KR20080091472A - 카르보디이미드기 및/또는 우레톤이민기 함유 액상저장안정성 유기 이소시아네이트의 제조 방법 - Google Patents
카르보디이미드기 및/또는 우레톤이민기 함유 액상저장안정성 유기 이소시아네이트의 제조 방법 Download PDFInfo
- Publication number
- KR20080091472A KR20080091472A KR1020087019153A KR20087019153A KR20080091472A KR 20080091472 A KR20080091472 A KR 20080091472A KR 1020087019153 A KR1020087019153 A KR 1020087019153A KR 20087019153 A KR20087019153 A KR 20087019153A KR 20080091472 A KR20080091472 A KR 20080091472A
- Authority
- KR
- South Korea
- Prior art keywords
- isocyanate
- acid amide
- silylated
- carbodiimide
- group
- 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.)
- Ceased
Links
- 239000012948 isocyanate Substances 0.000 title claims abstract description 64
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 62
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 239000007788 liquid Substances 0.000 title abstract description 8
- 238000003860 storage Methods 0.000 title abstract description 8
- VPKDCDLSJZCGKE-UHFFFAOYSA-N carbodiimide group Chemical group N=C=N VPKDCDLSJZCGKE-UHFFFAOYSA-N 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 31
- 239000000203 mixture Substances 0.000 claims abstract description 31
- 150000001718 carbodiimides Chemical class 0.000 claims abstract description 28
- 230000008569 process Effects 0.000 claims abstract description 19
- 238000002360 preparation method Methods 0.000 claims abstract description 11
- 239000004814 polyurethane Substances 0.000 claims abstract description 8
- 229920002635 polyurethane Polymers 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims description 30
- 150000001408 amides Chemical class 0.000 claims description 27
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 229960002017 echothiophate Drugs 0.000 claims description 11
- BJOLKYGKSZKIGU-UHFFFAOYSA-N ecothiopate Chemical compound CCOP(=O)(OCC)SCC[N+](C)(C)C BJOLKYGKSZKIGU-UHFFFAOYSA-N 0.000 claims description 11
- 241001550224 Apha Species 0.000 claims description 7
- 239000000126 substance Substances 0.000 claims description 6
- 239000004594 Masterbatch (MB) Substances 0.000 claims description 3
- -1 carbodiimide isocyanate Chemical class 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- SIOVKLKJSOKLIF-HJWRWDBZSA-N trimethylsilyl (1z)-n-trimethylsilylethanimidate Chemical compound C[Si](C)(C)OC(/C)=N\[Si](C)(C)C SIOVKLKJSOKLIF-HJWRWDBZSA-N 0.000 claims description 3
- DGIJAZGPLFOQJE-UHFFFAOYSA-N trimethylsilyl n-trimethylsilylcarbamate Chemical compound C[Si](C)(C)NC(=O)O[Si](C)(C)C DGIJAZGPLFOQJE-UHFFFAOYSA-N 0.000 claims description 3
- LWFWUJCJKPUZLV-UHFFFAOYSA-N n-trimethylsilylacetamide Chemical compound CC(=O)N[Si](C)(C)C LWFWUJCJKPUZLV-UHFFFAOYSA-N 0.000 claims description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract description 6
- 239000004033 plastic Substances 0.000 abstract description 4
- 229920003023 plastic Polymers 0.000 abstract description 4
- 229920005830 Polyurethane Foam Polymers 0.000 abstract description 2
- 239000011496 polyurethane foam Substances 0.000 abstract description 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 description 17
- 239000007858 starting material Substances 0.000 description 15
- 229920005862 polyol Polymers 0.000 description 9
- 150000003077 polyols Chemical class 0.000 description 9
- 230000009257 reactivity Effects 0.000 description 9
- 230000035484 reaction time Effects 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 239000003381 stabilizer Substances 0.000 description 7
- 239000007795 chemical reaction product Substances 0.000 description 6
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 6
- ZBVOEVQTNYNNMY-UHFFFAOYSA-N O=P1=CCCC1 Chemical compound O=P1=CCCC1 ZBVOEVQTNYNNMY-UHFFFAOYSA-N 0.000 description 5
- LNWBFIVSTXCJJG-UHFFFAOYSA-N [diisocyanato(phenyl)methyl]benzene Chemical class C=1C=CC=CC=1C(N=C=O)(N=C=O)C1=CC=CC=C1 LNWBFIVSTXCJJG-UHFFFAOYSA-N 0.000 description 5
- 239000005056 polyisocyanate Substances 0.000 description 5
- 229920001228 polyisocyanate Polymers 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 5
- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 4
- 238000006555 catalytic reaction Methods 0.000 description 4
- 125000005442 diisocyanate group Chemical group 0.000 description 4
- UVECLJDRPFNRRQ-UHFFFAOYSA-N ethyl trifluoromethanesulfonate Chemical compound CCOS(=O)(=O)C(F)(F)F UVECLJDRPFNRRQ-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 4
- JIABEENURMZTTI-UHFFFAOYSA-N 1-isocyanato-2-[(2-isocyanatophenyl)methyl]benzene Chemical compound O=C=NC1=CC=CC=C1CC1=CC=CC=C1N=C=O JIABEENURMZTTI-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 125000001931 aliphatic group Chemical group 0.000 description 3
- 239000002168 alkylating agent Substances 0.000 description 3
- 229940100198 alkylating agent Drugs 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- MGYGFNQQGAQEON-UHFFFAOYSA-N 4-tolyl isocyanate Chemical compound CC1=CC=C(N=C=O)C=C1 MGYGFNQQGAQEON-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- OWBTYPJTUOEWEK-UHFFFAOYSA-N butane-2,3-diol Chemical compound CC(O)C(C)O OWBTYPJTUOEWEK-UHFFFAOYSA-N 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 229920005906 polyester polyol Polymers 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000012925 reference material Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- IUUONVQOMMQAEH-UHFFFAOYSA-N 1-methyl-2,3-dihydro-1$l^{5}-phosphole 1-oxide Chemical compound CP1(=O)CCC=C1 IUUONVQOMMQAEH-UHFFFAOYSA-N 0.000 description 1
- MQLQAXIVFGHSDE-UHFFFAOYSA-N 1-methyl-2,5-dihydro-1$l^{5}-phosphole 1-oxide Chemical compound CP1(=O)CC=CC1 MQLQAXIVFGHSDE-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- 239000005058 Isophorone diisocyanate Substances 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 239000004146 Propane-1,2-diol Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- KXBFLNPZHXDQLV-UHFFFAOYSA-N [cyclohexyl(diisocyanato)methyl]cyclohexane Chemical compound C1CCCCC1C(N=C=O)(N=C=O)C1CCCCC1 KXBFLNPZHXDQLV-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- BMRWNKZVCUKKSR-UHFFFAOYSA-N butane-1,2-diol Chemical compound CCC(O)CO BMRWNKZVCUKKSR-UHFFFAOYSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 150000004657 carbamic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 description 1
- GTZOYNFRVVHLDZ-UHFFFAOYSA-N dodecane-1,1-diol Chemical compound CCCCCCCCCCCC(O)O GTZOYNFRVVHLDZ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000006358 imidation reaction Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- VJQGGZWPOMJLTP-UHFFFAOYSA-N octadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCC(O)O VJQGGZWPOMJLTP-UHFFFAOYSA-N 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000006884 silylation reaction Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 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
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
- C08G18/025—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only the polymeric products containing carbodiimide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C267/00—Carbodiimides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
-
- 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
- C08G18/02—Polymeric products of isocyanates or isothiocyanates of isocyanates or isothiocyanates only
-
- 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
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- 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
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/797—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing carbodiimide and/or uretone-imine groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
- C08J3/22—Compounding polymers with additives, e.g. colouring using masterbatch techniques
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102006000822A DE102006000822A1 (de) | 2006-01-05 | 2006-01-05 | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate |
| DE102006000822.7 | 2006-01-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20080091472A true KR20080091472A (ko) | 2008-10-13 |
Family
ID=37895819
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020087019153A Ceased KR20080091472A (ko) | 2006-01-05 | 2006-12-27 | 카르보디이미드기 및/또는 우레톤이민기 함유 액상저장안정성 유기 이소시아네이트의 제조 방법 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7714148B2 (https=) |
| EP (1) | EP1971623B1 (https=) |
| JP (1) | JP2009522419A (https=) |
| KR (1) | KR20080091472A (https=) |
| CN (1) | CN101356208B (https=) |
| AT (1) | ATE443090T1 (https=) |
| DE (2) | DE102006000822A1 (https=) |
| ES (1) | ES2331380T3 (https=) |
| PT (1) | PT1971623E (https=) |
| WO (1) | WO2007077000A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20190030948A (ko) * | 2017-09-15 | 2019-03-25 | 주식회사 엘지화학 | 저색수 카바졸 화합물의 제조방법 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102006000825A1 (de) * | 2006-01-05 | 2007-07-12 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimidgruppen aufweisender organischer Isocyanate |
| DE102006000833A1 (de) * | 2006-01-05 | 2007-07-12 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate |
| CN102718683B (zh) * | 2012-06-05 | 2014-08-06 | 万华化学集团股份有限公司 | 一种制备低色数异氰酸酯的方法及由其制得的异氰酸酯 |
| US10633476B2 (en) | 2015-02-26 | 2020-04-28 | Covestro Deutschland Ag | Method for producing a composition comprising polycarbodiimide having improved storage stability |
| CN109790269B (zh) * | 2016-10-14 | 2022-06-14 | 旭化成株式会社 | 异氰酸酯组合物、异氰酸酯组合物的制造方法以及异氰酸酯聚合物的制造方法 |
| CN116057102A (zh) * | 2020-08-07 | 2023-05-02 | 巴斯夫欧洲公司 | 己内酰胺改性的液体mdi及其在聚氨酯中的用途 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2853473A (en) * | 1956-08-27 | 1958-09-23 | Du Pont | Production of carbodiimides |
| DE2537685C2 (de) * | 1975-08-23 | 1989-04-06 | Bayer Ag, 5090 Leverkusen | Verfahren zur teilweisen Carbodiimidisierung der Isocyanatgruppen von organischen Polyisocyanaten |
| DE2606419A1 (de) * | 1976-02-18 | 1977-08-25 | Basf Ag | Lagerbestaendige, fluessige carbodiimidgruppen aufweisende polyisocyanate und verfahren zu ihrer herstellung |
| DE4117384A1 (de) * | 1991-05-28 | 1992-12-03 | Bayer Ag | Verfahren zur herstellung fluessiger, lagerstabiler carbodiimid- und/oder uretonimingruppen aufweisender organischer isocyanate und ihre verwendung zur herstellung von polyurethankunststoffen |
| DE4302697A1 (de) * | 1993-02-01 | 1994-08-04 | Bayer Ag | Verfahren zur Herstellung organischer Carbodiimide und ihre Verwendung als Kunststoff-Stabilisatoren |
| US6120699A (en) * | 1998-09-21 | 2000-09-19 | Basf Corporation | Storage stable methylene bis(phenylisocyanate) compositions |
| US6362247B1 (en) * | 2000-05-08 | 2002-03-26 | Rohm And Haas Company | Method of improving stability of aromatic polycarbodiimides |
| DE10201241A1 (de) * | 2002-01-15 | 2003-07-24 | Bayer Ag | Katalysator |
| DE102004033849A1 (de) * | 2004-07-13 | 2006-02-16 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate mit niedriger Farbzahl |
| DE102004060038A1 (de) * | 2004-12-14 | 2006-06-22 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate mit niedriger Farbzahl |
| CN1789241B (zh) * | 2005-12-12 | 2010-09-29 | 拜尔材料科学股份公司 | 液态、储存稳定、色指数低、含有碳二亚胺和/或脲酮亚胺基团的有机异氰酸酯的制备方法 |
| DE102006000825A1 (de) * | 2006-01-05 | 2007-07-12 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimidgruppen aufweisender organischer Isocyanate |
| DE102006000833A1 (de) * | 2006-01-05 | 2007-07-12 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carbodiimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate |
| DE102006002158A1 (de) * | 2006-01-17 | 2007-07-19 | Bayer Materialscience Ag | Verfahren zur Herstellung flüssiger, lagerstabiler Carboddimid- und/oder Uretonimingruppen aufweisender organischer Isocyanate |
-
2006
- 2006-01-05 DE DE102006000822A patent/DE102006000822A1/de not_active Withdrawn
- 2006-12-27 KR KR1020087019153A patent/KR20080091472A/ko not_active Ceased
- 2006-12-27 DE DE502006004896T patent/DE502006004896D1/de active Active
- 2006-12-27 EP EP06841179A patent/EP1971623B1/de not_active Not-in-force
- 2006-12-27 AT AT06841179T patent/ATE443090T1/de not_active IP Right Cessation
- 2006-12-27 WO PCT/EP2006/012553 patent/WO2007077000A2/de not_active Ceased
- 2006-12-27 PT PT06841179T patent/PT1971623E/pt unknown
- 2006-12-27 CN CN2006800506337A patent/CN101356208B/zh not_active Expired - Fee Related
- 2006-12-27 ES ES06841179T patent/ES2331380T3/es active Active
- 2006-12-27 JP JP2008548949A patent/JP2009522419A/ja not_active Withdrawn
-
2007
- 2007-01-03 US US11/649,001 patent/US7714148B2/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20190030948A (ko) * | 2017-09-15 | 2019-03-25 | 주식회사 엘지화학 | 저색수 카바졸 화합물의 제조방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE502006004896D1 (de) | 2009-10-29 |
| CN101356208A (zh) | 2009-01-28 |
| CN101356208B (zh) | 2011-09-07 |
| US7714148B2 (en) | 2010-05-11 |
| US20070155939A1 (en) | 2007-07-05 |
| JP2009522419A (ja) | 2009-06-11 |
| EP1971623A2 (de) | 2008-09-24 |
| WO2007077000A2 (de) | 2007-07-12 |
| DE102006000822A1 (de) | 2007-07-12 |
| PT1971623E (pt) | 2009-11-02 |
| EP1971623B1 (de) | 2009-09-16 |
| WO2007077000A3 (de) | 2008-02-21 |
| ES2331380T3 (es) | 2009-12-30 |
| ATE443090T1 (de) | 2009-10-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US20070167633A1 (en) | Process for the preparation of liquid, storage-stable organic isocyanates containing carbodiimide and/or uretonimine groups | |
| CN100577639C (zh) | 低色数、含有碳二亚胺和/或脲酮亚胺基团、储存稳定的液体有机异氰酸酯的制备方法 | |
| CN109641834B (zh) | 用于制备具有碳二亚胺-和/或脲酮亚胺基团的有机异氰酸酯的方法 | |
| KR20080081017A (ko) | 카르보디이미드 및/또는 우레톤이민기를 함유하는 액상저장안정성 유기 이소시아네이트의 제조 방법 | |
| KR20080090500A (ko) | 카르보디이미드기 및/또는 우레톤이민기 함유 액상저장안정성 유기 이소시아네이트의 제조 방법 | |
| KR20080091472A (ko) | 카르보디이미드기 및/또는 우레톤이민기 함유 액상저장안정성 유기 이소시아네이트의 제조 방법 | |
| KR101292358B1 (ko) | 카르보디이미드- 및/또는 우레톤 이민 기를 갖는, 낮은색지수를 갖는 액체 저장-안정성 유기 이소시아네이트의제조 방법 | |
| US10633476B2 (en) | Method for producing a composition comprising polycarbodiimide having improved storage stability | |
| HK1126804A (en) | Method for producing liquid, storage-stable organic isocyanates comprising carbodiimide and/or uretonimine groups | |
| HK1126753A (en) | Method for producing liquid, storage-stable organic isocyanates comprising carbodiimide and/or uretonimine groups | |
| HK1126752A (en) | Method for producing liquid, storage-stable organic isocyanates comprising carbodiimide and/or uretonimine groups | |
| HK1106493A (en) | Process for the preparation of liquid, storage-stable organic isocyanates containing carbodiimide and/or uretonimine groups | |
| HK1084377A (en) | Process for the preparation of liquid, storage-stable organic isocyanates of low color number containing carbodiimide and/or uretonimine groups |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20080804 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PG1501 | Laying open of application | ||
| A201 | Request for examination | ||
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20111221 Comment text: Request for Examination of Application |
|
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20130620 Patent event code: PE09021S01D |
|
| E601 | Decision to refuse application | ||
| PE0601 | Decision on rejection of patent |
Patent event date: 20131226 Comment text: Decision to Refuse Application Patent event code: PE06012S01D Patent event date: 20130620 Comment text: Notification of reason for refusal Patent event code: PE06011S01I |