Mono(hydroxyalkyl)urea and oxazolidone crosslinking agents

• US 5,840,822 A
• Filed: 09/02/1997
• Issued: 11/24/1998
• Est. Priority Date: 09/02/1997
• Status: Expired due to Term

• Current Assignee: Celanese International Corporation (Celanese Corporation)
• Original Assignee: National Starch and Chemical Investment Holding Corporation
• Inventors: Pauls, Steven P. Sr., Lee, Sharon P.
• Primary Examiner(s): Nutter, Nathan M.
• Application Number:
  US08/922,244
• Time in Patent Office: 448 Days
• Field of Search: 528/44, 528/52, 528/75, 528/288, 528/306
• US Class Current: 528/44
• CPC Class Codes: C08G 71/02 Polyureas
• CPC Class Codes: Y10S 428/932 Abrasive or cutting feature
• CPC Class Codes: Y10T 428/24372 Particulate matter
• CPC Class Codes: Y10T 428/24405 Polymer or resin [e.g., natural or synthetic rubber, etc.]
• CPC Class Codes: Y10T 428/24421 Silicon containing
• CPC Class Codes: Y10T 428/2443 Sand, clay, or crushed rock or slate

Abstract

Mono(hydroxyalkyl)urea and 2-oxazolidone crosslinking agents and compositions which utilize such crosslinking agents are disclosed. The mono(hydroxyalkyl)urea crosslinking agents contain a single urea group, a single hydroxyl group, and have at least two carbon atoms disposed between the urea group and the hydroxyl group. The compositions contain a poly-functional molecule which contains at least two functional groups selected from the group consisting of carboxyl and anhydride.

Claims

1. A composition, comprising:

(1) a poly-functional molecule comprising at least two functional groups selected from the group consisting of carboxyl and anhydride; and

(2) a crosslinking agent selected from the group consisting of a mono(hydroxyalkyl)urea comprising a single urea group, a single hydroxyl group, and at least two carbon atoms are disposed between the urea group and the hydroxyl group, and 2-oxazolidone, wherein the crosslinking agent is present in an amount effective to crosslink the poly-functional molecule.

2. The composition according to claim 1 herein the ratio of the sum total number of equivalents of functional groups contained in the poly-functional molecule to the number of equivalents of hydroxyl groups contained in the crosslinking agent ranges from about 2:

1 to about 100;

1.

3. The composition according to claim 2 wherein the ratio of the sum total number of equivalents of functional groups contained in the poly-functional molecule to the total number of equivalents of hydroxyl groups contained in the crosslinking agent ranges from about 2:

1 to about 10;

1.

4. The composition according to claim 1 wherein said mono(hydroxyalkly)urea crosslinking agent is selected from the group consisting of (2-hydroxyethyl)urea, (3-hydroxypropyl)urea, (4-hydroxybutyl)urea, 1,1-di-methyl-2-hydroxyethylurea, 1-ethyl-2-hydroxyethylurea, and (2-hydroxyethyl)-ethyleneurea.

5. The composition according to claim 1 further comprising a catalyst selected from the group consisting of a Lewis acid or Lewis base catalyst.

6. The composition according to claim 5 wherein the catalyst is selected from the group consisting of alkali metal hypophosphite salts, alkali metal phosphites, alkali metal polyphosphates, alkali metal dihydrogen phosphates, polyphosphoric acid, and alkyl phosphinic acids.

7. The composition according to claim 6 wherein the catalyst is sodium hypophosphite.

8. An article of manufacture comprising a thermoset composition which comprises

(1) a poly-functional molecule comprising at least two functional groups selected from the group consisting of carboxyl and anhydride;

and

(2) a crosslinking agent selected from the group consisting of a mono(hydroxyalkyl)urea comprising a single urea group, a single hydroxyl group, and at least two carbon atoms are disposed between the urea group and the hydroxyl group, and 2-oxazolidone, wherein the crosslinking agent is present in an amount effective to crosslink the poly-functional molecule.