Esterification process of polyols with tertiary alkyl substituted acids
View Patent ↗A process to prepare polyol esters from tertiary alkyl acid with reduced homo-polymerisation of the polyols. The ester polyol can be used in the synthesis of further polyester resins for coating or structural/composite or lube oil applications.
1. A resin composition comprising a polyol ester produced by process comprising the steps of reacting a polyol and a tertiary alkyl acid in the presence of an acid catalyst having a pKa from −2 to +2 at a temperature below 180° C., and optionally in presence of an inert organic solvent, wherein the polyol ester is predominantly a mono-ester of the polyol, wherein the acid catalyst is selected from the group consisting of methane sulphonic acid, ethane sulphonic acid, trifluoromethane sulphonic acid, para toluene sulphonic acid, xylene sulphonic acid and combinations thereof, and wherein the polyol is selected from the group consisting of ethylene glycol, propylene glycol, glycol oligomers having 2 to 10 repeating units, neopentyl glycol, trimethylolpropane, pentaerythritol, and combinations thereof.
2. The resin composition of claim 1 , wherein the acid catalyst is methane sulphonic acid or para toluene sulphonic acid.
3. The resin composition of claim 1 , wherein the acid catalyst is used in a range from 0.05 to 4 weight % relative to the weight of the tertiary alkyl acid and the polyol ester.
4. The resin composition of claim 1 , wherein the tertiary alkyl acid is represented by the formula (I),
in which R 1 , R 2 are independently aliphatic alkyl radicals having 1 to 10 carbon atoms, and the total carbon atoms of the three radicals of —CH 3 , R 1 , and R 2 , range from 3 to 20.
5. The resin composition of claim 1 , wherein the acid catalyst is used in a range from 0.10 to 2.5 weight % relative to the weight of the tertiary alkyl acid and the polyol ester.
6. The resin composition of claim 1 , wherein the tertiary alkyl acid is represented by formula (I),
in which R 1 , R 2 are independently aliphatic alkyl radicals having 1 to 10 carbon atoms and the total carbon atoms of the three radicals radicals of —CH 3 , R 1 , and R 2 , range from 3 to 13.
7. A resin composition comprising a polyol ester produced by process comprising the steps of reacting a polyol and a tertiary alkyl acid in the presence of an acid catalyst having a pKa from −2 to +2 at a temperature below 180° C., and optionally in presence of an inert organic solvent, wherein the polyol ester is predominantly a mono-ester of the polyol, wherein the acid catalyst is selected from the group consisting of methane sulphonic acid, ethane sulphonic acid, trifluoromethane sulphonic acid, para toluene sulphonic acid, xylene sulphonic acid and combinations thereof, wherein the polyol is selected from the group consisting of neopentyl glycol, trimethylolpropane, pentaerythritol, and combinations thereof.
8. The resin composition of claim 1 , wherein the resin composition comprises a cured resin composition.
9. The resin composition of claim 8 , wherein the cured resin composition comprises a shaped article.
10. The resin composition of claim 7 , wherein the acid catalyst is methane sulphonic acid or para toluene sulphonic acid.
11. The resin composition of claim 7 , wherein the acid catalyst is used in a range from 0.05 to 4 weight % relative to the weight of the tertiary alkyl acid and the polyol ester.
12. The resin composition of claim 7 , wherein the tertiary alkyl acid is represented by the formula (I),
in which R 1 , R 2 are independently aliphatic alkyl radicals having 1 to 10 carbon atoms, and the total carbon atoms of the three radicals radicals of —CH 3 , R 1 , and R 2 , range from 3 to 20.
13. The resin composition of claim 7 , wherein the acid catalyst is used in a range from 0.10 to 2.5 weight % relative to the weight of the tertiary alkyl acid and the polyol ester.
14. The resin composition of claim 7 , wherein the tertiary alkyl acid is represented by formula (I),
in which R 1 , R 2 are independently aliphatic alkyl radicals having 1 to 10 carbon atoms and the total carbon atoms of the three radicals of —CH 3 , R 1 , and R 2 , range from 3 to 13.
15. The resin composition of claim 7 , wherein the resin composition comprises a cured resin composition.
16. The resin composition of claim 15 , wherein the cured resin composition comprises a shaped article.