GB882547A - Improvements in and relating to catalysts for isocyanate reactions - Google Patents

Improvements in and relating to catalysts for isocyanate reactions

Info

Publication number: GB882547A
Authority: GB; United Kingdom
Prior art keywords: reaction; compounds; arsenic; reactive; atom
Prior art date: 1958-12-08
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

Application number

GB41186/59A

Other languages

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Union Carbide Corp

Original Assignee

Union Carbide Corp

Priority date (The priority date 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 date listed.)

1958-12-08

Filing date

1959-12-04

Publication date

1961-11-15

1959-12-04 Application filed by Union Carbide Corp filed Critical Union Carbide Corp

1961-11-15 Publication of GB882547A publication Critical patent/GB882547A/en

Status Expired legal-status Critical Current

Links

238000006243 chemical reaction Methods 0.000 title abstract 7
239000003054 catalyst Substances 0.000 title abstract 4
239000012948 isocyanate Substances 0.000 title abstract 4
150000002513 isocyanates Chemical class 0.000 title abstract 4
150000001875 compounds Chemical class 0.000 abstract 10
229910052785 arsenic Inorganic materials 0.000 abstract 8
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 abstract 8
150000002894 organic compounds Chemical class 0.000 abstract 8
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 6
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 6
229920000728 polyester Polymers 0.000 abstract 6
229920000570 polyether Polymers 0.000 abstract 6
150000003512 tertiary amines Chemical class 0.000 abstract 6
239000000203 mixture Substances 0.000 abstract 5
125000002947 alkylene group Chemical group 0.000 abstract 4
229910052787 antimony Inorganic materials 0.000 abstract 4
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 abstract 4
229910052797 bismuth Inorganic materials 0.000 abstract 4
JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 abstract 4
239000007795 chemical reaction product Chemical group 0.000 abstract 4
125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
229910052757 nitrogen Inorganic materials 0.000 abstract 4
229920006149 polyester-amide block copolymer Polymers 0.000 abstract 4
229920001228 polyisocyanate Polymers 0.000 abstract 4
239000005056 polyisocyanate Substances 0.000 abstract 4
XAZAQTBGMXGTBD-UHFFFAOYSA-N tributylarsane Chemical compound CCCC[As](CCCC)CCCC XAZAQTBGMXGTBD-UHFFFAOYSA-N 0.000 abstract 4
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 3
125000004429 atom Chemical group 0.000 abstract 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 3
229910052799 carbon Inorganic materials 0.000 abstract 3
238000000034 method Methods 0.000 abstract 3
239000001301 oxygen Substances 0.000 abstract 3
229910052760 oxygen Inorganic materials 0.000 abstract 3
229920000768 polyamine Polymers 0.000 abstract 3
FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 abstract 2
JKCNWCFOTQFHLC-UHFFFAOYSA-N 1-diethylstiborylethane Chemical compound CC[Sb](=O)(CC)CC JKCNWCFOTQFHLC-UHFFFAOYSA-N 0.000 abstract 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
FVVXWRGARUACNW-UHFFFAOYSA-N 3-methylisoquinoline Chemical compound C1=CC=C2C=NC(C)=CC2=C1 FVVXWRGARUACNW-UHFFFAOYSA-N 0.000 abstract 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
239000004721 Polyphenylene oxide Substances 0.000 abstract 2
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 abstract 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical group OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract 2
SLINHMUFWFWBMU-UHFFFAOYSA-N Triisopropanolamine Chemical group CC(O)CN(CC(C)O)CC(C)O SLINHMUFWFWBMU-UHFFFAOYSA-N 0.000 abstract 2
229920001807 Urea-formaldehyde Polymers 0.000 abstract 2
239000002253 acid Substances 0.000 abstract 2
150000007513 acids Chemical class 0.000 abstract 2
150000001414 amino alcohols Chemical class 0.000 abstract 2
229920001400 block copolymer Polymers 0.000 abstract 2
239000007859 condensation product Substances 0.000 abstract 2
229920001577 copolymer Polymers 0.000 abstract 2
239000003995 emulsifying agent Substances 0.000 abstract 2
150000002170 ethers Chemical class 0.000 abstract 2
239000006260 foam Substances 0.000 abstract 2
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 abstract 2
NHLUVTZJQOJKCC-UHFFFAOYSA-N n,n-dimethylhexadecan-1-amine Chemical compound CCCCCCCCCCCCCCCCN(C)C NHLUVTZJQOJKCC-UHFFFAOYSA-N 0.000 abstract 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 2
229920003986 novolac Polymers 0.000 abstract 2
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 abstract 2
150000002902 organometallic compounds Chemical class 0.000 abstract 2
ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 abstract 2
229920005862 polyol Polymers 0.000 abstract 2
150000003077 polyols Chemical class 0.000 abstract 2
229920001451 polypropylene glycol Polymers 0.000 abstract 2
238000002360 preparation method Methods 0.000 abstract 2
239000007858 starting material Substances 0.000 abstract 2
BXJWDOYMROEHEN-UHFFFAOYSA-N tributylstibane Chemical compound CCCC[Sb](CCCC)CCCC BXJWDOYMROEHEN-UHFFFAOYSA-N 0.000 abstract 2
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 abstract 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
DTBDAFLSBDGPEA-UHFFFAOYSA-N 3-Methylquinoline Natural products C1=CC=CC2=CC(C)=CN=C21 DTBDAFLSBDGPEA-UHFFFAOYSA-N 0.000 abstract 1
GSMSOLOCRKCJMR-UHFFFAOYSA-N 4-octadecylmorpholine Chemical class CCCCCCCCCCCCCCCCCCN1CCOCC1 GSMSOLOCRKCJMR-UHFFFAOYSA-N 0.000 abstract 1
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 abstract 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 abstract 1
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 abstract 1
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 abstract 1
AKNUHUCEWALCOI-UHFFFAOYSA-N N-ethyldiethanolamine Chemical compound OCCN(CC)CCO AKNUHUCEWALCOI-UHFFFAOYSA-N 0.000 abstract 1
HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 abstract 1
229920005830 Polyurethane Foam Polymers 0.000 abstract 1
CHQVQXZFZHACQQ-UHFFFAOYSA-M benzyl(triethyl)azanium;bromide Chemical compound [Br-].CC[N+](CC)(CC)CC1=CC=CC=C1 CHQVQXZFZHACQQ-UHFFFAOYSA-M 0.000 abstract 1
RGAMPJYGTCSRAG-UHFFFAOYSA-N bis[2-(diethylamino)ethyl] hexanedioate Chemical compound CCN(CC)CCOC(=O)CCCCC(=O)OCCN(CC)CC RGAMPJYGTCSRAG-UHFFFAOYSA-N 0.000 abstract 1
150000004985 diamines Chemical class 0.000 abstract 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical group OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 abstract 1
CIXSDMKDSYXUMJ-UHFFFAOYSA-N n,n-diethylcyclohexanamine Chemical compound CCN(CC)C1CCCCC1 CIXSDMKDSYXUMJ-UHFFFAOYSA-N 0.000 abstract 1
XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 abstract 1
DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
239000011496 polyurethane foam Substances 0.000 abstract 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 abstract 1
KKOFCVMVBJXDFP-UHFFFAOYSA-N triethylstibane Chemical compound CC[Sb](CC)CC KKOFCVMVBJXDFP-UHFFFAOYSA-N 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/90—Antimony compounds
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
- 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
- C08G18/161—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22
- C08G18/163—Catalysts containing two or more components to be covered by at least two of the groups C08G18/166, C08G18/18 or C08G18/22 covered by C08G18/18 and C08G18/22
- 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
- C08G18/227—Catalysts containing metal compounds of antimony, bismuth or arsenic
- 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
- 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

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)

GB41186/59A 1958-12-08 1959-12-04 Improvements in and relating to catalysts for isocyanate reactions Expired GB882547A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US882547XA	1958-12-08	1958-12-08

Publications (1)

Publication Number	Publication Date
GB882547A true GB882547A (en)	1961-11-15

Family

ID=22210291

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
GB41186/59A Expired GB882547A (en)	1958-12-08	1959-12-04	Improvements in and relating to catalysts for isocyanate reactions

Country Status (3)

Country	Link
DE (1)	DE1120131B (de)
FR (1)	FR1243115A (de)
GB (1)	GB882547A (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4140516A (en) *	1977-05-31	1979-02-20	Stauffer Chemical Company	Encapsulation process employing phase transfer catalysts
LU81024A1 (fr) *	1979-03-09	1980-09-24	Prb Sa	Procede pour la preparation de polyurethanne a peau integrale et polyurethanne obtenu
EP0427295A1 (de) *	1985-05-28	1991-05-15	The Dow Chemical Company	Verfahren zur Herstellung eines mit Polyurethan beschichteten Substrats

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE958774C (de) *	1953-08-22	1957-02-21	Bayer Ag	Verfahren zur Herstellung von Schaumstoffen auf Polyurethanbasis
DE1034850B (de) *	1955-12-21	1958-07-24	Bayer Ag	Beschleunigung der Umsetzung von Polyoxy-Verbindungen mit Polyisocyanaten
BE548886A (de) *	1956-06-22	1900-01-01

1959
- 1959-12-02 DE DEU6698A patent/DE1120131B/de active Pending
- 1959-12-04 GB GB41186/59A patent/GB882547A/en not_active Expired
- 1959-12-08 FR FR812452A patent/FR1243115A/fr not_active Expired

Also Published As

Publication number	Publication date
FR1243115A (fr)	1960-10-07
DE1120131B (de)	1961-12-21

Publication	Publication Date	Title
GB898724A (en)	1962-06-14	Improvements in and relating to isocyanate or isothiocyanate reactions
US2939851A (en)	1960-06-07	Preparation of urethanes wherein triethylene diamine is used as the catalyst
US3042631A (en)	1962-07-03	Polyurethane prepolymer and expanded product prepared therefrom
GB1089140A (en)	1967-11-01	Improvements in or relating to polyethers and the utilization thereof
GB1288688A (de)	1972-09-13
GB843841A (en)	1960-08-10	Polyurethane foams
US2901445A (en)	1959-08-25	Cellular polyurethane reaction product containing polysiloxane and method of preparing same
US4144386A (en)	1979-03-13	Process for the production of flexible polyurethane foams
GB1123727A (en)	1968-08-14	Polyurethanes and a method of making the same
US3397158A (en)	1968-08-13	Cellular polyurethanes
US3448065A (en)	1969-06-03	Polyurethane catalysis employing n-hydroxyalkyl substituted imidazole
US3054757A (en)	1962-09-18	Polyurethane production with imines as catalysts
US3055845A (en)	1962-09-25	Polyurethane plastics
US3067148A (en)	1962-12-04	Cellular polyurethane plastics and preparation of same
US3822223A (en)	1974-07-02	Preparing polyurethanes with a dialkyl tin carboxylate/tertiary amine catalyst combination
GB882547A (en)	1961-11-15	Improvements in and relating to catalysts for isocyanate reactions
US3201358A (en)	1965-08-17	Method for preparing a polyurethane foam
US3235518A (en)	1966-02-15	Method of reacting a reactive hydrogen compound and an isocyanate in the presence of an organic antimony, arsenic or bismuth catalyst
US3222301A (en)	1965-12-07	Preparation of a polyurethane foam containing elemental sulphur
KR900007897A (ko)	1990-06-02	고탄성 발포체용 습식고정 시스템 첨가제
US3222300A (en)	1965-12-07	Polyurethane plastics from a polyalkylene ether bearing solely terminal hydroxyl groups
EP0082597B1 (de)	1986-09-17	Katalysator-Lösungsmittelsystem für Polyurethanschäume
US4904707A (en)	1990-02-27	Novel polyol composition and the use thereof in the preparation of rigid polyurethane foams
GB1255660A (en)	1971-12-01	Method for the production of polyurethane foams
US4211847A (en)	1980-07-08	Polyurethane foams and foam forming compositions containing amine scavengers