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US3988267A Expired / Lapsed US ⏱️ 0.0 years remaining

Quaternary hydroxyalkyl tertiary amine bases as polyurethane catalysts

Assignee: Air Products and Chemicals Inc
•
Filing: 1974-08-14
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Granted: 1976-10-26
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Expires: 1994-08-14
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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)

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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

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