Water-dispersible polyisocyanates

Patent metadata

Field	Value
Publication number	US-9944771-B2
Application number	US-201314428719-A
Country	US
Kind code	B2
Filing date	Aug 12, 2013
Priority date	Sep 28, 2012
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

The present invention relates to improved water-dispersible polyisocyanates with enhanced gloss, more particularly for two-component polyurethane coating materials.

First claim

The invention claimed is:

1. A water-dispersible polyisocyanate (A), comprising as synthesis components in the following wt % based on isocyanate groups in synthesis component (a):
(a) at least one diisocyanate or polyisocyanate; and
(b) 0.5 to 30 wt % of a mixture of compounds of formulae (I) and (II):

wherein:
R 1 and R 2 independently of one another represent alkyl, cycloalkyl or aryl, optionally substituted by aryl, alkyl, aryloxy, alkyloxy, heteroatoms and/or heterocycles;
a molar ratio of the compound (II) to the compound (I) ranges from 5:95 to 95:5;

(c) 0.3 to 25 wt %, based on isocyanate-reactive groups in (c), of at least one monofunctional polyalkylene glycol of formula
R 4 —O—[—X i —] k —H,

wherein:
R 4 represents C 1 -C 20 alkyl, C 2 -C 20 alkyl uninterrupted or interrupted by one or more of an oxygen atom and a sulfur atom, or is C 6 -C 12 aryl, C 5 -C 12 cycloalkyl or a five- or six-membered heterocycle comprising at least one of an oxygen, nitrogen and sulfur atom, it being possible for each of stated radicals to be substituted by functional groups, aryl, alkyl, aryloxy, alkyloxy, halogen, heteroatoms and/or heterocycles;
k represents an integer from 5 to 40; and
each X i for i=1 to k is independently selected from the group consisting of —CH 2 —CH 2 —O—, —CH 2 —CH(CH 3 )—O—, —CH(CH 3 )—CH 2 —O—, —CH 2 —C(CH 3 ) 2 —O—,
—C(CH 3 ) 2 —CH 2 —O—, —CH 2 —CHVin-O—, —CHVin-CH 2 —O—, —CH 2 —CHPh-O—, and —CHPh-CH 2 —O—, in which Ph is phenyl and Vin is vinyl;
(d) 0 to 15 wt %, based on isocyanate-reactive groups in (d), of at least one high molecular mass diol or polyol; and
(e) 0 to 15 wt %, based on isocyanate-reactive groups in (e), of at least one low molecular mass diol or polyol.

2. The water-dispersible polyisocyanate (A) according to claim 1 , wherein component (a) is a polyisocyanate synthesized from at least one (cyclo)aliphatic isocyanate.

3. The water-dispersible polyisocyanate (A) according to claim 1 , wherein component (a) is a polyisocyanate comprising at least one of an allophanate group and an isocyanurate group and is based on isophorone diisocyanate, 1,6-hexamethylene diisocyanate or both.

4. The water-dispersible polyisocyanate (A) according to claim 1 , wherein the compound (b) is selected from the group consisting of mono methyl phosphate, di methyl phosphate, mono ethyl phosphate, di ethyl phosphate, mono n-butyl phosphate, di n-butyl phosphate, mono 2-ethylhexyl phosphate, di 2-ethylhexyl phosphate, and mixtures thereof.

5. The water-dispersible polyisocyanate (A) according to claim 1 , having the following construction, based on isocyanate groups in synthesis component (a):
(b) 0.8 to 25 wt % of compounds of formula (I) and/or (II),
(c) 0.5 to 20 wt %, based on isocyanate-reactive groups in (c),
(d) 0 to 10 wt %, based on isocyanate-reactive groups in (d), and
(e) 0 to 10 wt %, based on isocyanate-reactive groups in (e).

6. The water-dispersible polyisocyanate (A) according to claim 1 , wherein phosphate groups in compound (b) have been at least partly neutralized.

7. The water-dispersible polyisocyanate (A) according to claim 1 , wherein phosphate groups in compound (b) have been at least partly neutralized with tertiary amines.

8. The water-dispersible polyisocyanate (A) according to claim 1 , wherein, in component (b), R 1 and R 2 independently of one another represent unsubstituted alkyl or unsubstituted aryl.

9. The water-dispersible polyisocyanate (A) according to claim 8 , wherein R 1 and R 2 independently of one another are selected from the group consisting of phenyl, methyl, ethyl, n-butyl, and 2-ethylhexyl.

10. An aqueous coating composition, comprising at least one water-dispersible polyisocyanate (A) according to claim 1 and optionally at least one binder selected from the group consisting of polyacrylate-polyol dispersions, polyester-polyol dispersions, polyether-polyol dispersions, polyurethane-polyol dispersions, polycarbonate-polyol dispersions, and their hybrids.

11. A process, comprising coating an article with a coating composition comprising at least one water-dispersible polyisocyanate (A) according to claim 1 , wherein the article is selected from the group consisting of a wood, a wood veneer, a paper, a paperboard, a cardboard, a textile, a film, a leather, a nonwoven, a plastic surface, a glass, a ceramic, a mineral building material, a cement molding, a fiber-cement slab, and a fiber-cement metal, each of which may optionally have been precoated or pretreated.

12. A process, comprising coating an article with a coating composition comprising at least one water-dispersible polyisocyanate (A) according to claim 1 , wherein the article is selected from the group consisting of buildings, (large) vehicles, aircraft, industrial applications, decorative coatings, bridges, buildings, power masts, tanks, containers, pipelines, power stations, chemical plants, ships, cranes, posts, sheet piling, valves, pipes, fittings, flanges, couplings, halls, roofs, structural steel, furniture, windows, doors, woodblock flooring, can coating and coil coating, for floor coverings, parking levels, in hospitals, and in automobile finishes as OEM and refinish application.

13. A coating material, adhesive or sealant comprising at least one polyisocyanate according to claim 1 .

14. A substrate coated, bonded or sealed with a coating material, adhesive or sealant according to claim 13 .

Assignees

• Basf Se

Inventors

• Lucas Frederic
• Steinbrecher Angelika Maria
• Keller Peter

Classifications

• C08G18/283 Primary

  Compounds containing ether groups, e.g. oxyalkylated monohydroxy compounds · CPC title

• C08K5/521 Primary

  Esters of phosphoric acids, e.g. of H3PO4 · CPC title

• C09D133/14

  of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title

• C09D175/04

  Polyurethanes · CPC title

• C08K5/17

  Amines; Quaternary ammonium compounds · CPC title