Granted Patent B2

US 8,043,526 · App. 12/283,943 · Granted Oct 25, 2011

Abstract

Claims (36)

1. A stabilised composition consisting of:

(A) a compound having the structure of Formula I:

A′-NR A —R D   (Formula I)

 wherein A′ is

(a) a moiety derived from an amino compound, the said amino compound being selected from the group consisting of triazines, and mixtures thereof with linear or cyclic ureas, cyanuric acid, substituted cyanuric acids, linear or cyclic amides, glycolurils, hydantoins, linear or cyclic carbamates, or

(b) a moiety comprising the structure of Formula II:

 wherein

R A is R D , hydrogen, an alkyl of 1 to 20 carbon atoms, or taken together with A′ forms a cyclic compound;

R D is —CHR C OR B , wherein R B is hydrogen, alkyl, aryl, aralkyl or an alkaryl having up to 24 carbon atoms and R C is an alkyl, halogenated alkyl, aryl, aralkyl, halogenated aralkyl, alkoxyalkyl or an alkaryl having up to 24 carbon atoms;

A is a moiety which is a monovalent or divalent radical obtained by taking away an amino group —NHR′ or >NR from an amino compound selected from the group consisting of triazines, and mixtures thereof with linear or cyclic ureas, cyanuric acid, substituted cyanuric acids, linear or cyclic amides, glycolurils, hydantoins, linear or cyclic carbamates;

B is a residue of a poly(alkylaldehyde) with n aldehyde groups;

n is an integer of 2 to about 8;

R a is R d , hydrogen, an alkyl of 1 to about 20 carbon atoms, or taken together with A forms a cyclic compound; wherein

R d is CHR c OR b or a moiety of Formula III:

 wherein

R b is hydrogen, alkyl, aryl, aralkyl or an alkaryl having up to 24 carbon atoms and

R c is an alkyl, halogenated alkyl, aryl, aralkyl, halogenated aralkyl, alkoxyalkyl or an alkaryl having up to 24 carbon atoms;

and wherein the alkyl or aryl groups in each radical may optionally have heteroatoms in their structure;

wherein the compound of formula I is made by reacting an amino compound as defined in (a) with either or both of a mono(alkyl aldehyde) and a poly(alkyl aldehyde), where the mono(alkyl aldehyde) is selected from the group consisting of acetaldehyde, propionaldehyde, n-butyraldehyde, isobutyraldehyde, valeraldehyde, caproaldehyde, octylaldehyde, acrolein and crotonaldehyde,

(B) an organic acid,

wherein the amount of substance of the said organic acid used to stabilize the said crosslinking composition ranges from 1:2.5 to 50:1 moles of the said organic acid to moles of the compound of Formula I, and

(C) a solvent.

2. The stabilised composition of claim 1 , wherein the said organic acid is a carboxylic acid.

3. The stabilised composition of claim 1 , wherein the molar ratio of the said organic acid to the compound of formula I is from 1 mol:2.5 mol to 20 mol:1 mol.

4. The stabilised composition of claim 1 , wherein R b and R B are independently derived from alcohols selected from the group consisting of: methanol, ethanol, propanol, isopropanol, butanol, isobutanol, cyclohexanol, phenol, benzyl alcohol, monoalkyl ether of ethylene or propylene glycol and mixtures thereof.

5. The stabilised composition of claim 1 , wherein B is derived from glutaraldehyde, the reaction products of crotonaldehyde and polyhydritic alcohols or adducts and polymers of α,β-unsaturated aldehydes.

6. The stabilised composition of claim 1 , wherein R c and R C are independently C 1 to C 8 alkyl and R b and R B are independently C 1 to C 8 alkyl or C 1 to C 8 alkoxyalkyl.

7. The stabilised composition of claim 2 , wherein the said carboxylic acid is acetic acid, formic acid, propionic acid or mixtures thereof.

8. A process for producing the stabilised composition of claim 1 , comprising the steps of reacting (i) an amino compound selected from the group consisting of: triazines, and mixtures thereof with linear or cyclic ureas, cyanuric acid, substituted cyanuric acids, linear or cyclic amides, glycolurils, hydantoins, linear or cyclic carbamates; (ii) a mono(alkylaldehyde) and/or a poly(alkylaldehyde), wherein the monoalkylaldehyde is selected from the group consisting of acetaldehyde, propionaldehyde, n-butyraldehyde, isobutyraldehyde, valeraldehyde, caproaldehyde, octylaldehyde, acrolein and crotonaldehyde, and (iii) an alcohol; and adding to the reaction product (A) of (i), (ii), and (iii) an organic acid (B) wherein the amount of substance of the said organic acid used to stabilise the said crosslinking composition ranges from 1:2.5 to 50:1 moles of the said organic acid to moles of the compound of Formula I, and a solvent (C).

9. The process of claim 8 , wherein the said alcohol (iii) is selected from the group consisting of: methanol, ethanol, propanol, isopropanol, butanol, isobutanol, cyclohexanol, phenol, benzyl alcohol, monoalkyl ether of ethylene or propylene glycol and mixtures thereof.

10. The process of claim 8 , wherein the said mono(alkylaldehyde) is selected from the group consisting of acetaldehyde, propionaldehyde, n-butyraldehyde, and isobutyraldehyde.

11. The process of claim 8 , wherein the said poly(alkylaldehyde) is selected from the group consisting of glutaraldehyde, the reaction product of crotonaldehyde and polyhydritic alcohols or adducts and polymers of α,β-unsaturated aldehydes.

12. The process of claim 8 , wherein the molar ratio of the said organic acid to the said amino compound is from 1 mol:2.5 mol to 20 mol:1 mol.

13. The process of claim 8 , wherein the said organic acid comprises a carboxylic acid group.

14. The process of claim 8 , wherein the said amino compound is selected from the group consisting of melamine, guanamine, and mixtures thereof with a linear and cyclic urea.

15. The process of claim 13 , wherein the said carboxylic acid is selected from the group consisting of acetic acid, formic acid, propionic acid or mixtures thereof.

Assignments (9)