GB869988A - Catalytic process for the reaction of organic isocyanates with hydroxyl group-containing substances - Google Patents
Catalytic process for the reaction of organic isocyanates with hydroxyl group-containing substancesInfo
- Publication number
- GB869988A GB869988A GB1319058A GB1319058A GB869988A GB 869988 A GB869988 A GB 869988A GB 1319058 A GB1319058 A GB 1319058A GB 1319058 A GB1319058 A GB 1319058A GB 869988 A GB869988 A GB 869988A
- Authority
- GB
- United Kingdom
- Prior art keywords
- pentanediono
- manganese
- zirconium
- acetone
- bis
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 238000000034 method Methods 0.000 title abstract 7
- 238000006243 chemical reaction Methods 0.000 title abstract 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title abstract 5
- 239000012948 isocyanate Substances 0.000 title abstract 4
- 150000002513 isocyanates Chemical class 0.000 title abstract 4
- 239000000126 substance Substances 0.000 title abstract 4
- 230000003197 catalytic effect Effects 0.000 title 1
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 abstract 16
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 9
- WAEMQWOKJMHJLA-UHFFFAOYSA-N Manganese(2+) Chemical compound [Mn+2] WAEMQWOKJMHJLA-UHFFFAOYSA-N 0.000 abstract 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 7
- 229910052726 zirconium Inorganic materials 0.000 abstract 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- 239000003054 catalyst Substances 0.000 abstract 6
- 239000007795 chemical reaction product Substances 0.000 abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 6
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 abstract 5
- 229910052776 Thorium Inorganic materials 0.000 abstract 5
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 abstract 5
- 229920000728 polyester Polymers 0.000 abstract 5
- SXNBVULTHKFMNO-UHFFFAOYSA-N 2,2-dihydroxyoctadecanoic acid Chemical class CCCCCCCCCCCCCCCCC(O)(O)C(O)=O SXNBVULTHKFMNO-UHFFFAOYSA-N 0.000 abstract 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- 125000002947 alkylene group Chemical group 0.000 abstract 4
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 abstract 4
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 abstract 4
- 238000004519 manufacturing process Methods 0.000 abstract 4
- 229920006149 polyester-amide block copolymer Polymers 0.000 abstract 4
- 229920000570 polyether Polymers 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 4
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 abstract 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 3
- JXGITHNUJLZQOE-UHFFFAOYSA-N 3,5-dioxohexanenitrile Chemical compound CC(=O)CC(=O)CC#N JXGITHNUJLZQOE-UHFFFAOYSA-N 0.000 abstract 3
- GUARKOVVHJSMRW-UHFFFAOYSA-N 3-ethylpentane-2,4-dione Chemical compound CCC(C(C)=O)C(C)=O GUARKOVVHJSMRW-UHFFFAOYSA-N 0.000 abstract 3
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 abstract 3
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 125000005442 diisocyanate group Chemical group 0.000 abstract 3
- NDOGLIPWGGRQCO-UHFFFAOYSA-N hexane-2,4-dione Chemical compound CCC(=O)CC(C)=O NDOGLIPWGGRQCO-UHFFFAOYSA-N 0.000 abstract 3
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 abstract 3
- 239000000463 material Substances 0.000 abstract 3
- 229920001451 polypropylene glycol Polymers 0.000 abstract 3
- 239000004814 polyurethane Substances 0.000 abstract 3
- 229920002635 polyurethane Polymers 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- 229910052719 titanium Inorganic materials 0.000 abstract 3
- 239000010936 titanium Substances 0.000 abstract 3
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 abstract 3
- SHXHPUAKLCCLDV-UHFFFAOYSA-N 1,1,1-trifluoropentane-2,4-dione Chemical compound CC(=O)CC(=O)C(F)(F)F SHXHPUAKLCCLDV-UHFFFAOYSA-N 0.000 abstract 2
- BSXCLFYNJYBVPM-UHFFFAOYSA-N 1-thiophen-2-ylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CS1 BSXCLFYNJYBVPM-UHFFFAOYSA-N 0.000 abstract 2
- BJUPZVQSAAGZJL-UHFFFAOYSA-N 2-methyloxirane;propane-1,2,3-triol Chemical compound CC1CO1.OCC(O)CO BJUPZVQSAAGZJL-UHFFFAOYSA-N 0.000 abstract 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 abstract 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000001856 Ethyl cellulose Substances 0.000 abstract 2
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 2
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 abstract 2
- 150000001720 carbohydrates Chemical class 0.000 abstract 2
- 235000014633 carbohydrates Nutrition 0.000 abstract 2
- WPOPOPFNZYPKAV-UHFFFAOYSA-N cyclobutylmethanol Chemical compound OCC1CCC1 WPOPOPFNZYPKAV-UHFFFAOYSA-N 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 150000002009 diols Chemical class 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 229920001249 ethyl cellulose Polymers 0.000 abstract 2
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 2
- HNRMPXKDFBEGFZ-UHFFFAOYSA-N ethyl trimethyl methane Natural products CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000006260 foam Substances 0.000 abstract 2
- 150000002334 glycols Chemical class 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- 150000002531 isophthalic acids Chemical class 0.000 abstract 2
- 150000004668 long chain fatty acids Chemical class 0.000 abstract 2
- 229940071125 manganese acetate Drugs 0.000 abstract 2
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 abstract 2
- MMIPFLVOWGHZQD-UHFFFAOYSA-N manganese(3+) Chemical compound [Mn+3] MMIPFLVOWGHZQD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Substances 0.000 abstract 2
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical class CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 abstract 2
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 2
- 150000003022 phthalic acids Chemical class 0.000 abstract 2
- 229920001228 polyisocyanate Polymers 0.000 abstract 2
- 239000005056 polyisocyanate Substances 0.000 abstract 2
- 150000007519 polyprotic acids Polymers 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 abstract 2
- 229960003656 ricinoleic acid Drugs 0.000 abstract 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 159000000000 sodium salts Chemical class 0.000 abstract 2
- 150000005846 sugar alcohols Polymers 0.000 abstract 2
- 150000003504 terephthalic acids Chemical class 0.000 abstract 2
- 150000003512 tertiary amines Chemical class 0.000 abstract 2
- 150000003639 trimesic acids Chemical class 0.000 abstract 2
- GBNDTYKAOXLLID-UHFFFAOYSA-N zirconium(4+) ion Chemical compound [Zr+4] GBNDTYKAOXLLID-UHFFFAOYSA-N 0.000 abstract 2
- CFUJXLFEFSNRLR-UHFFFAOYSA-N 4-thiophen-2-ylbutan-2-one Chemical compound CC(=O)CCC1=CC=CS1 CFUJXLFEFSNRLR-UHFFFAOYSA-N 0.000 abstract 1
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 1
- LCKIEQZJEYYRIY-UHFFFAOYSA-N Titanium ion Chemical compound [Ti+4] LCKIEQZJEYYRIY-UHFFFAOYSA-N 0.000 abstract 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 abstract 1
- 239000001361 adipic acid Substances 0.000 abstract 1
- 235000011037 adipic acid Nutrition 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000001879 gelation Methods 0.000 abstract 1
- 150000002440 hydroxy compounds Chemical class 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- CMOAHYOGLLEOGO-UHFFFAOYSA-N oxozirconium;dihydrochloride Chemical compound Cl.Cl.[Zr]=O CMOAHYOGLLEOGO-UHFFFAOYSA-N 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000011496 polyurethane foam Substances 0.000 abstract 1
- VGBPIHVLVSGJGR-UHFFFAOYSA-N thorium(4+);tetranitrate Chemical compound [Th+4].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VGBPIHVLVSGJGR-UHFFFAOYSA-N 0.000 abstract 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 abstract 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- C08G18/22—Catalysts containing metal compounds
- C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/92—Ketonic chelates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyurethanes Or Polyureas (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE577999D BE577999A (enrdf_load_stackoverflow) | 1958-04-25 | ||
| GB1319058A GB869988A (en) | 1958-04-25 | 1958-04-25 | Catalytic process for the reaction of organic isocyanates with hydroxyl group-containing substances |
| FR793192A FR1225213A (fr) | 1958-04-25 | 1959-04-25 | Procédé catalytique de réactions entre isocyanates organiques et polyesters, polyesteramides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1319058A GB869988A (en) | 1958-04-25 | 1958-04-25 | Catalytic process for the reaction of organic isocyanates with hydroxyl group-containing substances |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB869988A true GB869988A (en) | 1961-06-07 |
Family
ID=10018493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1319058A Expired GB869988A (en) | 1958-04-25 | 1958-04-25 | Catalytic process for the reaction of organic isocyanates with hydroxyl group-containing substances |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE577999A (enrdf_load_stackoverflow) |
| FR (1) | FR1225213A (enrdf_load_stackoverflow) |
| GB (1) | GB869988A (enrdf_load_stackoverflow) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0109014A1 (en) * | 1982-11-05 | 1984-05-23 | E.I. Du Pont De Nemours And Company | Titanium ester compositions having depressed freezing points |
| WO1998015585A1 (en) * | 1996-10-05 | 1998-04-16 | Tioxide Specialties Limited | Catalysts |
| WO1998041322A1 (en) * | 1997-03-19 | 1998-09-24 | King Industries, Inc. | Novel zirconium urethane catalysts |
| US6288200B1 (en) | 1995-11-06 | 2001-09-11 | Imperial Chemical Industries Plc | Polyisocyanate composition |
| WO2002062738A1 (en) * | 2001-02-02 | 2002-08-15 | Roche Vitamins Ag | Process for the purification of 1,3-diketones |
| AU751731B2 (en) * | 1995-11-06 | 2002-08-29 | Huntsman International Llc | Polyisocyanate composition |
| US7485729B2 (en) | 2004-08-12 | 2009-02-03 | King Industries, Inc. | Organometallic compositions and coating compositions |
| WO2009063245A3 (en) * | 2007-11-16 | 2009-07-16 | Johnson Matthey Plc | Method and catalyst for the manufacture of a polyurethane |
| WO2010057824A1 (en) * | 2008-11-21 | 2010-05-27 | Basf Se | Metal oxo complex as catalyst for polyurethane curing |
| US8912113B2 (en) | 2011-03-06 | 2014-12-16 | King Industries, Inc. | Compositions of a metal amidine complex and second compound, coating compositions comprising same |
| CN109897161A (zh) * | 2019-03-04 | 2019-06-18 | 武汉科技大学 | 一种含缩酮结构的热修复聚氨酯弹性体及其制备方法 |
| CN110283063A (zh) * | 2019-06-11 | 2019-09-27 | 中山华明泰科技股份有限公司 | 一种乙酰丙铜镧的制备方法及应用 |
| CN114671749A (zh) * | 2022-04-01 | 2022-06-28 | 国科广化韶关新材料研究院 | 一种含锆环保型聚氨酯催化剂的制备方法及其应用 |
| CN116096772A (zh) * | 2020-09-15 | 2023-05-09 | 贝内克-凯利科股份公司 | 具有可热活化催化剂体系的生产聚氨酯层的反应性混合物 |
| CN117720956A (zh) * | 2023-12-12 | 2024-03-19 | 东莞市唯纳孚润滑科技有限公司 | 一种抗剪切性能良好的低噪音润滑脂及其制备方法 |
-
0
- BE BE577999D patent/BE577999A/xx unknown
-
1958
- 1958-04-25 GB GB1319058A patent/GB869988A/en not_active Expired
-
1959
- 1959-04-25 FR FR793192A patent/FR1225213A/fr not_active Expired
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0109014A1 (en) * | 1982-11-05 | 1984-05-23 | E.I. Du Pont De Nemours And Company | Titanium ester compositions having depressed freezing points |
| US6288200B1 (en) | 1995-11-06 | 2001-09-11 | Imperial Chemical Industries Plc | Polyisocyanate composition |
| AU751731B2 (en) * | 1995-11-06 | 2002-08-29 | Huntsman International Llc | Polyisocyanate composition |
| EP0859805B1 (en) * | 1995-11-06 | 2003-04-02 | Huntsman International Llc | Polyisocyanate composition for binding lignocellulosic material |
| CN1109700C (zh) * | 1995-11-06 | 2003-05-28 | 亨茨曼Ici化学品有限公司 | 多异氰酸酯组合物及其用途 |
| WO1998015585A1 (en) * | 1996-10-05 | 1998-04-16 | Tioxide Specialties Limited | Catalysts |
| WO1998041322A1 (en) * | 1997-03-19 | 1998-09-24 | King Industries, Inc. | Novel zirconium urethane catalysts |
| US5846897A (en) * | 1997-03-19 | 1998-12-08 | King Industries, Inc. | Zirconium urethane catalysts |
| US5965686A (en) * | 1997-03-19 | 1999-10-12 | King Industries, Inc. | Zirconium urethane catalysts |
| EP1163956A1 (en) * | 1997-03-19 | 2001-12-19 | King Industries, Inc. | Urethane catalyst based on zirconium acetylacetonate |
| WO2002062738A1 (en) * | 2001-02-02 | 2002-08-15 | Roche Vitamins Ag | Process for the purification of 1,3-diketones |
| US6844470B2 (en) | 2001-02-02 | 2005-01-18 | Roche Vitamins Inc. | Process for the purification of 1,3-diketones |
| US7485729B2 (en) | 2004-08-12 | 2009-02-03 | King Industries, Inc. | Organometallic compositions and coating compositions |
| US8088846B2 (en) | 2004-08-12 | 2012-01-03 | King Industries, Inc. | Organometallic compositions and coating compositions |
| US9006316B2 (en) | 2004-08-12 | 2015-04-14 | King Industries, Inc. | Organometallic compositions and coating compositions |
| WO2009063245A3 (en) * | 2007-11-16 | 2009-07-16 | Johnson Matthey Plc | Method and catalyst for the manufacture of a polyurethane |
| WO2010057824A1 (en) * | 2008-11-21 | 2010-05-27 | Basf Se | Metal oxo complex as catalyst for polyurethane curing |
| US8912113B2 (en) | 2011-03-06 | 2014-12-16 | King Industries, Inc. | Compositions of a metal amidine complex and second compound, coating compositions comprising same |
| CN109897161B (zh) * | 2019-03-04 | 2021-03-02 | 武汉科技大学 | 一种含缩酮结构的热修复聚氨酯弹性体及其制备方法 |
| CN109897161A (zh) * | 2019-03-04 | 2019-06-18 | 武汉科技大学 | 一种含缩酮结构的热修复聚氨酯弹性体及其制备方法 |
| CN110283063A (zh) * | 2019-06-11 | 2019-09-27 | 中山华明泰科技股份有限公司 | 一种乙酰丙铜镧的制备方法及应用 |
| CN110283063B (zh) * | 2019-06-11 | 2020-06-16 | 中山华明泰科技股份有限公司 | 一种乙酰丙铜镧的制备方法及应用 |
| CN116096772A (zh) * | 2020-09-15 | 2023-05-09 | 贝内克-凯利科股份公司 | 具有可热活化催化剂体系的生产聚氨酯层的反应性混合物 |
| CN114671749A (zh) * | 2022-04-01 | 2022-06-28 | 国科广化韶关新材料研究院 | 一种含锆环保型聚氨酯催化剂的制备方法及其应用 |
| CN117720956A (zh) * | 2023-12-12 | 2024-03-19 | 东莞市唯纳孚润滑科技有限公司 | 一种抗剪切性能良好的低噪音润滑脂及其制备方法 |
| CN117720956B (zh) * | 2023-12-12 | 2024-07-23 | 东莞市唯纳孚润滑科技有限公司 | 一种抗剪切性能良好的低噪音润滑脂及其制备方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| BE577999A (enrdf_load_stackoverflow) | |
| FR1225213A (fr) | 1960-06-29 |
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