IP Library Patent Application 17921190
Patent Application
App. No. 17/921,190

AQUEOUS DISPERSION OF POLY(ESTER-URETHANE) OR OF POLY(ESTER-URETHANE-UREA)

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Quick Facts
Patent No.
US None
App. No.
17/921,190
Abstract

The present invention relates to a poly(ester-urethane), to a poly(ester-urea-urethane), and also to aqueous dispersions of these and to their uses in aqueous coatings, adhesives or sealants, in particular as binder in paints or varnishes.

Claims (71)

1 . A poly(ester-urethane), comprising:

isocyanate functions;

acid groups having a pKa of less than 3, optionally in partially or completely neutralized form;

optionally saturated fatty chains and/or unsaturated fatty chains;

ester and urethane bonds;

optionally an amide bond; and

optionally a urea bond.

2 . The poly(ester-urethane) as claimed in claim 1 , having one or more features chosen from:

a number-average molecular mass Mn of from 250 to 10 000 g/mol;

an NCO number of from 20 to 250 mg KOH/g;

an OH number of less than 20 mg KOH/g;

the saturated fatty chains and/or unsaturated fatty chains represent 0% or at least 5% of the total weight of the poly(ester-urethane);

comprising less than 10% by weight of solvent;

comprising less than 10% by weight of volatile amine.

3 . The poly(ester-urethane) as claimed in claim 1 comprising saturated fatty chains and/or unsaturated fatty chains.

4 . The poly(ester-urethane) as claimed in claim 3 , wherein the saturated fatty chains and/or unsaturated fatty chains represent at least 5% of the total weight of the poly(ester-urethane).

5 . The poly(ester-urethane) as claimed in claim 1 wherein the saturated fatty chains and/or unsaturated fatty chains represent 0% of the total weight of the poly(ester-urethane).

6 . The poly(ester-urethane) as claimed in claim 1 wherein the acid groups having a pKa of less than 3 are chosen from a sulfonylated group (—S(═O)2OR), a phosphonylated group (—P(═O)(OR)2), a sulfated group (—O—S(═O)2OR), a phosphated group (—O—P(═O)(OR)2), and mixtures thereof, each R independently being a hydrogen atom, a metal salt or a hydrocarbyl chain.

7 . The poly(ester-urethane) as claimed in claim 1 obtained by:

polyaddition of at least one polyisocyanate, at least one polyol P1 and optionally another polyol P4 and/or a fatty component CG, said polyol P1 comprising an acid group having a pKa of less than 3, optionally in partially or completely neutralized form, optionally a saturated fatty chain and/or an unsaturated fatty chain and optionally an amine function; or by

polyaddition of at least one polyisocyanate, at least one polyol P2, at least one polyol P3 and optionally another polyol P4 and/or a fatty component CG, said polyol P2 comprising an acid group having a pKa of less than 3, optionally in partially or completely neutralized form, and optionally an amine function, said polyol P3 comprising a saturated fatty chain and/or an unsaturated fatty chain and optionally an amine function;

in which the polyaddition is effected with a molar ratio of the functions NCO/(OH+optional amine) of greater than 1.

8 . The poly(ester-urethane) as claimed in claim 7 , wherein the polyaddition is carried out in the absence of solvent.

9 . The poly(ester-urethane) as claimed in claim 7 wherein polyol P1, the polyol P2 and the polyol P3 are polyester polyols, P1, P2 and/or P3 optionally comprise an element chosen from an amine function, an amide bond, a urethane bond, and combinations thereof.

10 . A poly(ester-urea-urethane) comprising:

acid groups having a pKa of less than 3, optionally in partially or completely neutralized form;

optionally saturated fatty chains and/or unsaturated fatty chains;

ester, urea and urethane bonds; and

optionally an amide bond.

11 . The poly(ester-urea-urethane) as claimed in claim 10 having one or more of the following properties:

an amine number of less than 20 mg KOH/g;

an OH number of less than 120 mg KOH/g;

the saturated fatty chains and/or unsaturated fatty chains represent 0% or at least 5% of the total weight of the poly(ester-urea-urethane);

comprising less than 10% by weight of solvent other than water;

comprising less than 10% by weight of volatile amine;

comprising less than 2% by weight of metal-based urethanization catalyst;

wherein the poly(ester-urea-urethane) is optionally crosslinked.

12 . The poly(ester-urea-urethane) as claimed in claim 10 comprising saturated fatty chains and/or unsaturated fatty chains.

13 . The poly(ester-urea-urethane) as claimed in claim 12 , wherein the saturated fatty chains and/or unsaturated fatty chains represent at least 5% of the total weight of the poly(ester-urea-urethane).

14 . The poly(ester-urea-urethane) as claimed in claim 10 wherein the saturated fatty chains and/or unsaturated fatty chains represent 0% of the total weight of the poly(ester-urea-urethane).

15 . The poly(ester-urea-urethane) as claimed in claim 10 wherein the poly(ester-urea-urethane) is crosslinked.

16 . The poly(ester-urea-urethane) as claimed in claim 10 obtained by elongation reaction of poly(ester-urethane) in water, said poly(ester-urethane) comprising:

isocyanate functions;

acid groups having a pKa of less than 3, optionally in partially or completely neutralized form;

optionally saturated fatty chains and/or unsaturated fatty chains;

ester and urethane bonds;

optionally an amide bond; and

optionally a urea bond;

optionally in the presence of a polyamine component having a functionality ranging from 2 to 6, the molar ratio between the amine functions of the optional polyamine component and the isocyanate functions of the poly(ester-urethane) being from 0.01 to 3.

17 . The poly(ester-urea-urethane) as claimed in claim 16 obtained by elongation reaction of the poly(ester-urethane) in water in the presence of a polyamine component having a functionality ranging from 2.25 to 6.

18 . An aqueous dispersion comprising the poly(ester-urethane) as claimed in claim 1 , the acid groups of the poly(ester-urethane) being in partially or completely neutralized form.

19 . The aqueous dispersion as claimed in claim 18 comprising particles and having one or more of the following properties:

comprising less than 10%, by weight of solvent other than water;

comprising less than 10%, by weight of additional surfactant;

comprising less than 2%, by weight of metal-based urethanization catalyst;

a solids content of from 5 to 70%;

a pH of from 5 to 9;

a viscosity at 25° C. of from 1 to 10 000 mPa·s;

the particles having an average size of from 10 to 1000 nm;

wherein the poly(ester-urea-urethane) is optionally crosslinked.

20 . The aqueous dispersion as claimed in claim 18 wherein the poly(ester-urea-urethane) is crosslinked.

21 . The aqueous dispersion as claimed in claim 18 obtained by a process comprising the following steps:

preparing at least one polyol P1 or preparing at least one polyol P2 and at least one polyol;

preparing a poly(ester-urethane) by polyaddition of at least one polyisocyanate, at least one polyol P1 and optionally another polyol P4 and/or a fatty component CG or by polyaddition of at least one polyisocyanate, at least one polyol P2, at least one polyol P3 and optionally another polyol P4 and/or a fatty component CG, the polyaddition being effected with a molar ratio of the functions NCO/(OH+optional amine) of greater than 1;

optionally partially or completely neutralizing the acid groups of the poly(ester-urethane) by addition of a base;

dispersing the poly(ester-urethane) in water;

optionally conducting an elongation reaction of the poly(ester-urethane), optionally in the presence of a polyamine component having a functionality ranging from 2 to 6, the molar ratio between the amine functions of the optional polyamine component and the isocyanate functions of the poly(ester-urethane) being from 0.01 to 3.

22 . The aqueous dispersion as claimed in claim 21 obtained by a process comprising an elongation reaction of the poly(ester-urethane) in the presence of a polyamine component having a functionality ranging from 2.25 to 6.

23 . A coating, adhesive or sealant composition comprising a poly(ester-urethane) as defined in claim 1 .

24 . (canceled)

25 . (canceled)

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2023
From: BEAUDRAIS, SYLVAIN; DUQUENNE, CHRISTOPHE
To: ARKEMA FRANCE
Reel/Frame 062762/0242 →