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US4048106A Expired / Lapsed US ⏱️ 0.0 years remaining

Novel polyureas prepared by reaction of a diamine with a diisocyanate or a diisothiocyanate

Assignee: Chevron Belgium NV
•
Filing: 1975-11-03
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Granted: 1977-09-13
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Expires: 1995-11-03
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Abstract

Abstract Polyureas containing phosphorus are prepared by the reaction of a diisocyanate or a diisothiocyanate with a diamine. In a typical reaction, phenyl bispiperazidophosphate is reacted with tolylene -2,4-diisocyanate to yield a polyurea product which may be cast into a non-burning, flexible film.

Inventors

  • 👤 Johny C. Hermans

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 10:17
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/30; C08G18/38; C08G18/3878; C08G18/3889

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 235 words
Polyureas containing repeating groups of the formula ##STR15## X is absent or represents an oxygen or sulphur atom or a group of the formula =N-R in which R represents an aliphatic, cycloaliphatic or aromatic group or a heterocyclic group; X' represents an oxygen or sulphur atom; Y represents an aliphatic, cycloaliphatic or aromatic hydrocarbon group or heterocyclic group; a group of the formula -NR 2 wherein R has the meaning given above or wherein the two groups R and the nitrogen atom to which they are attached together represent a N-containing heterocyclic ring; a group of the formula --OR in which R has the meaning given above; or a group of the formula ##STR16## R 1 , R 2 , R 3 and R 4 each represent a substituent on the piperazine ring said substituents R 1 , R 2 and R 3 containing no active hydrogen atoms reactive with isocyanate or isothiocyanate groups, and substituent R 4 being hydrogen or a substituted or unsubstituted aliphatic, cycloaliphatic or aromatic hydrocarbon group, a heterocyclic group, an acyl group, a sulphonyl group, or a substituted carbamoyl group, --CO--NHR, wherein R has the meaning give above, n 1 , n 2 and n 3 , which may be the same or different each represents O or an integer; and Z represents the residue obtained by removal of the NCO or NCS groups from an organic diisocyanate or diisothiocyanate.
Claim 2
Dependent Claim 235 words
Polyureas containing repeating groups of the formula ##STR15## X is absent or represents an oxygen or sulphur atom or a group of the formula =N-R in which R represents an aliphatic, cycloaliphatic or aromatic group or a heterocyclic group; X' represents an oxygen or sulphur atom; Y represents an aliphatic, cycloaliphatic or aromatic hydrocarbon group or heterocyclic group; a group of the formula -NR 2 wherein R has the meaning given above or wherein the two groups R and the nitrogen atom to which they are attached together represent a N-containing heterocyclic ring; a group of the formula --OR in which R has the meaning given above; or a group of the formula ##STR16## R 1 , R 2 , R 3 and R 4 each represent a substituent on the piperazine ring said substituents R 1 , R 2 and R 3 containing no active hydrogen atoms reactive with isocyanate or isothiocyanate groups, and substituent R 4 being hydrogen or a substituted or unsubstituted aliphatic, cycloaliphatic or aromatic hydrocarbon group, a heterocyclic group, an acyl group, a sulphonyl group, or a substituted carbamoyl group, --CO--NHR, wherein R has the meaning give above, n 1 , n 2 and n 3 , which may be the same or different each represents O or an integer; and Z represents the residue obtained by removal of the NCO or NCS groups from an organic diisocyanate or diisothiocyanate.
Claim 3
Dependent Claim 15 words
A polyurea as claimed in claim 1, wherein Z represents a methylene or polymethylene group.
Claim 4
Dependent Claim 13 words
A polyurea as claimed in claim 1, wherein Z represents an arylene group.
Claim 5
Dependent Claim 53 words
A polyurea as claimed in claim 1, wherein Z represents two arylene rings linked directly or through an oxygen or sulphur atom, an azo group, a substituted amino group, or a hydrocarbon, sulphoxide or sulphone groups, or a group of the formula ##STR17## in which X and Y have the meanings given above.
Claim 6
Dependent Claim 16 words
A polyurea as claimed in claim 1, wherein n 1 and n 2 both represent O.
Claim 7
Dependent Claim 25 words
A polyurea as claimed in claim 1, wherein Y represents a group of the formula --OR or NR 2 wherein R represents alkyl or aryl.
Claim 8
Dependent Claim 57 words
A process for the preparation of a polyurea as claimed in claim 1 which comprises reacting a diisocyanate or diisothiocyanate of the formula X'CN--Z--NCX' III with a diamine of the formula ##STR18## in which formulae X, X', Y, Z, R 1 , R 2 , n 1 and n 2 have the meanings given in claim 1.
Claim 9
Dependent Claim 29 words
A process as claimed in claim 7, wherein the diisocyanate or diisothiocyanate and/or the diamine is employed in admixture with one or more other diisocyanates or diisothiocyanates and/or amines.
Claim 10
Dependent Claim 30 words
A process as claimed in claim 7, wherein the diisocyanate is blocked by reaction with a compound of the formula ROH, in which R is an alkyl or aryl group.
Claim 11
Dependent Claim 20 words
A process as claimed in claim 7, wherein a triisocyanate or triisothiocyanate, or a triamine is employed in minor amount.
Claim 12
Dependent Claim 15 words
A process as claimed in claim 7, wherein reaction is carried out in a solvent.
Claim 13
Dependent Claim 19 words
A process as claimed in claim 7, wherein reaction is carried out in the presence of a blowing agent.
Claim 14
Dependent Claim 21 words
A process as claimed in claim 7 wherein reaction is carried out in the presence of a tertiary amine as catalyst.

References Cited (Backward Citations)

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US3245961A Cited
US3298937A Cited
US3355437A Cited
US3384611A Cited
US3531550A Cited
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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) 1980-09-12 1981-03-14 1981-09-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-09-12 1985-03-14 1985-09-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-09-12 1989-03-14 1989-09-13 $7700.00 Window Closed / Lapsed

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