US3988267A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Quaternary hydroxyalkyl tertiary amine bases as polyurethane catalysts
Assignee: Air Products and Chemicals Inc
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Filing: 1974-08-14
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Granted: 1976-10-26
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Expires: 1994-08-14
Abstract
Abstract Catalysts having the following formula have been found to have unexpectedly high activity for the production of polyurethane and polyisocyanate resins: ##EQU1## where: R, R 1 and R 2 are alkyls having one to four carbon atoms, R 3 and R 4 are independently selected from the group consisting of H, alkyls having one to 12 carbon atoms and aryls and aralkyls having six to 18 carbon atoms, and R 5 is selected from the group consisting of H, an alkyl having one to two carbon atoms and an aryl and an aralkyl having six to 15 carbon atoms.
Inventors
- 👤 Ibrahim S. Bechara
- 👤 Felix P. Carroll
- 👤 Rocco L. Mascioli
- 👤 John R. Panchak
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 15:49
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/77; C08G18/78; C08G18/79; C08G18/791; C08G18/08; C08G18/16; C08G18/18; C08G18/1875; C08G2115/00; C08G2115/02; Y; Y10; Y10S; Y10S521/00; Y10S521/902; Y10S521/904
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
157 words
In the method of preparing cellular polyurethane plastic by the reaction of a precursor comprising a polyol having at least two alkanol groups per molecule, an organic polyisocyanate compound containing at least two isocyanate groups per molecule, a volatilizable blowing agent, and a catalyst, the improvement which comprises carrying out said reaction in the presence of a quaternary hydroxyalkyl tertiary amine base catalyst prepared by reacting substantially stoichiometric amounts of water or a carbinol selected from the group consisting of methanol, ethanol, benzyl alcohol, furfuryl alcohol, allyl alcohol, phenol, octylphenol, nonylphenol, methylphenol, methoxyphenol, ethoxyphenol, 3-diethylamino phenol, naphthol, resorcinol, 1,4-hydroquinone, chlorophenols, chloronathphols and p,p'-dihydroxydiphenyldimethylmethane; an alkylene oxide selected from the group consisting of propylene oxide, ethylene oxide, 1,2-butylene oxide, 1,2-pentene oxide, styrene oxide, butadiene epoxide, diepoxides prepared from p,p'-dihydroxydiphenyldimethylmethane and epichlorohydrin, an olefin oxide having 9-14 carbon atoms and mixtures thereof; and a tertiary amine selected from the group consisting of trimethylamine, triethylamine, tripropylamine, triisobutylamine and mixtures thereof.
Claim 2
Dependent Claim
157 words
In the method of preparing cellular polyurethane plastic by the reaction of a precursor comprising a polyol having at least two alkanol groups per molecule, an organic polyisocyanate compound containing at least two isocyanate groups per molecule, a volatilizable blowing agent, and a catalyst, the improvement which comprises carrying out said reaction in the presence of a quaternary hydroxyalkyl tertiary amine base catalyst prepared by reacting substantially stoichiometric amounts of water or a carbinol selected from the group consisting of methanol, ethanol, benzyl alcohol, furfuryl alcohol, allyl alcohol, phenol, octylphenol, nonylphenol, methylphenol, methoxyphenol, ethoxyphenol, 3-diethylamino phenol, naphthol, resorcinol, 1,4-hydroquinone, chlorophenols, chloronathphols and p,p'-dihydroxydiphenyldimethylmethane; an alkylene oxide selected from the group consisting of propylene oxide, ethylene oxide, 1,2-butylene oxide, 1,2-pentene oxide, styrene oxide, butadiene epoxide, diepoxides prepared from p,p'-dihydroxydiphenyldimethylmethane and epichlorohydrin, an olefin oxide having 9-14 carbon atoms and mixtures thereof; and a tertiary amine selected from the group consisting of trimethylamine, triethylamine, tripropylamine, triisobutylamine and mixtures thereof.
Claim 3
Dependent Claim
13 words
The method of claim 1 wherein said catalyst also contains a tertiary amine.
Claim 4
Dependent Claim
28 words
The method of claim 1 wherein at least about 0.5 parts by weight of said catalyst is present in said precursor per 100 parts by weight of polyol.
Claim 5
Dependent Claim
13 words
The method of claim 1 in which the reaction mixture contains a surfactant.
Claim 6
Dependent Claim
24 words
The method of claim 1 in which the polyol contains at least three hydroxy groups per molecule and the plastic is a rigid foam.
Claim 7
Dependent Claim
14 words
The method of claim 1 in which the plastic is a highly resilient foam.
Claim 8
Dependent Claim
12 words
The method of claim 1 wherein said cellular polyurethane plastic comprises polyurethane-polyisocyanurate.
Claim 9
Dependent Claim
23 words
The method of claim 2 in which the quaternary hydroxyalkyl tertiary amine base is N,N,N-trimethyl-N,2-hydroxypropyl ammonium phenoxide and the tertiary amine is trimethylamine.
Claim 10
Dependent Claim
21 words
The method of claim 2 wherein said quaternary hydroxyalkyl tertiary amine is N,N,N-triethyl-N,2-hydroxypropyl ammonium phenoxide and said tertiary amine is triethylamine.
Claim 11
Dependent Claim
22 words
The method of claim 2 wherein said quaternary hydroxyalkyl tertiary amine base is N,N,N-tri-n-propyl-N,2-hydroxypropyl ammonium phenoxide and the tertiary amine is tri-n-propylamine.
Claim 12
Dependent Claim
21 words
The method of claim 2 wherein said quaternary hydroxyalkyl tertiary amine is N,N,N-triisobutyl-N,2-hydroxypropyl ammonium phenoxide and said tertiary amine is triisobutylamine.
References Cited (Backward Citations)
US3010963A
Cited
US3168483A
Cited
US3294753A
Cited
US3179628A
Cited
US3624082A
Cited
US3576873A
Cited
US3654261A
Cited
US3636114A
Cited
US3620987A
Cited
US3726816A
Cited
US3746709A
Cited
US3804782A
Cited
US3806475A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-10-26 | 1980-04-26 | 1980-10-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-10-26 | 1984-04-26 | 1984-10-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-10-26 | 1988-04-26 | 1988-10-26 | $7700.00 | Window Closed / Lapsed |