Water-emulsible isocyanates having improved gloss

Patent metadata

Field	Value
Publication number	US-9683127-B2
Application number	US-201314430661-A
Country	US
Kind code	B2
Filing date	Sep 16, 2013
Priority date	Sep 28, 2012
Publication date	Jun 20, 2017
Grant date	Jun 20, 2017

Abstract

The invention relates to a process for the preparation of water-emulsifiable isocyanates and to their use.

First claim

The invention claimed is:

1. A water-emulsifiable polyisocyanate, comprising
(A) a polyisocyanate derived from at least one (cyclo)aliphatic diisocyanate,
(B) a polyol having
a functionality of hydroxyl groups of at least 2 and up to 4 and
a number-average molar weight of at least 92 to 1500 g/mol,

(C) a monoalcohol comprising at least 7 ethylene oxide groups, and
(D) optionally a solvent,
wherein:
a ratio of NCO groups in (A) to hydroxyl groups in (B) and (C) is from 5:1 to 100:1,
an amount of ethylene oxide groups, calculated as 44 g/mol, based on a sum total of (A), (B) and (C), is at least 12% by weight,
an amount of component (B) is from 0.5 to 4.0% by weight, based on the sum total of (A), (B) and (C),
an amount of component (C) is at least 5% and up to 25% by weight, based on the sum total of (A), (B) and (C), and
the water-emulsifiable polyisocyanate has a viscosity at 23° C. in accordance with DIN EN ISO 3219/A.3 in a cone/plate system with a shear rate of 1000 s −1 of from 2500 mPas to 12,000 mPas.

2. The water-emulsifiable polyisocyanate according to claim 1 , wherein the (cyclo)aliphatic diisocyanate is selected from the group consisting of hexamethylene diisocyanate, 1,3-bis(isocyanatomethyl)cyclohexane, isophorone diisocyanate, 4,4′-di(isocyanatocyclohexyl)methane, and 2,4′-di(isocyanatocyclohexyl)methane.

3. The water-emulsifiable polyisocyanate according to claim 1 , wherein the polyisocyanate is an isocyanurate of hexamethylene 1,6-diisocyanate.

4. The water-emulsifiable polyisocyanate according to claim 1 , wherein the polyol (B) comprises
(B1) esterification product of at least one fatty acid with at least one polyalcohol and/or
(B2) esterification product of at least one hydroxyalkane carboxylic acid or a lactone thereof with at least one polyalcohol and/or
(B3) an optionally alkoxylated polyalcohol.

5. The water-emulsifiable polyisocyanate according to claim 4 , wherein compound (B1) is castor oil having an OH number of from 160 to 173 mg KOH/g.

6. The water-emulsifiable polyisocyanate according to claim 4 , wherein compound (B2) is at least one compound selected from the group consisting of:

where
R 4 is hydrogen or a C1 to C4 alkyl radical,
k, l, m, and q in each case are independently a positive integer of from 1 to 5,
Yi in each case is independently a radical —[—O—(CH 2 ) z —(C═O)—]—, and
z is a positive integer of from 2 to 6.

7. The water-emulsifiable polyisocyanate according to claim 4 , wherein compound (B3) is at least one compound selected from the group consisting of:

where
R 5 is hydrogen or a C 1 to C 4 alkyl radical,
t, u, v, and w in each case are independently 0 or a positive integer of from 1 to 6, and
each Z i 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—.

8. The water-emulsifiable polyisocyanate according to claim 1 , wherein the monoalcohol (C) is a compound of formula
R 1 —O—[—X i —] k —H

where
R 1 is C 1 -C 18 alkyl, C 2 -C 18 alkyl optionally interrupted by one or more oxygen and/or sulfur atoms and/or by one or more substituted or unsubstituted imino groups, or is C 6 -C 12 aryl, C 5 -C 12 cycloalkyl, or a five- to six-membered heterocycle comprising oxygen, nitrogen and/or sulfur atoms,
k is an integer of from 7 to 35, and
each X i is independently —CH 2 —CH 2 —O—.

9. A coating material, comprising:
the water-emulsifiable polyisocyanate according to claim 1 .

10. A coated article, comprising:
a substrate; and
the coating material according to claim 9 on the substrate,
wherein the substrate is selected from the group consisting of wood, wood veneer, paper, paperboard, cardboard, textile, leather, nonwoven substrate, plastics surface, glass, ceramic, mineral building material, metal, and coated metal.

Assignees

• Basf Se

Inventors

• Steinbrecher Angelika Maria
• Keller Peter
• Lucas Frederic

Classifications

• C08G18/6644 Primary

  having at least three hydroxy groups · CPC title

• C08G18/4804

  Two or more polyethers of different physical or chemical nature · CPC title

• C08G18/72

  Polyisocyanates or polyisothiocyanates · CPC title

• C09J175/08

  from polyethers · CPC title

• C08G18/246

  containing also tin-carbon bonds · CPC title