US4349657A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane process
Assignee: Goodrich Corp
•
Filing: 1981-09-28
•
Granted: 1982-09-14
•
Expires: 2001-09-28
Abstract
Abstract An improved method for preparing polyesterurethanes with p-phenylene diisocyanate is realized by (1) first reacting a polyester with a molar excess of p-phenylene diisocyanate to provide an isocyanate-terminated polyesterurethane, which is then (2) further reacted with additional amounts of polyester used to make the polyesterurethane. The first stage polymer (1) as prepared, is liquid and stable at temperatures of reaction with additional polyester, so that a continuous commercial process is possible without the stability problems faced when reacting all of the polyester and p-phenylene diisocyanate together to form the desired polyesterurethane.
Inventors
- 👤 John A. Holloway
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 21:37
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7614; C08G18/08; C08G18/10; C08G18/28; C08G18/40; C08G18/42; C08G18/4236; C08G18/4238
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
160 words
An improved method for preparing polyesterurethanes by first reacting together greater than 2 and less than 4 mols of p-phenylene diisocyanate with 1 mol of a hydroxyl-terminated polyester, derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms and having a molecular weight from about 800 to about 1500, in a molten state at a temperature to react with the p-phenylene diisocyanate to form an isocyanate terminated polyesterurethane and then continuously mixing molten hydroxyl-terminated polyesters having a molecular weight of about 800 to 1500 derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms when said isocyanate terminated polyesterurethane in a molten state at a temperature to form a polyesterurethane in a molar ratio so that substantially all of the isocyanate and hydroxyl groups are reacted together and the resulting polyesterurethane contains less than 0.05 mol of free isocyanate groups.
Claim 2
Dependent Claim
160 words
An improved method for preparing polyesterurethanes by first reacting together greater than 2 and less than 4 mols of p-phenylene diisocyanate with 1 mol of a hydroxyl-terminated polyester, derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms and having a molecular weight from about 800 to about 1500, in a molten state at a temperature to react with the p-phenylene diisocyanate to form an isocyanate terminated polyesterurethane and then continuously mixing molten hydroxyl-terminated polyesters having a molecular weight of about 800 to 1500 derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms when said isocyanate terminated polyesterurethane in a molten state at a temperature to form a polyesterurethane in a molar ratio so that substantially all of the isocyanate and hydroxyl groups are reacted together and the resulting polyesterurethane contains less than 0.05 mol of free isocyanate groups.
Claim 3
Dependent Claim
97 words
A method of claim 1 wherein said glycol contains 2 to 4 carbon atoms, said dicarboxylic acid is adipic acid and molecular weight of said hydroxyl-terminated polyesters is about 850 to 1200, the reaction temperature of the first reaction is greater than about 90° C. to about 130° C. and the molar ratio of diisocyanate to hydroxyl-terminated polyester in the first reaction is about 2.5 to 1 to 3.5 to 1, the amount of hydroxyl-terminated polyester used in the second reaction is about 1.5 to 2.5 at an initial reaction temperature of about 100° to 120° C.
Claim 4
Dependent Claim
29 words
A method of claim 2 wherein said hydroxyl-terminated polyester is hydroxyl polytetramethylene adipate and the total molar ratio of isocyanate to polyester used is from about 1.0 to 1.04.
Claim 5
Dependent Claim
57 words
A method of claim 3 wherein said hydroxyl-terminated polyester has a molecular weight of about 1000, the molar ratio of diisocyanate to hydroxyl-terminated polyester to form the isocyanate terminated polyesterurethane is about 3 to 1 and there is reacted with said isocyanate terminated polyesterurethane about 2 mols hyroxyl polytetramethylene adipate having a molecular weight of about 1000.
Claim 6
Dependent Claim
136 words
A polyesterurethane prepared by first reacting together greater than 2 and less than 4 mols of p-phenylene diisocyanate with 1 mol of a hydroxyl-terminated polyester derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms and having a molecular weight from about 800 to about 1500, whereby an isocyanate terminated polyesterurethane is formed and then in a second reaction continuously reacting hydroxyl-terminated polyesters having molecular weights of about 800 to 1500 derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms with said isocyanate terminated polyesterurethane in a molar ratio so that substantially all of the isocyanate and hydroxyl groups are reacted together and the resulting polyesterurethane contains less than 0.05 mol of free isocyanate groups.
Claim 7
Dependent Claim
136 words
A polyesterurethane prepared by first reacting together greater than 2 and less than 4 mols of p-phenylene diisocyanate with 1 mol of a hydroxyl-terminated polyester derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms and having a molecular weight from about 800 to about 1500, whereby an isocyanate terminated polyesterurethane is formed and then in a second reaction continuously reacting hydroxyl-terminated polyesters having molecular weights of about 800 to 1500 derived from aliphatic glycols containing 2 to 8 carbon atoms and aliphatic dicarboxylic acids containing 4 to 10 carbon atoms with said isocyanate terminated polyesterurethane in a molar ratio so that substantially all of the isocyanate and hydroxyl groups are reacted together and the resulting polyesterurethane contains less than 0.05 mol of free isocyanate groups.
Claim 8
Dependent Claim
65 words
A polyesterurethane of claim 5 wherein said glycol contains 2 to 4 carbon atoms, said dicarboxylic acid is adipic acid, the molecular weight of said hydroxyl-terminated polyester is about 850 to 1200, the molar ratio of diisocyanate to hydroxyl-terminated polyester in the first reaction is about 2.5 to 1 to 3.5 to 1 and said polyesterurethane contains less than 0.2 mol of free isocyanate groups.
Claim 9
Dependent Claim
30 words
A polyesterurethane of claim 6 wherein said hydroxyl-terminated polyester is hydroxyl polytetramethylene adipate and the total molecular ratio of isocyanate to hydroxyl groups used is from about 1.0 to 1.04.
Claim 10
Dependent Claim
58 words
A polyesterurethane of claim 7 wherein said hydroxyl-terminated polyester has a molecular weight of about 1000, the molar ratio of diisocyanate to hydroxyl-terminated polyester to form the isocyanate terminated polyesterurethane is about 3 to 1 and there is reacted with said isocyanate terminated polyesterurethane about 2 mols of hydroxyl polytetramethylene adipate having a molecular weight of about 1000.
References Cited (Backward Citations)
US4248432A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-09-13 | 1986-03-15 | 1986-09-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-09-13 | 1990-03-15 | 1990-09-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-09-13 | 1994-03-15 | 1994-09-14 | $7700.00 | Window Closed / Lapsed |