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US 2025/0163209 A1Published application
Stabilizers for urea urethanes
OwnerRuben Anne WAGENAAR, Vincent Friso SLAGT +1inventors
InventorsRuben Anne WAGENAAR, Vincent Friso SLAGT, Elizabeth Maaike LOEN
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Abstract
Suggested is an improved process for making urea urethanes according to which in a first step hydroxy compounds are reacted with diisocyanates to form a prepolymer which is subsequently reacted with a diamine. The formation of the urea urethanes is conducted in the presence of new stabilizers derived from urea.
Claims15
A process for obtaining a urea urethane, encompassing or consisting of the following steps:
- (a) providing a monohydroxyl compound of formula (I)
- R—OH (I)
- in which R is n-alkyl or isoalkyl containing 4 to 22 carbon atoms, cycloalkyl containing 6 to 12 carbon atoms, aralkyl containing 7 to 12 carbon atoms or a radical of the formula CmH2m+1(O—CnH2n)x— or CmH2m+1(OOC—CvH2v)x—, and m stands for an integer of from 1 to 22, n stands for an integer of 2 to 4, x for an integer of 1 to 15 and v means 4 or 5;
- (b) providing a diisocyanate compound of formula (II)
- OCN-[A]-NCO (II)
- in which A stands for a linear or branched alkylene radical having 2 to 10 carbon atoms or a toluene radical;
- (c) reacting said monohydroxyl compound and said diisocyanate compound to form a pre-polymer;
- (d) reacting said pre-polymer with a diamine compound, said diamine compound being selected from the group consisting of
- (d1) compound (III)
- H2N—[B]—NH2 (III)
- where B stands for a linear or branched alkylene group having 2 to 12 carbon atoms;
- and/or
- (d2) compound (IV)
- and/or
- (d3) compound (V)
- in which R′″ stands for hydrogen or a methyl group,
- wherein the formation of the urea urethane takes place in the presence of at least one stabilizer according to formula (VI)
- wherein R1, R2, R3, R4 and R5 independently from each other represent hydrogen, a linear or branched, saturated or unsaturated aliphatic, cycloaliphatic or aromatic hydrocarbon group having 1 to 12 carbon atoms, or
- wherein R1 and R2 and/or R3 and R4 and/or R5 form parts of an aromatic or heteroaromatic ring system having 5 to 12 carbon atoms and being optionally substituted.
16 more elements
The use of urea and urea derivatives according to formula (VI)
- wherein R1, R2, R3, R4 and R5 independently from each other represent hydrogen, a linear or branched, saturated or unsaturated aliphatic, cycloaliphatic or aromatic hydrocarbon group having 1 to 12 carbon atoms, or
- wherein R1 and R2 and/or R3 and R4 and/or R5 form parts of an aromatic or heteroaromatic ring system having 5 to 12 carbon atoms and being optionally substituted as stabilizers in the manufacture of urea urethanes.
Dependencies are inferred from the claim text.