-11 | 1975-05-20 | Exxon Research Engineering Co | Thioether isocyanate adducts |
| CA960793A (en) * | 1970-06-22 | 1975-01-07 | James A. Clarke | Oxazolidinone-modified epoxy novolac resin molding compositions |
| US3998866A (en) * | 1971-01-18 | 1976-12-21 | Exxon Research And Engineering Company | Thioether propyl isocyanates |
| ZA839459B (en) | 1982-12-30 | 1985-08-28 | Mobil Oil Corp | Polyoxazolidone powder coating compositions |
| JPS61181820A (ja) | 1985-02-06 | 1986-08-14 | Sumitomo Bakelite Co Ltd | 熱硬化性樹脂組成物 |
| US4624995A (en) * | 1985-04-09 | 1986-11-25 | Minnesota Mining And Manufacturing Company | Triazolinethione-containing polymer |
| EP0265373B1 (de) * | 1986-09-19 | 1991-03-13 | Ciba-Geigy Ag | Verfahren zur Härtung von Polyisocyanat-Beschichtungen |
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| EP0351073B1 (en) * | 1988-07-14 | 1994-09-21 | MITSUI TOATSU CHEMICALS, Inc. | Lens comprising a resin having a large refractive index and process for preparing the lens |
| JP2758952B2 (ja) | 1989-12-28 | 1998-05-28 | 富士通株式会社 | 日本語文書読取翻訳システムの修正時における表示方式 |
| JPH03258768A (ja) * | 1990-03-07 | 1991-11-19 | Agency Of Ind Science & Technol | 1,3,5―パーヒドロトリアジン―2,4,6―トリチオン誘導体の製造方法 |
| JPH04201582A (ja) | 1990-11-30 | 1992-07-22 | Ricoh Co Ltd | ビツトマツプ展開処理方法 |
| JPH05255283A (ja) * | 1992-03-09 | 1993-10-05 | Nippon Nohyaku Co Ltd | トリアジントリチオン誘導体類及びその製造法 |
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| JPH05345854A (ja) * | 1992-06-16 | 1993-12-27 | Showa Denko Kk | ポリアミド樹脂組成物 |
| JP3969906B2 (ja) * | 1999-09-01 | 2007-09-05 | 独立行政法人科学技術振興機構 | レドックス活性重合物およびそれを用いた電極 |
| JP2001114860A (ja) * | 1999-10-13 | 2001-04-24 | Rengo Co Ltd | 高分子化合物及び含硫ウレタン系樹脂 |
| JP2001219498A (ja) | 2000-02-10 | 2001-08-14 | Nippon Steel Corp | 良ウレタン剥離性と良ウレタン密着性を兼備した加工性に優れるアルミめっき鋼板 |
| KR100573235B1 (ko) | 2000-10-17 | 2006-04-24 | 아사히 가세이 가부시키가이샤 | 폴리이소시아네이트 조성물의 제조 방법 |
| JP4511075B2 (ja) * | 2001-04-23 | 2010-07-28 | レンゴー株式会社 | 含硫ウレタン系デンドリマー及びその製造方法 |
| US20040138401A1 (en) * | 2002-11-05 | 2004-07-15 | Nina Bojkova | High impact poly (urethane urea) polysulfides |
| US20030149217A1 (en) * | 2001-11-16 | 2003-08-07 | Bojkova Nina V. | High impact poly (urethane urea) polysulfides |
| JP4092173B2 (ja) | 2002-10-24 | 2008-05-28 | Necエレクトロニクス株式会社 | 半導体集積回路装置 |
| US7304724B2 (en) | 2004-04-13 | 2007-12-04 | The Regents Of The University Of California | Method and apparatus for quantification of optical properties of superficial volumes |
| CA2618628C (en) | 2005-08-18 | 2014-11-18 | Synta Pharmaceuticals Corp. | Triazole compounds that modulate hsp90 activity |
| WO2008051229A1 (en) * | 2006-10-27 | 2008-05-02 | Societe De Technologie Michelin | Polyurea adhesive |
| JP5385620B2 (ja) | 2009-01-19 | 2014-01-08 | 三井化学株式会社 | 接着剤組成物 |
| EP2216353A1 (de) | 2009-02-10 | 2010-08-11 | Bayer MaterialScience AG | Trägerfolie mit Polyurethan-Beschichtung |
| KR101310593B1 (ko) * | 2009-02-27 | 2013-09-23 | 아사히 가세이 이-매터리얼즈 가부시키가이샤 | 마이크로 캡슐형 에폭시 수지용 경화제, 마스터 배치형 에폭시 수지용 경화제 조성물, 일액성 에폭시 수지 조성물 및 가공품 |
| WO2011087486A1 (en) * | 2009-12-22 | 2011-07-21 | Dow Global Technologies Inc. | Oxazolidone ring contaning adducts |
| CN102311700A (zh) * | 2010-06-29 | 2012-01-11 | 拜耳材料科技(中国)有限公司 | 脂肪族聚脲涂料、制备方法及其应用 |
| EP2591029A1 (en) * | 2010-07-08 | 2013-05-15 | Huntsman International LLC | Polyisocyanate-based anti-corrosion coating |
-
2014
- 2014-07-07 WO PCT/JP2014/068056 patent/WO2015005283A1/ja not_active Ceased
- 2014-07-07 TW TW103123298A patent/TWI543995B/zh not_active IP Right Cessation
- 2014-07-07 TW TW104137842A patent/TWI570144B/zh not_active IP Right Cessation
- 2014-07-07 CN CN201480038533.7A patent/CN105358602B/zh active Active
- 2014-07-07 JP JP2015526326A patent/JP6005285B2/ja active Active
- 2014-07-07 CN CN202010115257.7A patent/CN111205424B/zh active Active
- 2014-07-07 TW TW104137840A patent/TWI577705B/zh not_active IP Right Cessation
- 2014-07-07 CN CN201710872612.3A patent/CN107629183B/zh active Active
- 2014-07-07 TW TW104137836A patent/TWI564316B/zh not_active IP Right Cessation
- 2014-07-07 CN CN202111368897.XA patent/CN113929866B/zh active Active
- 2014-07-07 TW TW104137839A patent/TWI565725B/zh not_active IP Right Cessation
- 2014-07-07 KR KR1020167000412A patent/KR101875294B1/ko not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| TW201605916A (zh) | 2016-02-16 |
| TW201605915A (zh) | 2016-02-16 |
| CN113929866B (zh) | 2023-07-07 |
| KR20160018726A (ko) | 2016-02-17 |
| CN113929866A (zh) | 2022-01-14 |
| CN107629183B (zh) | 2021-01-05 |
| WO2015005283A1 (ja) | 2015-01-15 |
| CN105358602B (zh) | 2018-12-04 |
| JP6005285B2 (ja) | 2016-10-12 |
| TWI577705B (zh) | 2017-04-11 |
| CN105358602A (zh) | 2016-02-24 |
| TW201522403A (zh) | 2015-06-16 |
| CN111205424B (zh) | 2022-04-08 |
| TW201605917A (zh) | 2016-02-16 |
| TWI564316B (zh) | 2017-01-01 |
| CN111205424A (zh) | 2020-05-29 |
| TWI570144B (zh) | 2017-02-11 |
| CN107629183A (zh) | 2018-01-26 |
| JPWO2015005283A1 (ja) | 2017-03-02 |
| TW201605918A (zh) | 2016-02-16 |
| TWI565725B (zh) | 2017-01-11 |
| KR101875294B1 (ko) | 2018-07-05 |
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