Coating compositions comprising non-gelled amine-epoxide reaction products

• US 5,057,556 A
• Filed: 10/23/1989
• Issued: 10/15/1991
• Est. Priority Date: 10/28/1988
• Status: Expired due to Fees

• Current Assignee: PPG Industries Ohio Incorporated (Nouryon BV)
• Original Assignee: Imperial Chemical Industries PLC (IMPERIAL CHEMICAL INDUSTRIES)
• Inventors: Redman, Richard P.
• Primary Examiner(s): Nielsen, Earl
• Assistant Examiner(s): KRASS, FREDERICK F
• Application Number:
  US07/425,054
• Time in Patent Office: 722 Days
• Field of Search: 523/404, 523/415, 523/416, 523/417, 528/99, 528/111
• US Class Current: 523/404
• CPC Class Codes: C08G 59/184 with amines
• CPC Class Codes: C08G 59/50 Amines
• CPC Class Codes: C08G 59/64 Amino alcohols
• CPC Class Codes: C08L 2666/22 Macromolecular compounds not provided for in C08L2666/16 - C08L2666/20
• CPC Class Codes: C09D 163/00 Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
• CPC Class Codes: C09D 5/4434 characterised by the nature of the epoxy binder

Abstract

A non-gelled amine-epoxide reaction product and acid addition salts thereof where the product is obtained by co-reacting;

a) a secondary amine NHR¹ R², wherein R¹ and R² the same or different are C₂ or C₃ hydroxyalkyl groups,

b) a polyepoxide,

c) optionally a polyoxyalkylene polyamine,

d) a product of the reaction between an epoxide with at least two epoxy groups and which contains less than 40% by weight of aromatic groups, and an amine of formula (1):

NR.sup.3 R.sup.4 (CH.sub.2)n NH.sub.2                      (1)

in which n is from 2 to 6, and where R³ and R⁴, the same or different are methyl or ethyl, and optionally,

e) a monoepoxide

the components of product (D) being chosen so that the non-gelled amine epxoide reaction product is a liquid at temperature above -5° C.

Claims

1. A non-gelled amine-epoxide reaction product and acid addition salts thereof where the product is obtained by coreacting;

A) a secondary amine NHR¹ R², wherein R¹ and R² are the same or different and are C² or C³ hydroxyalkyl groups,

B) a polyepoxide,

C) optionally a polyoxyalkylene polyamine,

D) a product of the reaction between an epoxide with at least two epoxy groups and which contains less than 40% by weight of aromatic groups, and an amine of formula (1);

space="preserve" listing-type="equation">NR.sup.3 R.sup.4 (CH.sub.2).sub.n NH.sub.2 (

     1)

in which n is from 2 to 6, and where R³ and R⁴, are the same or different and are methyl or ethyl, and optionally,

E) a monoepoxide

the components of the product (D) being chosen so that the non-gelled amine epoxide reaction product is a liquid at temperatures above -5°

C.

2. A non-gelled amine-epoxide reaction product according to claim 1 in which the secondary amine (A) is diethanolamine or dipropanolamine.

3. A non-gelled amine-epoxide reaction product according to claim 1 in which the polyepoxide (B) has an epoxy equivalent weight in the range 150 to 2500.

4. A non-gelled amine-epoxide reaction product according to claim 3 in which the polyepoxide (B) has an epoxy equivalent weight in the range 400 to 1000.

5. A non-gelled amine-epoxide reaction product according to claim 1 in which a proportion of the 1,2 epoxy functionality is capped.

6. A non-gelled amine epoxide reaction product according to claim 1 and having a polyoxyalkylene polyamine (C).

7. A non-gelled amine epoxide reaction product according to claim 6 in which the polyoxyalkylene polyamine (C) has a molecular weight in the range 150 to 4000.

8. A non-gelled amine epoxide reaction product according to claim 7 in which the polyoxyalkylene polyamine (C) has a molecular weight in the range 200 to 2000.

9. A non-gelled amine epoxide reaction product according to claim 6 in which the polyoxyalkylene polyamine (C) is a diamine of structure ##STR7## in which R⁵ is hydrogen or C_1-6 alkyl and m is an integer from 1 to 50, or a triamine of structure ##STR8## in which R₆ is hydrogen or a C_l-16 alkyl group, and a, b, and c are integers such that their sum is from 3 to 30.

10. A non-gelled amine epoxide reaction product according to claim 1 and having an idealized structure A--B--D--B--A.

11. A non-gelled amine epoxide reaction product according to claim 1 in which the molar ratio of A:

B;

C;

D;

E lies in the range 3 to 4 ;

3 to 5 ;

0.5 to 1.5 ;

0.5 to 1.

12. A non-gelled amine-epoxide reaction product according to claim 1 in which the amine of formula (1) is dimethylaminopropylamine or diethylaminopropylamine.

13. A non-gelled amine-epoxide reaction product according to claim 1 in which the epoxide in product (D) contains less than 30% by weight of aromatic groups.

14. A non-gelled amine-epoxide reaction product according to claim 1 in which the diepoxide in product (D) has an epoxide equivalent weight in the range 100 to 2500.

15. An acid addition salt of an amine-epoxide reaction product according to claim 1.

16. A salt according to claim 15 being a lactic acid salt.

17. A process for preparing a non-gelled amine-epoxide reaction product and acid addition salts thereof according to claim 1 which comprises reacting any of the co-reactive components (A) to (E) in any order simultaneously or sequentially, and thereafter optionally reacting the non-gelled amine-epoxide reaction product so obtained with a salt forming acid.

18. An aqueous dispersion of an acid addition salt of a non-gelled amine epoxide reaction product according to claim 15.