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US3905945A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of oxazolidone polymers in the presence of a magnesium halide/phosphine oxide complex

Assignee: Bridgestone Corp
•
Filing: 1973-04-09
•
Granted: 1975-09-16
•
Expires: 1993-04-09
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Abstract

Abstract A process for preparing oxazolidones is provided by reacting an epoxide with an isocyanate in the presence of a catalytic amount of a magnesium halide/phosphine oxide complex. The reaction products thus produced can be used in a variety of applications. The polyoxazolidones obtained from polyepoxides and polyisocyanates can be used as liquid rubber materials, high temperature resistant resinous materials and the like.

Inventors

  • 👤 Yutaka Iseda
  • 👤 Motozumi Kitayama
  • 👤 Fumio Odaka
  • 👤 Shiro Anzai

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 23:00
CPC Classifications
B; B01; B01J; B01J31/00; B01J31/16; B01J31/18; B01J31/1845; B01J31/1875; C; C07; C07D; C07D263/00; C07D263/02; C07D263/08; C07D263/16; C07D263/18; C07D263/20; C07D263/22; C08; C08G; C08G18/00; C08G18/003; B01J2231/00; B01J2231/30; B01J2231/34; B01J2231/40; B01J2231/48; B01J2531/00; B01J2531/20; B01J2531/22

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 54 words
A PROCESS FOR PREPARING AN OXAZOLIDONE POLYMER WHICH COMPRISES REACTING A POLYISOCYANATE WITH A POLYEPOXIDE, THE EQUIVALENT RATIO OF ISOCYANATE GROUPS OF SAID POLYISOCYANATE TO EPOXIDE GROUPS OF SAID POLYEPOXIDE BEING 40/60 TO 65/35 AT A TEMPERATURE OF 20*C TO 250*C IN THE PRESENCE OF A MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX HAVING THE FOLLOWING FORMULA
Claim 2
Dependent Claim 54 words
A PROCESS FOR PREPARING AN OXAZOLIDONE POLYMER WHICH COMPRISES REACTING A POLYISOCYANATE WITH A POLYEPOXIDE, THE EQUIVALENT RATIO OF ISOCYANATE GROUPS OF SAID POLYISOCYANATE TO EPOXIDE GROUPS OF SAID POLYEPOXIDE BEING 40/60 TO 65/35 AT A TEMPERATURE OF 20*C TO 250*C IN THE PRESENCE OF A MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX HAVING THE FOLLOWING FORMULA
Claim 3
Dependent Claim 14 words
A process according to claim 1, in which said magnesium halide is magnesium chloride.
Claim 4
Dependent Claim 24 words
A process according to claim 1, in which said phosphine oxide is any one of hexamethylphosphoric triamide, tri-n-butyl phosphine oxide and triphenyl phosphine oxide.
Claim 5
Dependent Claim 40 words
A process according to claim 1, in which said magnesium halide/phosphine oxide complex is a complex compound selected from the group consisting of magnesium chloride/hexamethylphosphoric triamide complex, magnesium chloride/tri-n-butylphosphine oxide complex, magnesium chloride/tri-n-ethylhexylphosphine oxide complex, and magnesium chloride/triphenylphosphine oxide complex.
Claim 6
Dependent Claim 16 words
A process according to claim 1, in which said polyisocyanate has at least two isocyanate groups.
Claim 7
Dependent Claim 27 words
A process according to claim 5, in which said polyisocyanate is a diisocyanate capped prepolymer of a hydroxyl terminated polymer wherein said diisocyanate is an aromatic diisocyanate.
Claim 8
Dependent Claim 13 words
A process according to claim 6, in which said Diisocyanate is tolylene diisocyanate.
Claim 9
Dependent Claim 16 words
A process according to claim 1, in which said polyepoxide has at least two oxirane groups.
Claim 10
Dependent Claim 19 words
A process according to claim 1, in which said polyepoxide is a diepoxide and said polyisocyanate is a diisocyanate.
Claim 11
Dependent Claim 16 words
A process according to claim 1, in which said polyepoxide is a bisphenol A diglycidyl ether.
Claim 12
Dependent Claim 160 words
POLYOXAZOLIDONE POLYMERS HAVING A BREAKAGE STRENGTH OF NOT LESS THAN 200 KG/CM2 AND AN ELONGATION AT BREAKAE OF NOT LESS THAN 400% PREPARED BY REACTING (A) BISPHENOL A DIGLYCIDYL ETHER AND (B) TOLYLENE DIISOCYANATE CAPPED PREPOLYMER OF HYDROXYL TERMINATED POLYETHER GLYCOL, THE EQUIVALENT RATIO OF ISOCYANATE GROUPS OF SAID TOLYLENE DIISOCYANATE CAPPED PREPOLYMER (B) TO EPOXIDE GROUPS OF SAID BISPHENOL A DIGLYCIDYL ETHER (A) BEING 40/60 TO 65/53, AT A TEMPERATURE OF 20*-250*C IN THE PRESENCE OF A MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX HAVING THE FOLLOWING FORMULA MGX2 . (O=P(-R2)(-R3)-R1)N IN WHICH X IS A HALOGEN ATOM, R1, R2 AND R3 ARE SELECTED FROM THE GROUP CONSISTING OF AN ALIPHATIC AND AROMATIC HYDROCARBON AND AN AMINE WHICH IS DISUBSTITUTED BY AN ALIPHATIC HYDROCARBON, CONTAINING FROM ONE TO 20, INCLUSIVE, CARBON ATOMS, N IS 1, 2, 3 OR 4, THE AMOUNT OF SAID MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX BEING 0.05 TO 10 MOL PERCENT OF THE AMOUNT OF SAID POLYEPOXIDE AND SAID POLYISOCYANATE.
Claim 13
Dependent Claim 160 words
POLYOXAZOLIDONE POLYMERS HAVING A BREAKAGE STRENGTH OF NOT LESS THAN 200 KG/CM2 AND AN ELONGATION AT BREAKAE OF NOT LESS THAN 400% PREPARED BY REACTING (A) BISPHENOL A DIGLYCIDYL ETHER AND (B) TOLYLENE DIISOCYANATE CAPPED PREPOLYMER OF HYDROXYL TERMINATED POLYETHER GLYCOL, THE EQUIVALENT RATIO OF ISOCYANATE GROUPS OF SAID TOLYLENE DIISOCYANATE CAPPED PREPOLYMER (B) TO EPOXIDE GROUPS OF SAID BISPHENOL A DIGLYCIDYL ETHER (A) BEING 40/60 TO 65/53, AT A TEMPERATURE OF 20*-250*C IN THE PRESENCE OF A MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX HAVING THE FOLLOWING FORMULA MGX2 . (O=P(-R2)(-R3)-R1)N IN WHICH X IS A HALOGEN ATOM, R1, R2 AND R3 ARE SELECTED FROM THE GROUP CONSISTING OF AN ALIPHATIC AND AROMATIC HYDROCARBON AND AN AMINE WHICH IS DISUBSTITUTED BY AN ALIPHATIC HYDROCARBON, CONTAINING FROM ONE TO 20, INCLUSIVE, CARBON ATOMS, N IS 1, 2, 3 OR 4, THE AMOUNT OF SAID MAGNESIUM HALIDE/PHOSPHINE OXIDE COMPLEX BEING 0.05 TO 10 MOL PERCENT OF THE AMOUNT OF SAID POLYEPOXIDE AND SAID POLYISOCYANATE.

References Cited (Backward Citations)

US3506690A Cited
US3702839A Cited
US3687897A Cited
US3721650A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-09-15 1979-03-17 1979-09-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-09-15 1983-03-17 1983-09-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-09-15 1987-03-17 1987-09-16 $7700.00 Window Closed / Lapsed

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