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Preparation of carbodiimide in presence of phospholene catalysts

Assignee: Pharmacia and Upjohn Co
•
Filing: 1977-11-01
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Granted: 1978-08-08
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Expires: 1997-11-01
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Abstract

Abstract Homopolymers of the diacrylates, dimethacrylates, di(2-haloacrylates) and di(2-cyanoacrylates) of 1-dialkanolaminophospholene-1-oxides and the copolymers of the above esters with lower-alkyl acrylates, meth-acrylates, 2-chloroacrylates and 2-cyanoacrylates are described. These polymers are useful as catalysts in the conversion of organic isocyanates to the corresponding carbodiimides.

Inventors

  • 👤 Curtis P. Smith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 23:12
CPC Classifications
C; C08; C08F; C08F30/00; C08F30/02

Claims Analysis

Total Claims: 3
Claim 1
Independent Claim 195 words
In a process for the preparation of a carbodiimide by heating the appropriate organic isocyanate in the presence of a catalyst, the improvement which comprises employing as said catalyst a polymer selected from the class consisting of (i) homopolymer of compounds of the formula ##STR4## wherein the broken lines in the phospholene nucleus indicate a double bond located between the carbon atom at position 3 and one of the carbon atoms at positions 2 and 4, the H atom is attached to whichever carbon atom at positions 2 and 4 is not part of said double bond, R is selected from the group consisting of halogen, lower-alkoxy, phenoxy, hydrocarbyl from 1 to 18 carbon atoms, inclusive, and halohydrocarbyl from 1 to 18 carbon atoms, inclusive, x is 0 to 3, C n H 2n and C n' H 2n' are each independently alkylene from 2 to 6 carbon atoms, and R 1 is selected from the class consisting of hydrogen, methyl, halo and cyano and (ii) copolymers of the compounds of the above formula with at least one acrylate selected from the class consisting of the lower-alkyl esters of acrylic, methacrylic, 2-haloacrylic and 2-cyanoacrylic acids.
Claim 2
Dependent Claim 195 words
In a process for the preparation of a carbodiimide by heating the appropriate organic isocyanate in the presence of a catalyst, the improvement which comprises employing as said catalyst a polymer selected from the class consisting of (i) homopolymer of compounds of the formula ##STR4## wherein the broken lines in the phospholene nucleus indicate a double bond located between the carbon atom at position 3 and one of the carbon atoms at positions 2 and 4, the H atom is attached to whichever carbon atom at positions 2 and 4 is not part of said double bond, R is selected from the group consisting of halogen, lower-alkoxy, phenoxy, hydrocarbyl from 1 to 18 carbon atoms, inclusive, and halohydrocarbyl from 1 to 18 carbon atoms, inclusive, x is 0 to 3, C n H 2n and C n' H 2n' are each independently alkylene from 2 to 6 carbon atoms, and R 1 is selected from the class consisting of hydrogen, methyl, halo and cyano and (ii) copolymers of the compounds of the above formula with at least one acrylate selected from the class consisting of the lower-alkyl esters of acrylic, methacrylic, 2-haloacrylic and 2-cyanoacrylic acids.
Claim 3
Dependent Claim 20 words
A process according to claim 1 wherein said catalyst is the copolymer of methyl methacrylate and the dimethacrylate of 1-(diethanolaminomethyl)-3-methyl-3-phospholene-1-oxide.

References Cited (Backward Citations)

US3767708A Cited
US3855353A Cited
US3855186A Cited
US4067820A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-08-07 1982-02-06 1982-08-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-08-07 1986-02-06 1986-08-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-08-07 1990-02-06 1990-08-08 $7700.00 Window Closed / Lapsed

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