US 4,098,933 AGranted

Process for the production of water-soluble or water-dispersible blocked polyisocyanates

AssigneeBayer Aktiengesellschaft

InventorsTilo Burkhardt, Kuno Wagner, Kurt Findeisen

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Abstract

This invention relates to a process for producing stable water dispersible blocked polyisocyanates, the compounds so produced and their use in producing coatings and films. These compounds are produced by blocking about 50 to 99.8 weight % of the isocyanate groups of an organic polyisocyanate and then reacting the partially blocked polyisocyanate with a compound carrying both an isocyanate reactive hydrogen and a hydrophilic group, e.g. a carboxylic acid salt or polyethylene oxide or a group convertible to a hydrophilic group, e.g. a carboxylic acid or tertiary amine. The blocked polyisocyanate with hydrophilic groups may then be dispersed in water with organic compounds having at least two isocyanate reactive hydrogen atoms per molecule and then cured by driving off the water and raising the temperature sufficiently high to unblock the polyisocyanate.

Claims9

Dependent claims

A process for the production of a water-soluble or water-dispersible blocked polyisocyanate, wherein from about 85 to 95% of the isocyanate groups of an organic polyisocyanate are converted into a partially blocked polyisocyanate in a known manner by reaction with a blocking agent selected from the group consisting of C-H-acid compounds and lactams, and the thus obtained partially blocked polyisocyanate is subsequently reacted with a compound which contains at least one isocyanate-reactive hydrogen atom and at least one hydrophilic group, or group which can be converted into a hydrophilic group, responsible for the solubility or dispersibility of the reaction product in water, said compound selected from the group consisting of

i. aliphatic hydroxy carboxylic acids, with molecular weights of less than about 300, aliphatic or aromatic amino carboxylic acids with primary or secondary amino groups and molecular weights less than about 300, aliphatic hydroxy sulphonic acids with molecular weights less than about 300, aliphatic or aromatic aminosulphonic acids with primary or secondary amino groups and molecular weights less than about 300 and the alkali metal salts of these acids,
ii. tertiary amines with aliphatically bound hydroxyl groups and molecular weights of less than about 300 and the corresponding ammonium salts of these tertiary amines, and
iii. monohydroxy polyalkylene oxides with molecular weights of between about 500 and 5000 and at least about 50% ethylene oxide units,
and said group convertible into a hydrophilic group, if present, being converted into a hydrophilic group on completion of the isocyanate addition reaction.

1 more element

A process for the production of water-dispersible blocked polyisocyanates which comprises

(a) reacting at temperatures between about 60.degree. and 100.degree. C. a di- to tetra-functional polyisocyanate with aliphatically and/or cycloaliphatically bound isocyanate groups having molecular weights less than about 800, with a blocking agent which has one isocyanate reactive group selected from the group consisting of C-H-acid compounds and lactams and whose bond with an isocyanate group is displaced by primary hydroxyl groups at temperatures between about 100.degree. and 200.degree. C. at an NCO to blocking agent ratio of between about 1:0.85 to 1:0.95 to form a partially blocked polyisocyanate and then
(b) reacting the partially blocked polyisocyanate with a compound selected from the group consisting of
i. aliphatic hydroxy carboxylic acids, with molecular weights of less than about 300, aliphatic or aromatic amino carboxylic acids with primary or secondary amino groups and molecular weights less than about 300, aliphatic hydroxy sulphonic acids with molecular weights less than about 300, aliphatic or aromatic aminosulphonic acids with primary or secondary amino groups and molecular weights less than about 300 and the alkali metal salts of these acids,
ii. tertiary amines with aliphatically bound hydroxyl groups and molecular weights of less than about 300, and the corresponding ammonium salts of these tertiary amines, and
iii. monohydroxy polyalkylene oxides with molecular weights of between about 500 and 5000 and at least about 50% ethylene oxide units at an isocyanate reactive group to NCO group ratio of at least 1 and a temperature of between about 20.degree. and 90.degree. C. and then
(c) in the case when acids are used neutralizing the acid group with an alkali metal base and in the case when tertiary amines are used converting said amino group to an ammonium group.

3 more elements

Dependencies are inferred from the claim text.