# US 2020/0399439 A1 · New polyisocyanate compositions

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- Number: US 2020/0399439 A1
- Document ID: US20200399439A1
- Status: Published application
- Kind: A1
- Application number: 16/978,706
- Filed: 2019-03-05
- Published: 2020-12-24
- Earliest claimed: 2018-03-06
- Assignees: Vencorex France
- Applicants: Vencorex France
- Inventors: Philippe OLIER
- Web page: https://patentgrep.com/patent/US20200399439A1

## CPC

- C08K 5/524: Esters of phosphorous acids, e.g. of H3PO3
- C08G 18/246: {containing also tin-carbon bonds}
- C08G 18/72: Polyisocyanates or polyisothiocyanates
- C08G 18/792: {formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates}
- C08K 5/005: {Stabilisers against oxidation, heat, light, ozone}
- C08K 5/13: Phenols; Phenolates
- C08K 5/1345: {Carboxylic esters of phenolcarboxylic acids}
- C09D 7/48: Stabilisers against degradation by oxygen, light or heat
- C09D 7/63: organic
- C09D 175/04: Polyurethanes
- C09J 11/06: organic
- C09J 175/04: Polyurethanes
- C08K 2201/014: Additives containing two or more different additives of the same subgroup in C08K
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)

## Abstract

The invention relates to a new polyisocyanate composition for producing coatings, said composition comprising at least one monophenol alkyl compound, a mixture of phosphite compounds for preventing yellowing and/or precipitation of the composition, and optionally, a catalyst.

## Claims

### Claim 1

A polyisocyanate composition comprising:
a) at least one polyisocyanate with the general formula (I): O═C═N—Y—(N═C═O)n wherein:
Y is the remainder of an isocyanate or a polyisocyanate after elimination of an isocyanate function and
n is at least equal to 1,
b) at least one monophenol alkyl compound,
c) a mixture of phosphite compounds comprising a maximum of 17% of trialkyl phosphite moles in relation to the total phosphite moles,
d) optionally at least one cross-linking catalyst and
e) optionally one or more additives.

### Claim 2 (depends on 1)

The composition according to claim 1 wherein the general formula (I):
Y is a group: aryl comprising 6 to 15 atoms of carbon, heteroaryl comprising 5 to 15 members, linear or branched alkyl comprising 2 to 15 atoms of carbon, araliphatic comprising 6 to 15 atoms of carbon, heterocycle comprising 3 to 15 members or cycloalkyl comprising 3 to 15 atoms of carbon, preferentially aryl comprising 6 to 12 atoms of carbon, heteroaryl comprising 5 to 12 members, linear or branched alkyl comprising 2 to 12 atoms of carbon, araliphatic comprising 6 to 12 atoms of carbon, heterocycle comprising 3 to 12 members or cycloalkyl comprising 3 to 12 atoms of carbon, preferentially aryl comprising 6 to 10 atoms of carbon, heteroaryl comprising 5 to 10 members, linear or branched alkyl comprising 4 to 10 atoms of carbon, araliphatic comprising 4 to 10 atoms of carbon, heterocycle comprising 4 to 10 members or cycloalkyl comprising 4 to 10 atoms of carbon; and
n is at least equal to 1.

### Claim 3 (depends on 1)

The composition according to claim 1 wherein the monophenol alkyl compound comprises at least one hindered phenol or hindered thiophenol function.

### Claim 4 (depends on 1)

The composition according to claim 1 wherein the trialkylphosphites are compounds according to the general formula (II): (R1O)3P wherein each R1 independently represents an alkyl group of 1 to 20 atoms of carbon optionally substituted by a group containing a halogen or an aralkyl group of 5 to 20 atoms of carbon optionally substituted by a group containing a halogen.

### Claim 5 (depends on 1)

The composition according to claim 1 wherein the mixture of phosphite compounds comprises 15% maximum of trialkyl phosphite moles in relation to the total phosphite moles.

### Claim 6 (depends on 1)

The composition according to claim 1 wherein the cross-linking catalyst comprises a tertiary amine, an amidine, an organo-metallic compound or a mixture thereof.

### Claim 7 (depends on 1)

The composition according to claim 1 wherein the additives added are solvents, compounds with an anti-flocculant effect and/or humidity absorbers.

### Claim 8 (depends on 1)

The composition according to claim 1 wherein the compounds are present in the following mass percentages:
General formula (I) polyisocyanate between 97.9% and 99.98%,
Monophenol alkyl compound between 0.01% and 1%
Phosphite compound mixture 0.01% and 1%
Cross-linking catalyst between 0% and 0.1%.

### Claim 9 (depends on 8)

The composition according to claim 8 wherein the compounds are present in the following mass percentages:
General formula (I) polyisocyanate between 20% and 90%,
Monophenol alkyl compound between 0.01% and 1%
Phosphite compound mixture 0.01% and 1%
Cross-linking catalyst between 0% and 0.1%
Additives between 9.98% and 77.9%.

### Claim 10 (depends on 1)

The composition preparation process according to claim 1 wherein the following compounds are mixed in any order:
a) at least one polyisocyanate with the general formula (I): O═C═N—Y—(N═C═O)n wherein:
Y is a group: aryl comprising 6 to 15 atoms of carbon, heteroaryl comprising 5 to 15 members, linear or branched alkyl comprising 2 to 15 atoms of carbon, araliphatic comprising 6 to 15 atoms of carbon, heterocycle comprising 3 to 15 members or cycloalkyl comprising 3 to 15 atoms of carbon, preferentially aryl comprising 6 to 12 atoms of carbon, heteroaryl comprising 5 to 12 members, linear or branched alkyl comprising 2 to 12 atoms of carbon, araliphatic comprising 6 to 12 atoms of carbon, heterocycle comprising 3 to 12 members or cycloalkyl comprising 3 to 12 atoms of carbon, preferably aryl comprising 6 to 10 atoms of carbon, heteroaryl comprising 5 to 10 members, linear or branched alkyl comprising 4 to 10 atoms of carbon, araliphatic comprising 4 to 10 atoms of carbon, heterocycle comprising 4 to 10 members or cycloalkyl comprising 4 to 10 atoms of carbon; and
n is at least equal to 1,
b) at least one monophenol alkyl compound,
c) a mixture of phosphite compounds comprising a maximum of 17% of trialkyl phosphite moles in relation to the total phosphite moles,
d) optionally at least one cross-linking catalyst and
e) optionally one or more additives.

### Claim 11 (depends on 1)

The use of the composition according to claim 1 to manufacture coatings, adhesives or paints.

### Claim 12 (depends on 1)

A method for manufacturing coatings, adhesives or paints comprising the implementation of the composition according to claim 1.
