US4349655A — Water-dilutable binders carrying oxazolidine grou…

Claim 1

Independent Claim 136 words

Binders water-dilutable upon neutralization with inorganic and/or organic acids, said binders being useful in cathodically depositable coating compositions, comprising the reaction product of (A) the monoadduct of (a) an N-hydroxyalkyloxazolidine, said N-hydroxyalkyloxazolidine being the reaction product of 1 mole of a dialkanolamine with from 0.8 to 1.3 moles of an organic compound containing a reactive carbonyl group and having up to 6 carbon atoms in an alkyl radical, said reaction occurring at a maximum temperature of 130° C., and (b) 1 mole of a diisocyanate, said adduct formation occurring by reaction at a maximum temperature of 30° C. until an NCO-value which corresponds to a monoadduct is obtained; and (B) a hydroxyl group containing polymer; components (A) and (B) being adjusted to provide a final product having an amine value of from about 30-100 mg KOH/g.

Claim 2

Dependent Claim 136 words

Binders water-dilutable upon neutralization with inorganic and/or organic acids, said binders being useful in cathodically depositable coating compositions, comprising the reaction product of (A) the monoadduct of (a) an N-hydroxyalkyloxazolidine, said N-hydroxyalkyloxazolidine being the reaction product of 1 mole of a dialkanolamine with from 0.8 to 1.3 moles of an organic compound containing a reactive carbonyl group and having up to 6 carbon atoms in an alkyl radical, said reaction occurring at a maximum temperature of 130° C., and (b) 1 mole of a diisocyanate, said adduct formation occurring by reaction at a maximum temperature of 30° C. until an NCO-value which corresponds to a monoadduct is obtained; and (B) a hydroxyl group containing polymer; components (A) and (B) being adjusted to provide a final product having an amine value of from about 30-100 mg KOH/g.

Claim 3

Dependent Claim 13 words

The water-dilutable binder of claim 1 wherein said carbonyl-containing component is an aldehyde.

Claim 4

Dependent Claim 13 words

The water-dilutable binder of claim 1 wherein the carbonyl-containing component is a ketone.

Claim 5

Dependent Claim 11 words

The water-dilutable binder of claim 2 wherein the aldehyde is formaldehyde.

Claim 6

Dependent Claim 12 words

The water-dilutable binder of claim 1 wherein said dialkanolamine is a diethanolamine.

Claim 7

Dependent Claim 11 words

The water-dilutable binder of claim 1 wherein said dialkanolamine is diisopropanolamine.

Claim 8

Dependent Claim 13 words

The water-dilutable binder of claim 1 wherein the diisocyanate is an aliphatic diisocyanate.

Claim 9

Dependent Claim 13 words

The water-dilutable binder of claim 1 wherein the diisocyanate is an aromatic diisocyanate.

Claim 10

Dependent Claim 13 words

The water-dilutable binder of claim 1 wherein the diisocyanate is a cycloaliphatic diisocyanate.

Claim 11

Dependent Claim 16 words

The water-dilutable binder of claim 1 wherein said hydroxyl group containing polymer is a polycondensation resin.

Claim 12

Dependent Claim 16 words

The water-dilutable binder of claim 1 wherein said hydroxyl group containing polymer is a polyaddition resin.

Claim 13

Dependent Claim 20 words

The water-dilutable binder of claim 1 wherein said hydroxyl group containing polymer is obtained by polymerizing an ethylenically unsaturated monomer.

Claim 14

Dependent Claim 15 words

The water-dilutable binder of claim 1 wherein said hydroxyl group containing polymer includes ethylenic unsaturation.

Claim 15

Dependent Claim 19 words

The water-dilutable binder of claim 13 wherein the double bond number of said polymer is from 0.1 to 2.5.

Claim 16

Dependent Claim 32 words

The water-dilutable binder of claim 1 wherein said monoadduct is a mixed adduct wherein from 5 to 40 mole percent of the N-hydroxyalkyloxazolidine is replaced with a hydroxyalkyl(meth)acrylate per mole of diisocyanate.

Claim 17

Dependent Claim 148 words

Process for producing binders water-dilutable upon total or partial neutralization with inorganic and/or organic acids which can be used in cathodically depositable coating compositions comprising the steps of (A) reacting 1 mole of a dialkanolamine with from 0.8 to 1.3 moles of an aldehyde or of a ketone having up to 6 carbon atoms in an alkyl radical at temperatures of up to a maximum of 130° C. to provide an N-hydroxyalkyloxazolidine, (B) reacting the N-hydroxyalkyloxazolidine of (A) at a maximum temperature of 30° C. with 1 mole of an aromatic and/or cycloaliphatic and/or aliphatic diisocyanate until an NCO-value corresponding to a monoadduct is attained, and (C) reacting the monoadduct of (B) at 20° to 120° C. with a hydroxyl group containing polymer, components (A) and (B) being employed in a quantity to provide a final product with an amine value of between 30 and 100 mg KOH/g.

Claim 18

Dependent Claim 148 words

Process for producing binders water-dilutable upon total or partial neutralization with inorganic and/or organic acids which can be used in cathodically depositable coating compositions comprising the steps of (A) reacting 1 mole of a dialkanolamine with from 0.8 to 1.3 moles of an aldehyde or of a ketone having up to 6 carbon atoms in an alkyl radical at temperatures of up to a maximum of 130° C. to provide an N-hydroxyalkyloxazolidine, (B) reacting the N-hydroxyalkyloxazolidine of (A) at a maximum temperature of 30° C. with 1 mole of an aromatic and/or cycloaliphatic and/or aliphatic diisocyanate until an NCO-value corresponding to a monoadduct is attained, and (C) reacting the monoadduct of (B) at 20° to 120° C. with a hydroxyl group containing polymer, components (A) and (B) being employed in a quantity to provide a final product with an amine value of between 30 and 100 mg KOH/g.

Claim 19

Dependent Claim 18 words

Process according to claim 16 wherein the N-hydroxyalkoxazolidine is a reaction product of diethanolamine or diisopropanolamine and formaldehyde.

Claim 20

Dependent Claim 51 words

Process according to claim 16 wherein the N-hydroxyalkyloxazolidine prior to reaction with the diisocyanate is reacted with from 0.1 to 0.3 moles of an alkylacrylate, according to the quantity of free amine, at a temperature of from 40° to 100° C., during a period of from 30 minutes to 5 hours.

Claim 21

Dependent Claim 40 words

Process according to claim 16 wherein the reaction step (B) is carried out in the presence of an isocyanate inert solvent and through slow addition of the N-hydroxyalkyloxazolidine to the diisocyanate, during a period of not more than 1 hour.

Claim 22

Dependent Claim 33 words

Process according to claim 16 wherein step (C) the monoadduct is a mixed adduct wherein from 5 to 40 mole percent of the N-hydroxyalkyloxazolidine is replaced with a hydroxyalkyl(meth)acrylate per mole of diisocyanate.

Claim 23

Dependent Claim 17 words

Process according to claim 20 wherein the N-hydroxyalkyl(meth)acrylate is reacted with the diisocyanate simultaneously with the isooxazolidine.

Claim 24

Dependent Claim 19 words

Process according to claim 20 wherein N-hydroxyalkyl(meth)acrylate is reacted with the diisocyanate subsequent to the addition of the oxazolidine.

Claim 25

Dependent Claim 14 words

Process according to claim 16 wherein the polymer of step (C) includes ethylenic unsaturation.

Claim 26

Dependent Claim 25 words

Process of claim 16 wherein said hydroxyl group containing polymer is a member of the group consisting of a polycondensation resin and a polyaddition resin.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1985-09-13	1986-03-15	1986-09-14	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1989-09-13	1990-03-15	1990-09-14	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	1993-09-13	1994-03-15	1994-09-14	$7700.00	Window Closed / Lapsed

Water-dilutable binders carrying oxazolidine groups

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