IP Library Granted Patent US 8,592,623
Granted Patent B2
US 8,592,623 · App. 13/127,300 · Granted Nov 26, 2013

Method for producing polyester polyols having low amounts of dioxane waste

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,592,623
App. No.
13/127,300
Granted
Nov 26, 2013
Kind
B2
Abstract

Polyester polyols are produced from at least one carboxylic acid hydride and diethylene glycol by a process in which the formation of 1,4-dioxane is suppressed. These polyester polyols are useful for producing polyurethane (PUR) and polyisocyanurate (PIR) foams and metal composite elements containing these PUR or PIR foams.

Claims (21)

1. A process for the production of a polyester polyol comprising:

a) mixing and reacting

(A) at least one carboxylic anhydride,

(B) diethylene glycol,

and at least one of

(C) (i) C 2 -C 4 glycol, other than diethylene glycol,

and (ii) an aliphatic C 5 -C 12 dicarboxylic acid

or

(D) (i) a C 5 -C 10 glycol and (ii) at least one C 4 dicarboxylic acid

to form an intermediate polyester polyol and

b) adding more (B) diethylene glycol to the reacted mixture produced in step a) to form the polyester polyol product,

wherein a molar ratio of (B) to (A) in step a) is from 1.5:1 to 0.7:1, the amounts of (A) plus (B) in step a) constitute from 66 to 90% by weight of total weight of (A) plus (B) plus (C)(i) plus (C)(ii) plus (D)(i) plus (D)(ii), and the intermediate polyester polyol product from step a) has a higher molar mass than the product polyester polyol from step b).

2. The process of claim 1 in which (A) is selected from the group consisting of phthalic anhydride, trimellitic anhydride and pyromellitic anhydride.

3. The process of claim 1 in which (C)(i) is selected from the group consisting of ethylene glycol, 1,3-propanediol, 2-methyl-1,3-propanediol, and 1,2-propanediol.

4. The process of claim 1 in which (C)(ii) is selected from the group consisting of glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, undecanedioic acid and dodecanedioic acid.

5. The process of claim 1 in which (D)(i) is selected from the group consisting of 1,5-pentanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol and 1,8-octanediol.

6. The process of claim 1 in which (D)(ii) is selected from the group consisting of succinic acid, fumaric acid and maleic acid.

7. The process of claim 1 in which the molar ratio of components (B) to (A) in step a) is in the range from 1.2 to 1.0 to 0.75 to 1.0.

8. The process of claim 1 in which the polyester polyol obtained from step a) has a theoretical OH value in the range between 80 and 260 KOH/kg.

9. The process of claim 1 in which the polyester polyol obtained from step b) has an OH value in the range between 150 and 320 g KOH/kg.

10. The polyester polyol produced by the process of claim 1 .

Assignments (3)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNOR NAME PREVIOUSLY RECORDED ON REEL 038301 FRAME 0001. ASSIGNOR(S) HEREBY CONFIRMS THE CHANGE OF NAME FROM BAYER MATERIALSCIENCE AG TO COVESTRO DEUTSCHLAND AG. Recorded Jun 13, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038966/0865 →
CHANGE OF NAME Recorded Mar 30, 2016
From: COVESTRO DEUTSCHLAND AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038301/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2011
From: ROERS, ROLF; NEFZGER, HARTMUT; BAUER, ERIKA; VAN DE BRAAK, JOHANNES; HEINEMANN, TORSTEN; SCHLOSSMACHER, JURGEN
To: BAYER MATERIALSCIENCE AG
Reel/Frame 026423/0985 →