FR2981649A1 - Polyisocyanate masque et ses utilisations - Google Patents
Polyisocyanate masque et ses utilisations Download PDFInfo
- Publication number
- FR2981649A1 FR2981649A1 FR1159492A FR1159492A FR2981649A1 FR 2981649 A1 FR2981649 A1 FR 2981649A1 FR 1159492 A FR1159492 A FR 1159492A FR 1159492 A FR1159492 A FR 1159492A FR 2981649 A1 FR2981649 A1 FR 2981649A1
- Authority
- FR
- France
- Prior art keywords
- polyisocyanate
- composition
- masked
- mol
- monoalcohol
- 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.)
- Granted
Links
- 239000005056 polyisocyanate Substances 0.000 title claims abstract description 61
- 229920001228 polyisocyanate Polymers 0.000 title claims abstract description 61
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 25
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims abstract description 5
- WDDAPYPGSHLCDO-UHFFFAOYSA-N ethyl carbamate;2-ethylhexan-1-ol Chemical compound CCOC(N)=O.CCCCC(CC)CO WDDAPYPGSHLCDO-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 69
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 125000005442 diisocyanate group Chemical group 0.000 claims description 15
- 239000000178 monomer Substances 0.000 claims description 14
- 239000002904 solvent Substances 0.000 claims description 14
- 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 claims description 12
- 229920005862 polyol Polymers 0.000 claims description 12
- 150000003077 polyols Chemical class 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 8
- 230000008569 process Effects 0.000 claims description 8
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 7
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 7
- 239000004014 plasticizer Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- 125000001931 aliphatic group Chemical group 0.000 claims description 5
- 239000013638 trimer Substances 0.000 claims description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 239000003085 diluting agent Substances 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
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- LCFKURIJYIJNRU-UHFFFAOYSA-N 2-methylhexan-1-ol Chemical compound CCCCC(C)CO LCFKURIJYIJNRU-UHFFFAOYSA-N 0.000 claims description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 2
- CETWDUZRCINIHU-UHFFFAOYSA-N methyl-n-amyl-carbinol Natural products CCCCCC(C)O CETWDUZRCINIHU-UHFFFAOYSA-N 0.000 claims description 2
- 229920005749 polyurethane resin Polymers 0.000 abstract description 19
- 239000011342 resin composition Substances 0.000 abstract description 15
- 125000001072 heteroaryl group Chemical group 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 125000000753 cycloalkyl group Chemical group 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- PGYPOBZJRVSMDS-UHFFFAOYSA-N loperamide hydrochloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)N(C)C)CCN(CC1)CCC1(O)C1=CC=C(Cl)C=C1 PGYPOBZJRVSMDS-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000000945 filler Substances 0.000 description 6
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 description 6
- -1 arylheterocycloalkyl Chemical group 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 4
- 230000000711 cancerogenic effect Effects 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920013701 VORANOL™ Polymers 0.000 description 3
- 125000004350 aryl cycloalkyl group Chemical group 0.000 description 3
- 125000004446 heteroarylalkyl group Chemical group 0.000 description 3
- 238000002372 labelling Methods 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 125000001188 haloalkyl group Chemical group 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000005349 heteroarylcycloalkyl group Chemical group 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- 231100000053 low toxicity Toxicity 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000873 masking effect Effects 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 231100000252 nontoxic Toxicity 0.000 description 2
- 230000003000 nontoxic effect Effects 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 230000010363 phase shift Effects 0.000 description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 238000007789 sealing Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 125000004434 sulfur atom Chemical group 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000002837 carbocyclic group Chemical group 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000004078 waterproofing Methods 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
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/64—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63
- C08G18/6415—Macromolecular compounds not provided for by groups C08G18/42 - C08G18/63 having nitrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C265/00—Derivatives of isocyanic acid
- C07C265/14—Derivatives of isocyanic acid containing at least two isocyanate groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/20—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/26—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring
- C07C271/28—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atom of at least one of the carbamate groups bound to a carbon atom of a six-membered aromatic ring to a carbon atom of a non-condensed six-membered aromatic ring
-
- 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
- C08G18/80—Masked polyisocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L95/00—Compositions of bituminous materials, e.g. asphalt, tar, pitch
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Civil Engineering (AREA)
- Materials Engineering (AREA)
- Structural Engineering (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Description
Claims (9)
- REVENDICATIONS1.Polyisocyanate masqué, qui présente la formule suivante: H B0 NIA 0 où - B représente alkyle, A représente un groupe comportant un nombre de 10 fonctions isocyanates compris entre 1 et 2,2, de préférence entre 1,2 et 2,1 et plus préférentiellement encore entre 1,5 et 2, à l'exclusion du
- 2-éthylhexanol monouréthane de 2,4- toluènediisocyanate. 15 2. Polyisocyanate masqué selon la revendication 1, caractérisé par le fait que B est un alkyle, éventuellement insaturé, en C2-Cm, de préférence en C3-C12, plus préférentiellement encore en C4-C10.
- 3. Procédé de préparation d'un polyisocyanate masqué 20 tel que défini à la revendication 1 ou 2, comprenant l'adjonction progressive d'un monoalcool de formule B-OH sur un polyisocyanate de formule A-NCO, A et B étant tels que définis à la revendication 1 ou 2.
- 4. Procédé selon la revendication 3, caractérisé par 25 le fait que le monoalcool est choisi dans le groupe comprenant l'hexanol, le 2-éthylhexanol, le méthylhexanol, le butanol, les terpénols et leurs mélanges.
- 5. Procédé selon la revendication 3 ou 4, caractérisé par le fait que le polyisocyanate est aromatique, 30 aliphatique ou cycloaliphatique et peut notamment être choisi dans le groupe comprenant le 2,4-toluène diisocyanate (TDI), un trimère de TDI, le diphénylméthane diisocyanate (MDI), un MDI polymérique, l'hexaméthylènediisocyanate (HDI), un HDI polymérique, le diisocyanate d'isophorone (IPDI), un trimère d'IPDI et leurs mélanges
- 6. Procédé selon l'une quelconque des revendications 3 à 5, dans lequel on ajoute 0,60 mol à 1,50 mol, de 5 préférence 0,8 mol à 1,3 mol, de monoalcool sur 1 mol de polyisocyanate.
- 7. Procédé selon l'une quelconque des revendications 3 à 6, dans lequel l'adjonction progressive du monoalcool est faite de façon à limiter l'élévation de température à une 10 valeur inférieure à 60°C, de préférence inférieure à 50°C et plus préférentiellement encore inférieure à 40°C.
- 8. Composition polyuréthane qui comprend : - au moins un polyisocyanate masqué tel que défini à l'une quelconque des revendications 1 ou 2 ou tel 15 qu'obtenu à l'aide du procédé selon l'une quelconque des revendications 3 à 7; - au moins un plastifiant; - au moins un prépolymère ; - au moins un catalyseur; 20 - éventuellement du solvant et/ou diluant ; - éventuellement une charge; ladite composition comprenant moins de 1% en poids de monomères libres de diisocyanate.
- 9. Utilisation du polyisocyanate masqué tel que défini 25 à l'une quelconque des revendications 1 ou 2 ou tel qu'obtenu à l'aide du procédé selon l'une quelconque des revendications 3 à 7, et dont le nombre de fonctions isocyanate est compris entre 1,5 et 2,2 pour la préparation de prépolymère, par réaction dudit polyisocyanate masqué 30 sur un polyol.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1159492A FR2981649B1 (fr) | 2011-10-20 | 2011-10-20 | Polyisocyanate masque et ses utilisations |
US14/352,039 US9365743B2 (en) | 2011-10-20 | 2012-10-18 | Stable, ready-to-use liquid polyurethane resin composition and uses thereof |
PL12790604T PL2768878T3 (pl) | 2011-10-20 | 2012-10-18 | Stabilna, gotowa do użycia płynna kompozycja żywicy poliuretanowej i jej zastosowanie |
PCT/FR2012/052383 WO2013057439A2 (fr) | 2011-10-20 | 2012-10-18 | Composition de resine polyurethane liquide, stable, prete a l'emploi et ses utilisations |
US14/352,027 US9518144B2 (en) | 2011-10-20 | 2012-10-18 | Masked polyisocyanate and uses thereof |
EP12790604.8A EP2768878B1 (fr) | 2011-10-20 | 2012-10-18 | Composition de resine polyurethane liquide, stable, prete a l'emploi et ses utilisations |
CA2850290A CA2850290C (fr) | 2011-10-20 | 2012-10-18 | Composition de resine polyurethane liquide, stable, prete a l'emploi et ses utilisations |
PCT/FR2012/052372 WO2013057430A1 (fr) | 2011-10-20 | 2012-10-18 | Polyisocyanate masque et ses utilisations |
ES12790604.8T ES2646448T3 (es) | 2011-10-20 | 2012-10-18 | Composición de resina de poliuretano líquida, estable, lista para usar y sus usos |
CA2850286A CA2850286A1 (fr) | 2011-10-20 | 2012-10-18 | Polyisocyanate masque et ses utilisations |
EP12790594.1A EP2768801A1 (fr) | 2011-10-20 | 2012-10-18 | Polyisocyanate masque et ses utilisations |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1159492A FR2981649B1 (fr) | 2011-10-20 | 2011-10-20 | Polyisocyanate masque et ses utilisations |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2981649A1 true FR2981649A1 (fr) | 2013-04-26 |
FR2981649B1 FR2981649B1 (fr) | 2013-11-22 |
Family
ID=47221455
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR1159492A Active FR2981649B1 (fr) | 2011-10-20 | 2011-10-20 | Polyisocyanate masque et ses utilisations |
Country Status (5)
Country | Link |
---|---|
US (1) | US9518144B2 (fr) |
EP (1) | EP2768801A1 (fr) |
CA (1) | CA2850286A1 (fr) |
FR (1) | FR2981649B1 (fr) |
WO (1) | WO2013057430A1 (fr) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0045996A1 (fr) * | 1980-08-13 | 1982-02-17 | Hüls Aktiengesellschaft | Procédé pour la préparation de produits de polyaddition contenant des groupes urétdione et produits préparés par ce procédé |
DE4229183A1 (de) * | 1992-09-02 | 1994-03-03 | Basf Ag | Verfahren zur Herstellung von niedrigviskosen Isocyanurat- und Urethangruppen enthaltenden Polyisocyanatmischungen |
WO2001060886A1 (fr) * | 2000-02-15 | 2001-08-23 | Bayer Aktiengesellschaft | Polyisocyanates bloques a l'alcool pour l'enduction en continu de bandes |
Family Cites Families (19)
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---|---|---|---|---|
DE3405937A1 (de) * | 1984-02-18 | 1985-08-22 | Bayer Ag, 5090 Leverkusen | Lagerstabile, bei erhoehter temperatur selbstvernetzende oder mit organischen polyisocyanaten vernetzbare oligourethane und ein verfahren zu ihrer herstellung, sowie ihre verwendung als bindemittel bzw. bindemittelkomponente |
DE3700100C1 (de) | 1987-01-03 | 1988-01-21 | Teroson Gmbh | Fluessige,Ioesungsmittelfreie oder Ioesungsmittelarme,haertbare Polyurethan-Bitumen-Weichmacher-Einkomponenten-Zusammensetzung,Verfahren zu deren Herstellung und deren Verwendung |
CA1336469C (fr) | 1988-07-26 | 1995-07-25 | John J. Theodore | Compositions d'oxazolidine-isocyanate hydrodurcissables, stables a l'entreposage |
AU644142B2 (en) | 1990-03-21 | 1993-12-02 | Tremco Incorporated | Substantially solvent free organic material and method relating thereto |
CA2077336C (fr) * | 1990-03-30 | 1997-08-19 | Gregory J. Anderson | Adhesif thermofusible a reticulation par l'humidite a base de polyurethanne |
IT1244723B (it) | 1991-02-11 | 1994-08-08 | Enichem Sintesi | Polioxazolidine a struttura contenente gruppi carbonato procedimento per la loro preparazione e loro impiego |
EP0539802A1 (fr) * | 1991-10-28 | 1993-05-05 | Bayer Ag | Poudre de polyuréthane, éventuellement expansible, s'écoulant librement, thermoplastique façonnable et ainsi ultérieurement durcissable |
US5455374A (en) * | 1993-06-30 | 1995-10-03 | Bayer Corporation | Liquification of trans, trans-4,4'-diisocyanate dicyclohexylmethane by partially reacting the isocyanate groups with blocking agents |
DE19816570A1 (de) | 1998-04-15 | 1999-10-21 | Bayer Ag | Reaktivsysteme und ihre Verwendung zur Herstellung von Beschichtungen, Klebstoffen, Dichtungsmassen, Vergußmassen oder Formteilen |
FR2787801B1 (fr) | 1998-12-24 | 2001-03-23 | Soprema | Composition resineuse monocomposante a proprietes adhesives, notamment pour la realisation d'etancheites |
US6384130B1 (en) | 1999-12-03 | 2002-05-07 | Bayer Corporation | Liquid, hydrophobic, non-migrating, non-functional polyurethane plasticizers |
KR100795303B1 (ko) | 2000-12-22 | 2008-01-15 | 아크조 노벨 엔.브이. | 폴리우레탄 폴리올 조성물 및 이를 포함하는 코팅조성물 |
JP4925830B2 (ja) | 2004-10-05 | 2012-05-09 | 株式会社Adeka | 水分散型ポリウレタン組成物 |
EP2350211B1 (fr) | 2008-10-29 | 2018-02-28 | Dow Global Technologies LLC | Système de liaison à faible énergie de surface contenant une amorce à temps ouvert long |
US8455679B2 (en) | 2008-12-12 | 2013-06-04 | Basf Se | Prepolymer systems having reduced monomeric isocyanate contents |
IT1393465B1 (it) | 2009-03-16 | 2012-04-20 | Lamberti Spa | Poliuretano idrofilico a pettine |
EP2383304A1 (fr) | 2010-04-27 | 2011-11-02 | de Schrijver, Aster | Composition pour mousses en polyuréthane à un composant |
EP2768878B1 (fr) * | 2011-10-20 | 2017-09-13 | Soprema | Composition de resine polyurethane liquide, stable, prete a l'emploi et ses utilisations |
FR2981648B1 (fr) * | 2011-10-20 | 2014-12-26 | Soprema | Plastifiant polymerisable, composition de resine polyurethane liquide comprenant ledit plastifiant et ses utilisations |
-
2011
- 2011-10-20 FR FR1159492A patent/FR2981649B1/fr active Active
-
2012
- 2012-10-18 WO PCT/FR2012/052372 patent/WO2013057430A1/fr active Application Filing
- 2012-10-18 CA CA2850286A patent/CA2850286A1/fr not_active Abandoned
- 2012-10-18 EP EP12790594.1A patent/EP2768801A1/fr not_active Withdrawn
- 2012-10-18 US US14/352,027 patent/US9518144B2/en active Active
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0045996A1 (fr) * | 1980-08-13 | 1982-02-17 | Hüls Aktiengesellschaft | Procédé pour la préparation de produits de polyaddition contenant des groupes urétdione et produits préparés par ce procédé |
DE4229183A1 (de) * | 1992-09-02 | 1994-03-03 | Basf Ag | Verfahren zur Herstellung von niedrigviskosen Isocyanurat- und Urethangruppen enthaltenden Polyisocyanatmischungen |
WO2001060886A1 (fr) * | 2000-02-15 | 2001-08-23 | Bayer Aktiengesellschaft | Polyisocyanates bloques a l'alcool pour l'enduction en continu de bandes |
Also Published As
Publication number | Publication date |
---|---|
FR2981649B1 (fr) | 2013-11-22 |
EP2768801A1 (fr) | 2014-08-27 |
WO2013057430A1 (fr) | 2013-04-25 |
US9518144B2 (en) | 2016-12-13 |
US20140243484A1 (en) | 2014-08-28 |
CA2850286A1 (fr) | 2013-04-25 |
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