Synthesis of alkyl tribenzanoate
First Claim
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1. A method of making alkyl tribenzanoates comprising:
- combining a phenyl tricarboxylic acid or chemical equivalent thereof with greater than or equal to 3.5 molar equivalents of a C4-C18 alkyl alcohol, based on the amount of phenyl tricarboxylic acid or chemical equivalent thereof, in the presence of 0.05 to 0.20 mol % of a titanium tetra-alkoxide catalyst, based on the total moles of phenyl tricarboxylic acid or chemical equivalent, at a temperature greater than 210°
C. to form a reaction mixture having an acid value less than or equal to 0.5 as determined according to ASTM D1045.
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Abstract
A method of making alkyl tribenzanoates includes combining a phenyl tricarboxylic acid or chemical equivalent thereof with greater than or equal to 3.5 molar equivalents of a C4-C18 alkyl alcohol, based on the amount of phenyl tricarboxylic acid or chemical equivalent thereof, in the presence of 0.05 to 0.20 mol % of a titanium tetra-alkoxide catalyst, based on the total moles of phenyl tricarboxylic acid or chemical equivalent, at a temperature greater than 210° C. to form a reaction mixture having an acid value less than or equal to 0.5 as determined according to ASTM D1045.
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Citations
20 Claims
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1. A method of making alkyl tribenzanoates comprising:
combining a phenyl tricarboxylic acid or chemical equivalent thereof with greater than or equal to 3.5 molar equivalents of a C4-C18 alkyl alcohol, based on the amount of phenyl tricarboxylic acid or chemical equivalent thereof, in the presence of 0.05 to 0.20 mol % of a titanium tetra-alkoxide catalyst, based on the total moles of phenyl tricarboxylic acid or chemical equivalent, at a temperature greater than 210°
C. to form a reaction mixture having an acid value less than or equal to 0.5 as determined according to ASTM D1045.- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10)
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11. A method of making alkyl tribenzanoates comprising:
combining a phenyl tricarboxylic acid or chemical equivalent thereof with greater than or equal to 3.5 molar equivalents of a C4-C18 alkyl alcohol in the presence of 0.05 to 0.20 mol % of a titanium tetra-isopropoxide catalyst, based on the total moles of phenyl tricarboxylic acid or chemical equivalent, at a temperature greater than 210°
C. to form a reaction mixture;
neutralizing the reaction mixture with an aqueous caustic solution and purging the neutralized reaction mixture with carbon dioxide;
distilling any residual C4-C18 alkanol from the purged reaction mixture;
filtering the distilled reaction mixture through celite; and
contacting the filtered reaction mixture with charcoal to form a product having an acid value less than 0.1 and an APHA color value less than or equal to 30 both determined according to ASTM D1045.- View Dependent Claims (12, 13, 14)
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15. A method of making alkyl tribenzanoates comprising:
combining a trimellitic acid or a trimellitic anhydride or a combination thereof with greater than or equal to 3.5 molar equivalents of a 2-ethylhexyl alcohol, based on the total moles of trimellitic acid or trimellitic anhydride or combination thereof, in the presence of 0.05 to 0.20 mol % of a titanium tetra-isopropoxide catalyst at a temperature greater than 210°
C. to form a reaction mixture having an acid value less than or equal to 0.3.- View Dependent Claims (16, 17, 18, 19, 20)
Specification