Drier for alkyd resin compositions

Abstract

The invention relates to an alkyd resin composition comprising components: (A) at least an auto-oxidisable alkyd resin component comprising unsaturated fatty acid or its derivative, selected from: (i) alpha, beta-unsaturated ester-functional alkyd resin; (ii) combination of a alpha, beta-unsaturated ester functional material and an alkyd resin; and (iii) mixture of components (i) and (ii); Wherein the alkyd has an oil length of at least 20% unsaturated fatty acids; (B) a daylight photoinitiator; (C) a metal drier; and (D) optionally a liquid medium selected from the group consisting of an organic solvent, water, non-volatile diluent and mixtures thereof; wherein if the liquid medium is present and is: a) substantially based on organic solvent and/or diluent then the VOC is <300 g/l, or b) substantially based on water then the VOC is <100 g/l.

Claims

1. An alkyd resin composition comprising components: (A) at least one auto-oxidisable alkyd resin component comprising unsaturated fatty acid or its derivative, wherein the alkyd resin is a polyesteramide alkyd which is a reaction product of: (i) 10 to 40 wt. % of a cyclic anhydride; (ii) 10 to 40 wt. % of an alkanolamine; and (iii) 30 to 80 wt. % of fatty acid based on the total amount of the polyesteramide alkyd; wherein the alkyd has an oil length of at least 20% unsaturated fatty acids; (B) a daylight photoinitiator; (C) a metal drier; and (D) optionally a liquid medium selected from the group consisting of an organic solvent, water, non-volatile diluent and mixtures thereof; wherein if the liquid medium is present and is: a) substantially based on organic solvent and/or diluent then the VOC is <300 g/l, or b) substantially based on water then the VOC is <100 g/l.

2. The alkyd resin composition according to claim 1, wherein the alkyd resin component further comprises an ,-unsaturated ester functional alkyd resin having the following structure: ##STR00003## wherein one of R1 or R2 is H and the other is C1 to C8 alkyl or C2 to C4 alkylene.

3. The alkyd resin composition according to claim 1, wherein the alkyd resin component further comprises an ,-unsaturated ester functional alkyd resin which is a polyesteramide alkyd resin and comprises the reaction product of a hydroxyl-functional alkyd resin, and an ,-unsaturated carboxylic acid, wherein the acid moiety of the ,-unsaturated carboxylic acid is the reactive moiety and the reaction product contains terminal and/or pendant reactive ,-unsaturated ester functional groups.

4. The alkyd resin composition according to claim 1, wherein the alkyd resin component further comprises an ,-unsaturated ester functional alkyd resin which is the reaction product of: (a1) 85 to 98 wt % of a carboxyl-functional alkyd resin; and (a2) 2 to 15 wt % of an epoxy functional ,-unsaturated ester, wherein the epoxy moiety of is the reactive moiety and the reaction product contains terminal and/or pendant reactive methacrylate functional groups.

5. The alkyd resin composition according to claim 4, wherein the carboxyl-functional alkyd resin comprises the reaction product of: (a) 0 to 30 wt % of one or more diol(s); (b) 10 to 40 wt % of one or more polyol(s); (c) 5 to 40 wt % of one or more polyacid(s); (d) 0 to 15 wt % of one or more monofunctional acid(s) or hydroxyacid(s); (e) 30 to 80 wt % of one or more fatty acid(s), fatty ester(s), or naturally occurring oil(s); and (f) 0 to 1 wt % of a catalyst; where (a)+(b)+(c)+(d)+(e)+(f) make up 100%.

6. The alkyd resin composition according to claim 1, wherein the alkyd resin component comprises a urethane modified alkyd resin.

7. The alkyd resin composition according to claim 2, wherein the composition comprises in total up to 25% of alpha, beta-unsaturated ester groups on resin solids.

8. The alkyd resin composition according to claim 1 comprising from 100 to 10,000 ppm of dissolved metal in the metal drier by weight of total resin solids.

9. The alkyd resin composition according to claim 1, wherein: the alkyd resin composition (1) is present in an amount of from 30 to 98 wt %; the drier (2) is present in an amount of from 0.01 to 5 wt % of metal; and the photoinitiator (3) present in an amount of from 0.1 to 5 wt %, where components (1)+(2)+(3) and further additives make up 100%.

10. The alkyd resin composition according to claim 4, wherein the epoxy functional ,-unsaturated ester is an epoxy methacrylate.

11. A method of preparing an alkyd resin composition, comprising mixing: (A) at least one auto-oxidizable alkyd resin component comprising an unsaturated fatty acid or its derivative, wherein the alkyd resin is a polyesteramide alkyd which is the reaction product of: (i) 10 to 40 wt. % of a cyclic anhydride; (ii) 10 to 40 wt. % of an alkanolamine; and (iii) 30 to 80 wt. % of fatty acid based on the total of the polyesteramide alkyd; wherein the alkyd has an oil length of at least 20% unsaturated fatty acids; (B) a daylight photoinitiator; (C) a metal drier; and (D) optionally a liquid medium selected from the group consisting of an organic solvent, water, non-volatile diluent and mixtures thereof.

12. A method according to claim 11, further comprising the steps of: 1) reacting either a) (i) a carboxyl-functional alkyd resin, and (ii) an epoxy functional ,-unsaturated ester, wherein the epoxy moiety of the alpha, beta-unsaturated ester is the reactive moiety and the reaction product contains terminal and/or pendant reactive alpha, beta-unsaturated ester functional groups, to obtain an alpha, beta-unsaturated ester-functional alkyd resin; or b) (i) a carboxyl-functional alkyd resin, and (ii) an ,-unsaturated carboxylic acid wherein the acid moiety of the ,-unsaturated carboxylic acid is the reactive moiety and the reaction product contains terminal and/or pendant reactive ,-unsaturated ester functional groups, to obtain an ,-unsaturated ester functional alkyd resin; and 2) adding said alpha, beta-unsaturated ester-functional alkyd resin to: a) the auto-oxidizable alkyd resin component; b) the at least one drier, c) the daylight photoinitiator, and d) the optional liquid medium.

13. A surface coated with a composition according to claim 1.

14. An indoor or outdoor coating material which comprises the alkyd resin composition according to claim 1.

Description

EXAMPLES

Example 1

Composition Based on Conventional Alkyd Component

(1) Coating compositions 1 were obtained by mixing with a normal lab stirrer 29 g of solid resin A with 21 g diluent described above, 2.87 g Nuodex Ca 5 (Elementis), 0.42 g Nuodex Co 10 (Elementis), 2.18 g Nuodex Zr 12 (Elementis) and 0.6 g Exkin 2 (Elementis). Optionally daylight photoinitiator (PI) combinations of camphorquinone (CQ) 0.5 g with Ethyl 4-dimethylaminobenzoate 0.5 g were added. Compositions were diluted to 0.6-0.7 Pa.Math.s with Exxsol D40 giving clear paints. VOC was calculated at 240 g/l and drying properties were determined with the following results:

(2) TABLE-US-00002 TABLE 2 Drying rate without PI Drying rate with PI Resin PI Dust free Tack free Dust free Tack free Example code type hrs hrs hrs hrs 1 A CQ 2:45 3:00 2:15 2:30

Examples 2-6

Compositions Based on Polyesteramide Alkyds

(3) Coating compositions 2-6 were obtained by mixing with a normal lab stirrer 50 g of solid resin B to F with 2.87 g Nuodex Ca 5 (Elementis), 0.42 g Nuodex Co 10 (Elementis), 2.18 g Nuodex Zr 12 (Elementis) and 0.6 g Exkin 2 (Elementis). Optionally daylight Pl combinations of camphorquinone 0.5 g with Ethyl 4-dimethylaminobenzoate 0.5 g were added. Compositions were diluted to 0.6-0.7 Pa.Math.s with Exxsol D40 giving clear paints. VOC was calculated and drying properties determined with the following results:

(4) TABLE-US-00003 TABLE 3 Drying rate without PI Drying rate with PI Resin VOC Dust free Tack free Dust free Tack free Example code g/l hrs hrs hrs hrs 2 B 170 6:30 7:00 3:00 4:00 3 C 230 >7:00 >7:00 2:30 3:00 C4* D 130 4:30 6:30 3:30 6:00 5 E 190 5:00 5:30 3:00 4:00 6 F 160 4:30 6:30 3:30 5:30 *C4 is a comparative example.

(5) The resins B-F above, except comparative resin D, were functionalized with alpha, beta-unsaturated ester moieties according to table 1 above.

Examples 7-8

Influence of Daylight Initiator on the Coating Drying Properties

(6) Coating compositions 7-8 were obtained by mixing with a normal lab stirrer 18 g of solid resin G with 32 g Sefose (P&G), 2.87 g Nuodex Ca 5 (Elementis), 0.42 g Nuodex Co 10 (Elementis), 2.18 g Nuodex Zr 12 (Elementis) and 0.6 g Exkin 2 (Elementis). Optionally daylight Pl combinations of camphorquinone (CQ) 0.5 g or benzyl 0.5 g with Ethyl 4-dimethylaminobenzoate 0.5 g were added. Compositions were clear paints at 0.6-0.7 Pa.Math.s. VOC was calculated at 50 g/l and drying properties were determined with the following results:

(7) TABLE-US-00004 TABLE 4 Drying rate without PI Dust Drying rate with PI Resin PI free Tack free Dust free Tack free Example code type hrs hrs hrs hrs 7 G CQ 4:00 4:30 2:45 3:15 8 G Benzyl 4:00 4:30 3:15 3:45

(8) Both camphorquinone and benzyl ensured a very good dust free and tack free drying time.

Examples 9-11

Influence of Pigment on the Coating Drying Properties

(9) Coating composition 9 was obtained by mixing with a normal lab stirrer 18 g of solid resin E with 32 g Sefose (P&G), 2.87 g Nuodex Ca 5 (Elementis), 0.42 g Nuodex Co 10 (Elementis), 2.18 g Nuodex Zr 12 (Elementis) and 0.6 g Exkin 2 (Elementis). Optionally a daylight Pl combination of camphorquinone (CQ) 0.5 g with Ethyl 4-dimethylaminobenzoate 0.5 g was added. Compositions were clear paints at 0.6-0.7 Pa.Math.s with VOC=60 g/l. Further paints with same binder composition and containing titanium dioxide at PVC 8% or full tone black pigment paste were prepared with and without the same PI combination at VOC's 75 g/l and 90 g/l respectively. They showed the following drying properties:

(10) TABLE-US-00005 TABLE 5 Drying rate without PI Dust Drying rate with PI Resin free Tack free Dust free Tack free Example code pigment hrs hrs hrs hrs 9 G none 4:45 5:15 3:30 4:00 10 G white 5:00 5:15 3:30 4:00 11 G black 4:20 5:10 3:45 4:15

(11) Clearly, the dust free and tack free drying times were very good when using a daylight photoinitiator even in the presence of various pigments. This is surprising since pigment may in principle minimise the photoinitiator activity by reflecting the light back from the pigmented coating surface.