Polyurethane elastomers with reduced gas permeability

• US 5,710,233 A
• Filed: 01/06/1997
• Issued: 01/20/1998
• Est. Priority Date: 02/25/1994
• Status: Expired due to Fees

• Current Assignee: Rhein Chemie Rheinau GmbH (Lanxess AG)
• Original Assignee: Rhein Chemie Rheinau GmbH (Lanxess AG)
• Inventors: Thomas, Hans-Dieter, Konig, Klaus, Meckel, Walter
• Primary Examiner(s): SERGENT, RABON A
• Application Number:
  US08/779,198
• Time in Patent Office: 379 Days
• Field of Search: 528/50, 528/84, 528/85, 525/434, 525/452, 525/453, 525/424, 525/454, 522/60, 522/134, 522/165, 522/173
• US Class Current: 528/84
• CPC Class Codes: C08G 18/606 Polyester-amides
• CPC Class Codes: C08G 18/65 Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen C08G18/2805 takes precedence
• CPC Class Codes: C08G 18/675 Low-molecular-weight compounds

Abstract

Polyurethane elastomers with reduced gas permeability are prepared by reaction of:

a) diisocyanates,

b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen atoms that are reactive towards isocyanates,

c) compounds with a molecular weight of 61 to 499 having at least two hydrogen atoms that are reactive towards isocyanates, and optionally

d) further auxiliaries and additives,

characterized in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1:0.80 and 1:1.05 (isocyanate:isocyanate-reactive), and

ii) the compound b) contains 3 to 15% by wt. of amide bonds ##STR1##

Claims

1. Polyurethane elastomers with reduced gas permeability obtained by reaction of a mixture consisting of:

a) diisocyanates,

b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen groups that are reactive towards isocyanates,

c) compounds with a molecular weight of 61 to 499 having at least two hydrogen groups that are reactive towards isocyanates, and optionally,

d) additives,

characterised in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1;

0.80 and 1;

1.05 (isocyanate;

isocyanate-reactive),

ii) the compound b) is a polyester polyol prepared by forming a reactant mixture consisting of adipic acid, ethylene glycol and ε

-caprolactam, wherein the reactant mixture contains 10 to 40% by wt. of ε

-caprolactam, and then reacting the adipic acid with the ethylene glycol and the ε

-caprolactam, said polyester polyol containing 3 to 15% by wt., based on the weight of compound b), of amide bonds ##STR8## iii) the component d) is at least one material selected from the group consisting of fillers, antistatic agents, anti-ageing agents, flame retardants, pigments, plasticizers, inert solvents, slip agents, inorganic catalysts and organic catalysts.

2. Polyurethane elastomers according to claim 1, wherein said fillers are reinforcing agents.

3. Polyurethane elastomers according to claim 1, wherein said pigments are dyes.

4. Polyurethane elastomers according to claim 1, wherein said slip agents are release agents.

5. Polyurethane elastomers according to claim 4, wherein component d) is at least one material selected from the group consisting of fillers, antistatic agents, flame retardants, plasticizers and release agents.

6. Polyurethane elastomers with reduced gas permeability obtained by reaction of a mixture consisting of:

(a) diisocyanates,

(b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen groups that are reactive towards isocyanates,

(c) compounds with a molecular weight of 61 to 499 having at least two hydrogen groups that are reactive towards isocyanates, and optionally,

(d) additives,

characterised in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1;

0.80 and 1;

1.05,

ii) the compound b) is a polyester polyol prepared by forming a reactant mixture consisting of adipic acid, butane 1,4-diol and ε

-caprolactam, and then reacting the adipic acid with the butane 1,4-diol and the ε

-caprolactam, said polyester polyol containing 3 to 15% by wt., based on the weight of compound b), of amide bonds ##STR9## iii) the component d) is at least one material selected from the group consisting of fillers, antistatic agents, anti-ageing agents, flame retardants, pigments, plasticizers, inert solvents, slip agents, inorganic catalysts and organic catalysts.

7. A process for the preparation of polyurethane elastomers with reduced gas permeability by reaction of a mixture consisting of:

a) diisocyanates,

b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen groups that are reactive towards isocyanates,

c) compounds with a molecular weight of 61 to 499 having at least two hydrogen groups that are reactive towards isocyanates, and optionally,

d) additives,

characterised in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1;

0.80 and 1;

1.05 (isocyanate;

isocyanate-reactive),

ii) the compound b) is a polyester polyol prepared by forming a reactant mixture consisting of adipic acid, ethylene glycol and ε

-caprolactam, wherein the reactant mixture contains 10 to 40% by wt. of ε

-caprolactam, and then reacting the adipic acid with the ethylene glycol and the ε

-caprolactam, said polyester polyol containing 3 to 15% by wt., based on the weight of compound b), of amide bonds ##STR10## iii) the component d) is at least one material selected from the group consisting of fillers, antistatic agents, anti-ageing agents, flame retardants, pigments, plasticizers, inert solvents, slip agents, inorganic catalysts and organic catalysts.

8. Vulcanized polyurethane elastomers with reduced gas permeability obtained by reaction of a mixture consisting of:

a) diisocyanates,

b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen groups that are reactive towards isocyanates,

c) compounds with a molecular weight of 61 to 499 having at least two hydrogen groups that are reactive towards isocyanates, and optionally,

d) additives,

characterised in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1;

0.80 and 1;

1.05 (isocyanate;

isocyanate-reactive),

ii) the compound b) is a polyester polyol prepared by forming a reactant mixture consisting of adipic acid, ethylene glycol and ε

-caprolactam, wherein the reactant mixture contains 10 to 40% by wt. of ε

-caprolactam, and then reacting the adipic acid with the ethylene glycol and the ε

-caprolactam, said polyester polyol containing 3 to 15% by wt., based on the weight of compound b), of amide bonds ##STR11## iii) the component d) is at least one material selected from the group consisting of fillers, antistatic agents, anti-ageing agents, flame retardants, pigments, plasticizers, inert solvents, slip agents, inorganic catalysts and organic catalysts, and subsequent vulcanization of the reaction product of components a), b), c) and d) either with sulphur or peroxides.

9. A process for the preparation of vulcanized polyurethane elastomers with reduced gas permeability by reaction of a mixture consisting of:

a) diisocyanates,

b) compounds with a molecular weight of 500 to 10,000 having at least two hydrogen groups that are reactive towards isocyanates,

c) compounds with a molecular weight of 61 to 499 having at least two hydrogen groups that are reactive towards isocyanates, and optionally,

d) additives,

characterised in that

i) the ratio of the isocyanate groups in a) to the sum of the isocyanate-reactive groups in b) and c) is between 1;

0.80 and 1;

1.05 (isocyanate;

isocyanate-reactive),

ii) the compound b) is a polyester polyol prepared by forming a reactant mixture consisting of adipic acid, ethylene glycol and ε

-caprolactam, wherein the reactant mixture contains 10 to 40% by wt. of ε

-caprolactam, and then reacting the adipic acid with the ethylene glycol and the ε

-caprolactam, said polyester polyol containing 3 to 15% by wt., based on the weight of compound b), of amide bonds ##STR12## iii) the component d) is at least one material selected from the group consisting of fillers, antistatic agents, anti-ageing agents, flame retardants, pigments, plasticizers, inert solvents, slip agents, inorganic catalysts and organic catalysts, and subsequent vulcanization of the reaction product of components a), b), c) and d) either with sulphur or peroxides.