CH625256A5 - - Google Patents

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Info

Publication number: CH625256A5
Authority: CH; Switzerland
Prior art keywords: reaction; prepolymer; mixture; tetrabromoethane; dabco
Prior art date: 1975-04-15

Application number

CH463776A

Other languages

German (de)

English (en)

Inventor

Gerhard Leu

Ueli Sulser

Juerg Widmer

Heinz Goeth

Original Assignee

Sika Ag

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.)

1975-04-15

Filing date

1976-04-12

Publication date

1981-09-15

1976-04-12 Application filed by Sika Ag filed Critical Sika Ag

1981-09-15 Publication of CH625256A5 publication Critical patent/CH625256A5/de

Links

238000006243 chemical reaction Methods 0.000 description 22
239000003054 catalyst Substances 0.000 description 16
RVHSTXJKKZWWDQ-UHFFFAOYSA-N 1,1,1,2-tetrabromoethane Chemical compound BrCC(Br)(Br)Br RVHSTXJKKZWWDQ-UHFFFAOYSA-N 0.000 description 13
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 13
238000000034 method Methods 0.000 description 11
239000000203 mixture Substances 0.000 description 10
229920001730 Moisture cure polyurethane Polymers 0.000 description 8
150000001875 compounds Chemical class 0.000 description 7
FTTATHOUSOIFOQ-UHFFFAOYSA-N 1,2,3,4,6,7,8,8a-octahydropyrrolo[1,2-a]pyrazine Chemical compound C1NCCN2CCCC21 FTTATHOUSOIFOQ-UHFFFAOYSA-N 0.000 description 6
239000012948 isocyanate Substances 0.000 description 6
150000002513 isocyanates Chemical class 0.000 description 6
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 6
230000003197 catalytic effect Effects 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
230000008569 process Effects 0.000 description 5
238000003860 storage Methods 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
229920001228 polyisocyanate Polymers 0.000 description 4
239000005056 polyisocyanate Substances 0.000 description 4
229920005903 polyol mixture Polymers 0.000 description 4
230000035484 reaction time Effects 0.000 description 4
238000003756 stirring Methods 0.000 description 4
HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 4
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 4
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
229920005862 polyol Polymers 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
230000004044 response Effects 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
239000004721 Polyphenylene oxide Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
239000003795 chemical substances by application Substances 0.000 description 2
239000013256 coordination polymer Substances 0.000 description 2
125000005442 diisocyanate group Chemical group 0.000 description 2
VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 2
125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
239000003112 inhibitor Substances 0.000 description 2
OKJPEAGHQZHRQV-UHFFFAOYSA-N iodoform Chemical compound IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 description 2
238000006386 neutralization reaction Methods 0.000 description 2
229920000570 polyether Polymers 0.000 description 2
150000003077 polyols Chemical class 0.000 description 2
229920001451 polypropylene glycol Polymers 0.000 description 2
239000000047 product Substances 0.000 description 2
238000004904 shortening Methods 0.000 description 2
238000007086 side reaction Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
ATWLRNODAYAMQS-UHFFFAOYSA-N 1,1-dibromopropane Chemical compound CCC(Br)Br ATWLRNODAYAMQS-UHFFFAOYSA-N 0.000 description 1
HEBTZZBBPUFAFE-UHFFFAOYSA-N 2-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=CC=C1S(=O)(=O)N=C=O HEBTZZBBPUFAFE-UHFFFAOYSA-N 0.000 description 1
VLJQDHDVZJXNQL-UHFFFAOYSA-N 4-methyl-n-(oxomethylidene)benzenesulfonamide Chemical compound CC1=CC=C(S(=O)(=O)N=C=O)C=C1 VLJQDHDVZJXNQL-UHFFFAOYSA-N 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
230000008901 benefit Effects 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
-1 chlorides p-nitrobenzoyl chloride Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
239000012024 dehydrating agents‎ Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000010299 hexamethylene tetramine Nutrition 0.000 description 1
239000004312 hexamethylene tetramine Substances 0.000 description 1
150000002440 hydroxy compounds Chemical class 0.000 description 1
230000006872 improvement Effects 0.000 description 1
230000000415 inactivating effect Effects 0.000 description 1
238000011835 investigation Methods 0.000 description 1
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
150000005309 metal halides Chemical class 0.000 description 1
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000002902 organometallic compounds Chemical class 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
229910000077 silane Inorganic materials 0.000 description 1
238000004611 spectroscopical analysis Methods 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 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
- C08G18/08—Processes
- C08G18/16—Catalysts
- 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
- C08G18/089—Reaction retarding agents
- 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
- C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
- C08G18/20—Heterocyclic amines; Salts thereof
- C08G18/2045—Heterocyclic amines; Salts thereof containing condensed heterocyclic rings
- C08G18/2063—Heterocyclic amines; Salts thereof containing condensed heterocyclic rings having two nitrogen atoms in the condensed ring system

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)

CH463776A 1975-04-15 1976-04-12 CH625256A5 (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
AT284675A AT337991B (de)	1975-04-15	1975-04-15	Verfahren zur katalysierten herstellung von polyurethanprapolymeren

Publications (1)

Publication Number	Publication Date
CH625256A5 true CH625256A5 (fr)	1981-09-15

Family

ID=3541219

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH463776A CH625256A5 (fr)	1975-04-15	1976-04-12

Country Status (8)

Country	Link
US (1)	US4026875A (fr)
JP (1)	JPS5940847B2 (fr)
AT (1)	AT337991B (fr)
BR (1)	BR7602259A (fr)
CH (1)	CH625256A5 (fr)
DE (1)	DE2612649A1 (fr)
FR (1)	FR2307831A1 (fr)
MX (1)	MX3616E (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE102006005938A1 (de) *	2006-02-09	2007-08-16	Fachhochschule Münster	Emissionsarme Polyurethane

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4839456A (en) *	1983-07-12	1989-06-13	Keith Kent	Self-adhesive, drag reducing polymeric coating
US4574793A (en) *	1984-08-21	1986-03-11	Hexcel Corporation	Stabilized, catalyzed water activated polyurethane systems
US5648412A (en) *	1995-01-30	1997-07-15	The Dow Chemical Company	Blow-moldable rigid thermoplastic polyurethane resins
DE10348555A1 (de) *	2003-10-20	2005-05-19	Henkel Kgaa	Lagerstabiles, Silylgruppen tragendes Polyurethan
DE10351530A1 (de) *	2003-11-03	2005-06-16	Basf Ag	Verfahren zur Herstellung von Isocyanatgruppen enthaltenden Prepolymeren

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2692873A (en) *	1951-07-19	1954-10-26	Du Pont	Elastomers from polyalkylene ether glycol reacted with arylene diisocyanate and water
US2817643A (en) *	1955-09-15	1957-12-24	Farben Fabriken Bayer Ag	Mixed polyurethane lacquer and method of coating therewith
GB996767A (en) *	1962-08-28	1965-06-30	Polycell Prod Ltd	Polyurethane compositions
DE1245590B (de) *	1965-12-30	1967-07-27	Bayer Ag	Monoisocyanate als wasserbindende Mittel fuer Polyurethanmassen
GB1175961A (en) *	1966-01-27	1970-01-01	Ici Ltd	Stabilised Compositions useful in the Manufacture of Polyurethane Foams
BE758355A (fr) *	1969-11-03	1971-04-16	Goodrich Co B F	Solutions de polyurethane stables a la chaleur

1975
- 1975-04-15 AT AT284675A patent/AT337991B/de not_active IP Right Cessation
1976
- 1976-03-25 DE DE19762612649 patent/DE2612649A1/de active Granted
- 1976-04-07 US US05/674,408 patent/US4026875A/en not_active Expired - Lifetime
- 1976-04-07 MX MX764225U patent/MX3616E/es unknown
- 1976-04-12 CH CH463776A patent/CH625256A5/de not_active IP Right Cessation
- 1976-04-13 FR FR7610807A patent/FR2307831A1/fr active Granted
- 1976-04-13 BR BR7602259A patent/BR7602259A/pt unknown
- 1976-04-15 JP JP51041948A patent/JPS5940847B2/ja not_active Expired

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE102006005938A1 (de) *	2006-02-09	2007-08-16	Fachhochschule Münster	Emissionsarme Polyurethane

Also Published As

Publication number	Publication date
ATA284675A (de)	1976-11-15
JPS5940847B2 (ja)	1984-10-03
DE2612649C2 (fr)	1989-04-13
DE2612649A1 (de)	1976-10-28
JPS51127199A (en)	1976-11-05
MX3616E (es)	1981-04-01
AT337991B (de)	1977-07-25
FR2307831B1 (fr)	1980-04-30
BR7602259A (pt)	1976-10-12
FR2307831A1 (fr)	1976-11-12
US4026875A (en)	1977-05-31

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Legal Events

Date	Code	Title	Description
1992-12-31	PL	Patent ceased
2024-10-31	PL	Patent ceased