Drier for alykd-based coating
The present invention relates to a formulation comprising an oxidatively curable alkyd-based resin and a chelating agent. More particularly, the formulation is essentially absent an amount of cations selected from the group consisting of manganese, iron, cobalt, vanadium and copper ions, which ions, if present in the formulation, will form together with the chelant a metal drier capable of accelerating oxidative curing. The invention also provides a method of making the formulation and a method of contacting the formulation with a composition comprising transition metal ions so as to provide a composition comprising an oxidatively curable alkyd-based resin and a complex of the transition metal ion and the chelating agent.
1. A method of preparing an oxidatively curable coating composition, comprising contacting a formulation with a composition comprising manganese, iron, or vanadium ions, so that the composition comprises a concentration of between about 0.0003 wt % and about 0.07 wt %, of one ion selected from manganese, iron and vanadium ions,
wherein said formulation comprises:
(1) an oxidatively curable alkyd-based resin,
(2) less than 0.0001% by weight of ions of each of manganese, iron, cobalt, vanadium and copper, and,
(3) a chelant capable of chelating at least one transition metal ion through either two or three nitrogen atoms, wherein said chelant has a concentration, with respect to said oxidatively curable alkyd-based resin, of between about 0.0005 and about 5 wt %, and is of formula (I):
wherein:
p is 3;
R is independently selected from the group consisting of hydrogen, C 1 -C 24 alkyl, CH 2 CH 2 OH and CH 2 COOH; or one R is linked to the nitrogen atom of another Q of another ring of formula (I) via a C 2 -C 6 alkylene bridge, a C 6 -C 10 arylene bridge or a bridge comprising one or two C 1 -C 3 alkylene units and one C 6 -C 10 arylene unit, which bridge may be optionally substituted one or more times with independently selected C 1 -C 24 alkyl groups; and,
R 1 , R 2 , R 3 , and R 4 are independently selected from: H, C 1 -C 4 alkyl, and C 1 -C 4 -alkylhydroxy.
2. The method of claim 1 , wherein the molar ratio of said manganese, iron, or vanadium ions to said chelant is between about 0.1:1 and about 10:1.
3. The method of claim 1 , wherein said manganese, iron, or vanadium ions are manganese or iron ions.
4. The method of claim 3 wherein said manganese or iron ions are present in a salt selected from the group consisting of optionally hydrated MnCl 2 , FeCl 2 , FeCl 3 , MnBr 2 , Mn(NO 3 ) 2 , Fe(NO 3 ) 3 , MnSO 4 , FeSO 4 , (Fe) 2 (SO 4 ) 3 , Mn(acetylacetonate) 2 , Fe(acetylacetonate) 2 , Mn(acetylacetonate) 3 , Fe(acetylacetonate) 3 , Mn(R 5 COO) 3 , Fe(R 5 COO) 3 , Mn(R 5 COO) 2 , and Fe(R 5 COO) 2 , wherein R 5 is C 1 -C 24 alkyl.
5. The method of claim 4 , wherein the manganese or iron ions are manganese ions present in MnSO 4 , MnCl 2 , MnBr 2 , Mn(NO 3 ) 2 , Mn(CH 3 COO) 3 , Mn(CH 3 COO) 2 , Mn(acetylacetonate) 2 , Mn(acetylacetonate) 3 , Mn(octanoate) 2 , Mn(2-ethylhexanoate) 2 , Mn(naphthenate) 2 or Mn(neodecanoate) 2 .
6. The method of claim 1 , wherein the formulation comprises between about 0.001 and about 1 wt %, with respect to said oxidatively curable alkyd-based resin, of the chelant.
7. The method of claim 1 , wherein each R is independently selected from the group consisting of hydrogen, C 1 -C 6 alkyl, CH 2 CH 2 OH and CH 2 COOH; or one R is linked to the nitrogen atom of another Q of another ring of formula (I) via an ethylene or a propylene bridge.
8. The method of claim 1 , wherein each of R 1 , R 2 , R 3 , and R 4 is hydrogen.
9. The method of claim 1 , wherein the chelant is 1,4,7-trimethyl-1,4,7-triazacyclononane or 1,2-bis(4,7-dimethyl-1,4,7-triazacyclonon-1-yl)-ethane.
10. The method of claim 1 , wherein the chelant is 1,4,7-trimethyl-1,4,7-triazacyclononane.
11. The method of claim 1 , wherein the concentration of the manganese, iron or vanadium ions in the composition is between about 0.0005 wt % and about 0.05 wt %.
12. The method of claim 1 , wherein the concentration of the manganese, iron or vanadium ions in the composition is between about 0.005 wt % and about 0.05 wt %.