Antiskinning compound and compositions containing them
View Patent ↗The invention relates to anti-skinning agents containing mixtures of organic compounds (combinations of additives), whereby the organic compounds are selected from the groups of (a) organic hydroxylamines and (b) alkylamines and/or alkyl alkanolamines and also relates to compositions containing the combination, especially oxidatively drying paints or coating compositions and article coated with such oxidatively drying paints or coating compositions.
1. A coating material, paint or finish which contains an alkyd resin oxidatively drying film former and, as an antiskinning agent, a combination of
a) diethylhydroxylamine; and an amine selected from the group consisting of
b) an alkyl amine of formula (II)
where R 3 , R 4 and R 5 may be mutually independently hydrogen but all three can not be hydrogen, a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, or a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 3 , R 4 or R 5 is an alkyl radical,
c) an alkyl alkanol amine of formula (III)
where R 6 and R 8 may be mutually independently hydrogen but both can not be hydrogen, a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical and R 8 may be a linear or branched, saturated or unsaturated C 1 -C 20 aliphatic radical, which can optionally be mono- or polysubstituted, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 6 or R 8 is an alkyl radical and
d) mixtures thereof.
2. The coating material, paint or finish of claim 1 wherein the alkyl amine is selected from: monoethyl amine, diethyl amine, triethyl amine, monoisopropyl amine, diisopropyl amine, monobutyl amine, dibutylamine, tributyl amine, monoamyl amine, dimethyl ethyl amine, dimethyl isopropyl amine, ethyl diisopropyl amine, sec-butyl amine, tetramethylpropylenediamine, diethylaminopropylamine, 3-methoxypropylamine, dimethylaminopropylaminopropylamine and 3-isopropoxypropylamine or mixtures thereof.
3. The coating material, paint or finish of claim 1 wherein the alkyl alkanolamine is selected from: methylaminoethanol, dimethylaminoethanol, methydiethanolamine, ethylaminoethanol, diethylaminoethanol, dimethylamino-2-propanol, isopropylaminoethanol, disiopropylaminoethanol, butylaminoethanol, dibutylaminoethanol, butyldiethanolamine, tert-butylaminoethanol or mixtures thereof.
4. The coating material, paint or finish of claim 1 , which contains the said combination in an amount of from 0.001 to 2% by weight, based on the total surface coating.
5. The coating material, paint or finish of claim 1 , which contains said combination together with other antiskinning agents and antioxidants.
6. A process for the production of a coating material, paint or finish containing an alkyd resin oxidatively drying film former, wherein an antiskinning combination comprising
a) diethylhydroxylamine; and an amine selected from the group consisting of
b) an alkyl amine of formula (II)
where R 3 , R 4 and R 5 may be mutually independently hydrogen but all three can not be hydrogen, a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, or a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 3 , R 4 or R 5 is an alkyl radical,
c) an alkyl alkanolamine of formula (III)
where R 6 and R 8 may be mutually independently hydrogen but both can not be hydrogen, a linear or branched, saturated or unsaturated C 1 -C 20 aliphatic radical, which can optionally be mono- or polysubstituted, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical and R 8 may be a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 6 or R 8 is an alkyl radical and
d) mixtures thereof is incorporated into the coating material, paint or finish.
7. The process of claim 6 wherein the alkyl amine is selected from: monoethyl amine, diethyl amine, triethyl amine, monoisopropyl amine, diisopropyl amine, monobutyl amine, dibutylamine, tributyl amine, monoamyl amine, dimethyl ethyl amine, dimethyl isopropyl amine, ethyl diisopropyl amine, sec-butyl amine, tetramethylpropylenediamine, diethylaminopropylamine, 3-methoxypropylamine, dimethylaminopropylaminopropylamine and 3-isopropoxypropylamine or mixtures thereof.
8. The process of claim 6 wherein the alkyl alkanolamine is selected from: methylaminoethanol, dimethylaminoethanol, methydiethanolamine, ethylaminoethanol, diethylaminoethanol, dimethylamino-2-propanol, isopropylaminoethanol, disiopropylaminoethanol, butylaminoethanol, dibutylaminoethanol, butyldiethanolamine, tert-butylaminoethanol or mixtures thereof.
9. The process of claim 6 , wherein said coating material, paint or finish containing an oxidatively drying film former contains said combination in an amount of from 0.001 to 2% by weight, based on the total surface coating.
10. The process of claim 6 , wherein said coating material, paint or finish contains said combination together with other antiskinning agents and antioxidants.
11. An article coated with a coating material, paint or finish containing an alkyd resin oxidatively drying film former, wherein an antiskinning combination comprising
a) diethylhydroxylamine; and an amine selected from the group consisting of
b) an alkyl amine of formula (II)
where R 3 , R 4 and R 5 may be mutually independently hydrogen but all three can not be hydrogen, a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, or a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 3 , R 4 or R 5 is an alkyl radical,
c) an alkyl alkanolamine of formula (III)
where R 6 and R 8 may be mutually independently hydrogen but both can not be hydrogen, a linear or branched, saturated or unsaturated, unsubstituted or mono- or polysubstituted, C 1 -C 20 aliphatic radical, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical and R 8 may be a linear or branched, saturated or unsaturated C 1 -C 20 aliphatic radical, which can optionally be mono- or polysubstituted, a C 6 -C 12 aryl radical, a C 7 -C 14 araliphatic radical or a C 5 -C 7 cycloaliphatic radical, at least one of R 6 or R 8 is an alkyl radical and
d) mixtures thereof is incorporated into the coating material, paint or finish.
12. The article of claim 11 wherein the alkyl amine is selected from: monoethyl amine, diethyl amine, triethyl amine, monoisopropyl amine, diisopropyl amine, monobutyl amine, dibutylamine, tributyl amine, monoamyl amine, dimethyl ethyl amine, dimethyl isopropyl amine, ethyl diisopropyl amine, sec-butyl amine, tetramethylpropylenediamine, diethylaminopropylamine, 3-methoxypropylamine, dimethylaminopropylaminopropylamine and 3-isopropoxypropylamine or mixtures thereof.
13. The article of claim 11 wherein the alkyl alkanolamine is selected from: methylaminoethanol, dimethylaminoethanol, methydiethanolamine, ethylaminoethanol, diethylaminoethanol, dimethylamino-2-propanol, isopropylaminoethanol, disiopropylaminoethanol, butylaminoethanol, dibutylaminoethanol, butyldiethanolamine, tert-butylaminoethanol or mixtures thereof.
14. The article of claim 11 , wherein said coating material, paint or finish containing an oxidatively drying film former contains said combination in an amount of from 0.001 to 2% by weight, based on the total surface coating.
15. The article of claim 11 , wherein said wherein said coating material, paint or finish contains said combination together with other antiskinning agents and antioxidants.
16. The coating material, paint or finish of claim 1 , wherein said alkyd resin is selected from short oil alkyd resins or medium oil alkyd resins.
17. The process for the production of a coating material, paint or finish of claim 6 , wherein said alkyd resin is selected from short oil alkyd resins or medium oil alkyd resins.
18. The article coated with a coating material, paint or finish of claim 11 , wherein said alkyd resin is selected from short oil alkyd resins or medium oil alkyd resins.