Process for preparing amide acetals

• US 7,439,354 B2
• Filed: 12/02/2004
• Issued: 10/21/2008
• Est. Priority Date: 12/11/2003
• Status: Expired due to Fees

• Current Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Lenges, Christian Peter, Huybrechts, Josef, Adelman, Douglas J.
• Primary Examiner(s): Saeed; Kamal A
• Application Number:
  US11/002,747
• Publication Number:
  US 20050131164A1
• Time in Patent Office: 1,419 Days
• Field of Search: 540/468
• US Class Current: 540/468
• CPC Class Codes: C07D 498/04 Ortho-condensed systems
• CPC Class Codes: C08G 18/3827 Bicyclic amide acetals and derivatives thereof
• CPC Class Codes: C08G 18/6229 Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C09D 175/04 Polyurethanes

Abstract

A process for preparing amide acetals represented in Formula I comprising dehydrating a reactant mixture comprising reactants selected from a group consisting of N-acyl dialkanol amines, O-acyl dialkanol amines and mixtures thereof

wherein

• • n and m are independently 2 or 3; p is 1, 2 or 3; R₁ and R₂ can be the same or different and are each independently hydrogen, a linear or branched alkyl, cycloalkyl or aryl group with 1-20 C atoms; R represents hydrogen, a branched or linear alkyl, cycloalkyl, aryl or an alkenyl group with 1-20 C-atoms, each may have one or more substituents.

Claims

1. A process for preparing amide acetals represented in Formula I comprising dehydrating a reactant mixture comprising reactants selected from a group consisting of N-acyl dialkanol amines, O-acyl dialkanol amines and mixtures thereof

2. The process according to claim 1, wherein the reactant mixture comprising reactants selected from a group consisting of N-acyl dialkanol amines, O-acyl dialkanol amines and mixtures therefrom is prepared by reacting at least one carboxylic acid and/or carboxylic acid ester and/or carboxylic acid anhydride and at least one dialkanol amine.

3. The process according to claim 2, wherein this process is combined directly with the dehydration process to form the bicyclic amide acetals of Formula I.

4. The process according to claim 2, wherein the dialkanolamine is selected from a group consisting of diethanol amine, diisopropanol amine, di-n-propanol amine or mixtures thereof.

5. The process according to claim 2, wherein the carboxylic acid is selected from a group consisting of lauric acid, isononanoic acid and mixtures thereof.

6. The process according to claim 1, wherein the temperature of the dehydrating reaction is in the range of 80°

C. to 250°

C. and the pressure of the dehydrating reaction is in the range of 13 to 101,325 Pa.

7. The process according to claim 1, wherein the temperature of the dehydrating reaction is in the range of 140°

C. to 230°

C. and the pressure of the dehydrating reaction is in the range of 133 to 1333 Pa.

8. The process according to claim 2, wherein the temperature of the reaction of the at least one carboxylic acid and/or carboxylic acid ester and/or carboxylic acid anhydride with the at least one dialkanol amine is in the range of 80°

C. to 250°

C. and the pressure in the range of 13,000 to 150,000 Pa.

9. The process according to claim 2, wherein the temperature of the reaction of the at least one carboxylic acid and/or carboxylic acid ester and/or carboxylic acid anhydride with the at least one dialkanol amine is in the range of 140°

C. to 230°

C. and the pressure in the range of 27,000 to 110,000 Pa.