ES2377560T3 - Isocianatos de tetralina - Google Patents
Isocianatos de tetralina Download PDFInfo
- Publication number
- ES2377560T3 ES2377560T3 ES03726641T ES03726641T ES2377560T3 ES 2377560 T3 ES2377560 T3 ES 2377560T3 ES 03726641 T ES03726641 T ES 03726641T ES 03726641 T ES03726641 T ES 03726641T ES 2377560 T3 ES2377560 T3 ES 2377560T3
- Authority
- ES
- Spain
- Prior art keywords
- isocyanates
- tetralin
- diisocyanate
- tetralindiamine
- tetraline
- 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 - Lifetime
Links
- 239000012948 isocyanate Substances 0.000 title claims abstract description 20
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetraline Natural products C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 title claims description 22
- -1 Tetraline isocyanates Chemical class 0.000 title abstract description 7
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000006260 foam Substances 0.000 claims description 10
- OGRBAJCMDMEFIB-UHFFFAOYSA-N 4,4-dinitro-2,3-dihydro-1h-naphthalene Chemical compound C1=CC=C2C([N+](=O)[O-])([N+]([O-])=O)CCCC2=C1 OGRBAJCMDMEFIB-UHFFFAOYSA-N 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 229920005830 Polyurethane Foam Polymers 0.000 claims description 3
- 229910017604 nitric acid Inorganic materials 0.000 claims description 3
- 239000011496 polyurethane foam Substances 0.000 claims description 3
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 abstract description 6
- 239000004814 polyurethane Substances 0.000 abstract description 6
- 229920002635 polyurethane Polymers 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 4
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 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 7
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 6
- 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 4
- 239000007788 liquid Substances 0.000 description 4
- 239000005056 polyisocyanate Substances 0.000 description 4
- 229920001228 polyisocyanate Polymers 0.000 description 4
- 229920005862 polyol Polymers 0.000 description 4
- 150000003077 polyols Chemical class 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- FLTNWMFPQFIBDA-UHFFFAOYSA-N 1,2,3,4-tetrahydronaphthalene Chemical compound C1=CC=C2CCCCC2=C1.C1=CC=C2CCCCC2=C1 FLTNWMFPQFIBDA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LPEYYDRITDFCBO-UHFFFAOYSA-N N=C=O.N=C=O.C1=CC=C2CCCCC2=C1 Chemical compound N=C=O.N=C=O.C1=CC=C2CCCCC2=C1 LPEYYDRITDFCBO-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000005984 hydrogenation reaction Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- BQVHXZYYIXZQKN-UHFFFAOYSA-N N=C=O.C1=CC=C2CCCCC2=C1 Chemical class N=C=O.C1=CC=C2CCCCC2=C1 BQVHXZYYIXZQKN-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 239000013068 control sample Substances 0.000 description 1
- 229940055390 glycerin / propylene glycol Drugs 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical class [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07C265/00—Derivatives of isocyanic acid
- C07C265/12—Derivatives of isocyanic acid having isocyanate groups bound to carbon atoms of six-membered aromatic rings
-
- 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
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0008—Foam properties flexible
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0041—Foam properties having specified density
- C08G2110/005—< 50kg/m3
-
- 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
- C08G2110/00—Foam properties
- C08G2110/0083—Foam properties prepared using water as the sole blowing agent
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US142289 | 2002-05-09 | ||
| US10/142,289 US6750367B2 (en) | 2002-05-09 | 2002-05-09 | Tetralin isocyanates |
| PCT/US2003/014011 WO2003095419A1 (en) | 2002-05-09 | 2003-05-05 | Tetralin isocyanates |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2377560T3 true ES2377560T3 (es) | 2012-03-28 |
Family
ID=29399850
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES03726641T Expired - Lifetime ES2377560T3 (es) | 2002-05-09 | 2003-05-05 | Isocianatos de tetralina |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US6750367B2 (enExample) |
| EP (1) | EP1506165B1 (enExample) |
| JP (1) | JP4416646B2 (enExample) |
| CN (1) | CN1289473C (enExample) |
| AT (1) | ATE539050T1 (enExample) |
| AU (1) | AU2003228867A1 (enExample) |
| ES (1) | ES2377560T3 (enExample) |
| WO (1) | WO2003095419A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE20112473U1 (de) | 2001-07-28 | 2002-12-19 | Johnson Controls GmbH, 51399 Burscheid | Klimatisiertes Polsterteil für einen Fahrzeugsitz |
| DE20120516U1 (de) | 2001-12-19 | 2003-04-30 | Johnson Controls GmbH, 51399 Burscheid | Belüftungssystem für ein Polsterteil |
| US7534849B2 (en) * | 2004-06-02 | 2009-05-19 | Acushnet Company | Compositions for use in golf balls |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2628964A (en) * | 1951-04-07 | 1953-02-17 | American Cyanamid Co | Preparation of naphthostyrils |
| US2683160A (en) * | 1953-03-19 | 1954-07-06 | Du Pont | Preparation of aromatic isocyanates |
| US3089862A (en) * | 1954-09-14 | 1963-05-14 | Shell Oil Co | Polymeric reaction product of polyalkyl substituted diisocyano compounds and polyhydrxy compound |
| US2948611A (en) * | 1957-10-30 | 1960-08-09 | Du Pont | Photopolymerizable compositions, elements, and processes |
| BE603821A (enExample) | 1960-05-16 | 1961-11-16 | ||
| US3975418A (en) * | 1966-06-22 | 1976-08-17 | Ciba-Geigy Ag | 4-Bromo-3-chloro-phenylisocyanate |
| DE2403224A1 (de) * | 1974-01-24 | 1975-07-31 | Bayer Ag | Bistrifluormethylimino-imidazolone, verfahren zu ihrer herstellung und ihre akarizide, insektizide und fungizide verwendung |
| US4256849A (en) | 1976-10-21 | 1981-03-17 | Bayer Aktiengesellschaft | Process for the production of cold setting foams which contain urethane groups prepared from a mixture of 4,4-diphenyl methane diisocyanate and 2,4-diphenyl methane diisocyanate |
| US4239856A (en) | 1978-08-28 | 1980-12-16 | Texaco Development Corp. | Method for preparing high-resilient flexible urethane foams |
| DE2965737D1 (de) | 1978-10-03 | 1983-07-28 | Ici Plc | Liquid polyisocyanate compositions |
| US4366012A (en) * | 1981-02-05 | 1982-12-28 | Insituform International Inc. | Impregnation process |
| US4365025A (en) | 1981-12-08 | 1982-12-21 | W. R. Grace & Co. | Flexible polyurethane foams from polymethylene polyphenyl isocyanate containing prepolymers |
| US4395369A (en) * | 1981-12-17 | 1983-07-26 | American Cyanamid Company | Manufacture of isocyanate |
| US4379767A (en) * | 1982-03-08 | 1983-04-12 | American Cyanamid Company | Manufacture of isocyanates |
| US4476960A (en) * | 1982-08-09 | 1984-10-16 | Towmotor Corporation | Adjustable chain anchor for lift trucks |
| DE3241450A1 (de) | 1982-11-10 | 1984-05-10 | Basf Ag, 6700 Ludwigshafen | Fluessige urethangruppen enthaltende polyisocyanatmischungen auf diphenylmethan-diisocyanat-basis, verfahren zu deren herstellung und deren verwendung zur herstellung von polyurethan-weichschaumstoffen |
| JPH0611742B2 (ja) * | 1985-02-20 | 1994-02-16 | 三井東圧化学株式会社 | 芳香族イソシアナ−トの製法 |
| DE3818769A1 (de) | 1988-06-02 | 1989-12-07 | Bayer Ag | Fluessige polyisocyanatmischungen, ein verfahren zu ihrer herstellung und ihre verwendung zur herstellung von polyurethan-weichschaumstoffen |
| US4876292A (en) | 1988-10-06 | 1989-10-24 | Mobay Corporation | Isocyanate reactive mixture and the use thereof in the manufacture of flexible polyurethane foams |
| GB8908490D0 (en) | 1989-04-14 | 1989-06-01 | Ici Plc | Prepolymers |
| DK203990D0 (da) * | 1990-08-24 | 1990-08-24 | Novo Nordisk As | Piperazinylderivater |
| JP2880803B2 (ja) * | 1990-12-27 | 1999-04-12 | 三井化学株式会社 | 芳香族ジイソシアナートインダン誘導体およびその製造方法 |
| DE4204395A1 (de) | 1992-02-14 | 1993-08-19 | Bayer Ag | Verfahren zur herstellung von kalthaertenden polyurethan-weichformschaumstoffen |
| US5389138A (en) * | 1993-03-31 | 1995-02-14 | Kay Chemical Company | Oven pretreatment and cleaning composition containing silicone |
| TW290564B (enExample) | 1994-06-16 | 1996-11-11 | Ici Plc | |
| WO2002028843A1 (en) | 2000-10-02 | 2002-04-11 | Nissan Chemical Industries, Ltd. | Novel carbamoyltetrazolinone compounds and herbicides |
-
2002
- 2002-05-09 US US10/142,289 patent/US6750367B2/en not_active Expired - Fee Related
-
2003
- 2003-05-05 AU AU2003228867A patent/AU2003228867A1/en not_active Abandoned
- 2003-05-05 CN CNB038104555A patent/CN1289473C/zh not_active Expired - Fee Related
- 2003-05-05 WO PCT/US2003/014011 patent/WO2003095419A1/en not_active Ceased
- 2003-05-05 ES ES03726641T patent/ES2377560T3/es not_active Expired - Lifetime
- 2003-05-05 EP EP03726641A patent/EP1506165B1/en not_active Expired - Lifetime
- 2003-05-05 AT AT03726641T patent/ATE539050T1/de active
- 2003-05-05 JP JP2004503440A patent/JP4416646B2/ja not_active Expired - Fee Related
-
2004
- 2004-01-06 US US10/752,243 patent/US6841585B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US20040143029A1 (en) | 2004-07-22 |
| CN1653041A (zh) | 2005-08-10 |
| WO2003095419A1 (en) | 2003-11-20 |
| ATE539050T1 (de) | 2012-01-15 |
| US6841585B2 (en) | 2005-01-11 |
| US6750367B2 (en) | 2004-06-15 |
| EP1506165B1 (en) | 2011-12-28 |
| AU2003228867A1 (en) | 2003-11-11 |
| JP4416646B2 (ja) | 2010-02-17 |
| US20030212160A1 (en) | 2003-11-13 |
| EP1506165A1 (en) | 2005-02-16 |
| CN1289473C (zh) | 2006-12-13 |
| JP2005524716A (ja) | 2005-08-18 |
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