Latex containing odor inhibitor

• US 4,617,230 A
• Filed: 01/21/1986
• Issued: 10/14/1986
• Est. Priority Date: 12/27/1983
• Status: Expired due to Term

• Current Assignee: Noveon IP Holdings Corp. (Berkshire Hathaway Incorporated)
• Original Assignee: Goodrich Corporation (Rtx Corporation)
• Inventors: Shah, Pravinchandra K., Antlfinger, George J.
• Primary Examiner(s): Bell, James J.
• Application Number:
  US06/820,050
• Time in Patent Office: 266 Days
• Field of Search: 428/274, 428/288, 428/289, 428/290, 428/905, 428/113, 524/831, 427/36, 427/332
• US Class Current: 442/83
• CPC Class Codes: D04H 1/587 characterised by the bonding agents used
• CPC Class Codes: D04H 1/64 the bonding agent being applied in wet state, e.g. chemical agents in dispersions or solutions
• CPC Class Codes: Y10S 428/905 Odor releasing material
• CPC Class Codes: Y10S 428/913 Material designed to be responsive to temperature, light, moisture
• CPC Class Codes: Y10T 442/2197 Nitrogen containing
• CPC Class Codes: Y10T 442/2779 Coating or impregnation contains an acrylic polymer or copolymer [e.g., polyacrylonitrile, polyacrylic acid, etc.]
• CPC Class Codes: Y10T 442/2869 Coated or impregnated regenerated cellulose fiber fabric

Abstract

A nonwoven fabric repellent to body fluids and having reduced odor on sterilization by irradiation or steam is made by bonding nonwoven fibers with a saturated latex, forming said nonwoven fabric, and sterilizing said fabric, said latex is prepared by polymerizing, in the presence of 0.1 to 2 weight parts of a free radical initiator and a sufficient amount of a nonionic or anionic emulsifier, 65 to 85 weight parts of a soft hydrophobic monomer having Tg of -80° C. to -20° C., 10 to 30 weight parts of a hard hydrophobic acrylate monomer having Tg of +40° C. to +120° C., 0.1 to 5 weight parts of an unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.1 to 5 weight parts of N-alkylol acrylamide or methacrylamide containing 1 to 10 carbon atoms, said latex has post-added and admixed therein 0.01 to 5 weight parts of an odor inhibition agent selected from amine-type antioxidants and hindered phenols that function to reduce odor of said fabric on sterilization thereof.

Claims

1. Sterilized nonwoven fabric that has a reduced odor on sterilization comprising nonwoven fibers bonded with a saturated latex prepared by free radical initiation comprising a preponderance of a soft hydrophobic monomer having Tg in the range of about -80°

C. to -20°

C., a lesser amount of a hard hydrophobic monomer having Tg in the range of about +40°

C. to +120°

C., a small amount of an unsaturated carboxylic acid, a small amount of N-alkylol acrylamide or methacrylamide, and a sufficient amount of an emulsifier, said latex having admixed therein about 0.01 to 5 weight parts per 100 weight parts of latex solids of an odor inhibition agent selected from amine-type antioxidants and hindered phenols that have the function of reducing the odor that is generated on sterilization of the nonwoven fabric.

2. Nonwoven fabric of claim 1 that is repellent to body fluids wherein said latex is prepared by polymerizing 65 to 85 weight parts of a soft acrylate monomer, 10 to 30 weight parts of a hard monomer, 0.1 to 5 weight parts of an unsaturated carboxylic acid containing 3 to 12 carbon atoms, and 0.1 to 5 weight parts of N-alkylol acrylamide or methacrylamide containing 1 to 10 carbon atoms in the alkyl group.

3. Nonwoven fabric of claim 2 wherein said odor inhibition agent is a hindered phenol selected from alkylated hydroquinones and phenols.

4. Nonwoven fabric of claim 3 wherein said odor inhibition agent is selected from the following structures A, B, C and D:

##STR17## where R groups are individually selected from hydrogen and alkyl groups of 1 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

R¹ groups are individually selected from hydroxyl and lower alkyl groups; and

X and Y are selected from lower alkylene groups and sulfur.

5. Nonwoven fabric of claim 4 wherein in said odor inhibition agent R groups are individually selected from hydrogen and alkyl groups of 3 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

the R¹ groups are individually selected from hydroxyl and alkyl groups of 1 to 3 carbon atoms; and

X and Y are selected from methylene and sulfur.

6. Nonwoven fabric of claim 3 wherein said odor inhibition agent selected from 2,2'"'"'-methylene-bis(4-ethyl- 6-t-butylphenol);

2,2'"'"'-methylene-bis(4-methyl-6-nonylphenol);

2,2'"'"'-methylene-bis(4-t-butyl-6-t-butylphenol);

2,2-methylene-bis(4-methyl-6-t-butylphenol);

butylated reaction product of p-cresol and dicyclopentadiene, 2,6-di-t-butyl-4-methylphenol;

reaction product of 4,4-isopropylidene-diphenol, isobutylene, and styrene;

2,2'"'"'-thio-bis(4-methyl-6-t-butylphenol);

4,4'"'"'-thio-bis(3-methyl-6-t-butylphenol);

1,3,5-trimethyl-2,4,6-tris(3,5-t-butyl-4-hydroxybenzyl)benzene;

di-t-amyl hydroquinone; and

3,5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris(2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H) trione.

7. Nonwoven fabric of claim 6 wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer homopolymer of which has Tg in the range of -60°

C. to -30°

C., 15 to 25 weight parts of said hard monomer homopolymer of which has Tg in the range of +80°

C. to +110°

C., 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

8. Nonwoven fabric of claim 7 made from fibers selected from natural, synthetic, and mixtures of such fibers, and sterilized by irradiation or steam wherein said soft monomer is selected from n-butyl acrylate, 2-ethylhexyl acrylate, and isobutyl acrylate;

said hard monomer is selected from styrene, 1-methyl styrene, methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and iso-butoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid.

9. Nonwoven fabric of claim 2 wherein said odor inhibition agent is an amine-type of antioxidant selected from ketone-amine condensation products, diarylamines, diaryldiamines, and ketone-diarylamine condensation products.

10. Nonwoven fabric of claim 2 wherein said odor inhibition agent is selected from polymeric dihydrotrimethylquinoline;

6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline;

N,N'"'"'-diphenyl-p-phenylene-diamine;

N,N'"'"'-di-β

-naphthyl-p-phenylenediamine;

alkylated diphenylamines; and

reaction products of diphenylamine and acetone.

11. Nonwoven fabric of claim 10 made from at least a preponderance of cellulose fibers and sterilized by irradiation or steam wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer, 15 to 25 weight parts of said hard monomer, 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

12. Nonwoven fabric of claim 11 wherein said soft monomer is selected from n-butyl acrylate, 2-ethylhexyl acrylate and isobutyl acrylate;

said hard monomer is selected from styrene, 1-methyl styrene, methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and iso-butoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid.

13. Method of making sterilized nonwoven fabric having reduced odor on sterilization comprising bonding nonwoven fibers with a saturated latex, forming a nonwoven fabric from the bonded fibers, and sterilizing said nonwoven fabric;

said nonwoven fibers are bonded with a latex prepared by free radical initiation comprising a preponderance of a soft hydrophobic monomer having Tg in the range of about -80°

C. to -20°

C., a lesser amount of a hard hydrophobic monomer having Tg in the range of about +40°

C. to +120°

C., a sufficient amount of an unsaturated carboxylic acid, a small amount of N-alkylol acrylamide or methacrylamide and a small amount of an emulsifier, said latex having admixed therein about 0.01 to 5 weight parts per 100 weight parts of latex solids of an odor inhibition agent selected from hindered phenols and amine-type antioxidants that have the function of reducing the odor that is generated on sterilization of the nonwoven fabric.

14. Method of claim 13, wherein said fabric is repellent to body fluids and wherein said latex is prepared by polymerizing 65 to 85 weight parts of a soft acrylate monomer, 10 to 30 weight parts of a hard monomer, 0.1 to 5 weight parts of an unsaturated carboxylic acid containing 3 to 12 carbon atoms, and 0.1 to 5 weight parts of N-alkylol acrylamide or methacrylamide containing 1 to 10 carbon atoms in the alkyl group.

15. Method of claim 14 wherein said odor inhibition agent is a hindered phenol selected from alkylated hydroquinones and phenols.

16. Method of claim 15 wherein said odor inhibition agent is selected from the following structures A, B, C and D:

##STR18## where R groups are individually selected from hydrogen and alkyl groups of 1 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

R¹ groups are individually selected from hydroxyl and lower alkyl groups; and

X and Y are selected from lower alkylene groups and sulfur.

17. Method of claim 16 wherein in said odor inhibition agent, R groups are individually selected from hydrogen and alkyl groups of 3 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

the R¹ groups are individually selected from hydroxyl and alkyl groups of 1 to 3 carbon atoms; and

X and Y are selected from methylene and sulfur;

said method also including the step of curing said nonwoven fabric prior to said sterilizing step.

18. Method of claim 15 wherein said agent odor inhibition is selected from 2,2'"'"'-methylene-bis(4-ethyl-6-t-butylphenol);

2,2'"'"'-methylene-bis(4-methyl-6-nonylphenol);

2,2'"'"'-methylene-bis(4-t-butyl-6-t-butylphenol);

2,2-methylene-bis(4-methyl-6-t-butylphenol);

butylated reaction product of p-cresol and dicyclopentadiene, 2,6-di-t-butyl-4-methylphenol;

reaction product of 4,4-isopropylidene-diphenol, isobutylene, and styrene;

2,2'"'"'-thio-bis(4-methyl-6-t-butylphenol);

4,4'"'"'-thio-bis(3-methyl-6-t-butylphenol);

1,3,5-trimethyl-2,4,6-tris(3,5-t-butyl-4-hydroxybenzyl)benzene;

di-t-amyl hydroquinone; and

3,5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris(2-hydroxyethyl)-s-triazine-2,4,6(1H,3H,5H)trione.

19. Method of claim 18 wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer homopolymer of which has Tg in the range of -60°

C. to -30°

C., 15 to 25 weight parts of said hard monomer homopolymer of which has Tg in the range of +80°

C. to +110°

C., 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

20. Method of claim 19 made from at least a preponderance of cellulose fibers and sterilized by irradiation or steam wherein said soft monomer is selected from n-butyl acrylate, 2-ethylhexyl acrylate, and isobutyl acrylate;

said hard monomer is selected from styrene, α

-methyl styrene, methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and iso-butoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid.

21. Method of claim 14 wherein said odor inhibition agent is an amine-type of antioxidant selected from ketone-amine condensation products, diarylamines, diaryldiamines, and ketone-diarylamine condensation products.

22. Method of claim 21 wherein said odor inhibition agent is selected from polymeric dihydrotrimethylquinoline;

6-ethoxy-1,2-dihydro-2,2,4-trimethylquinoline;

N,N'"'"'-diphenyl-p-phenylene-diamine;

N,N'"'"'-di-β

-naphthyl-p-phenylenediamine;

alkylated diphenylamines; and

reaction products of diphenylamine and acetone.

23. Method of claim 22 made from at least a preponderance of cellulose fibers and sterilized by irradiation or steam wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer homopolymer of which has Tg in the range of -60°

C. to -30°

C., 15 to 25 weight parts of said hard monomer homopolymer of which as Tg in the range of +80°

C. to +110°

C., 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

24. Method of claim 23 wherein said soft monomer is selected from n-butyl acrylate and 2-ethylhexyl acrylate;

said hard monomer is selected from styrene, α

-methyl styrene, and methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and iso-butoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid;

said method also including the step of curing said nonwoven fabric prior to said sterilizing step.

26. Latex of claim 24 wherein said latex is prepared by polymerizing 65 to 85 weight parts of a soft acrylate monomer, 10 to 30 weight parts of a hard monomer, 0.1 to 5 weight parts of an unsaturated carboxylic acid containing 3 to 12 carbon atoms, and 0.1 to 5 weight parts of N-alkylol acrylamide or methacrylamide containing 1 to 10 carbon atoms in the alkyl group.

27. Latex of claim 26 wherein said odor inhibition agent is a hindered phenol selected from alkylated hydroquinones and phenols.

28. Latex of claim 27 wherein said odor inhibition agent is selected from the following structures A, B, C and D:

##STR19## where R groups are individually selected from hydrogen and alkyl groups of 1 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

R¹ groups are individually selected from hydroxyl and lower alkyl groups; and

X and Y are selected from lower alkylene groups and sulfur.

29. Latex of claim 28 wherein in said odor inhibition agent R groups are individually selected from hydrogen and alkyl groups of 3 to 12 carbon atoms, with at least one R group being selected from the alkyl groups;

the R¹ groups are individually selected from hydroxyl and alkyl groups of 1 to 3 carbon atoms; and

X and Y are selected from methylene and sulfur.

30. Latex of claim 27 wherein said odor inhibition agent is selected from 2,2'"'"'-methylene-bis(4-ethyl- 6-t-butylphenol);

2,2'"'"'-methylene-bis(4-methyl-6-nonylphenol);

2,2'"'"'-methylene-bis(4-t-butyl-6-t-butylphenol);

2,2-methylene-bis(4-methyl-6-t-butylphenol);

butylated reaction product of p-cresol and dicyclopentadiene, 2,6-di-t-butyl-4-methylphenol;

reaction product of 4,4-isopropylidene-diphenol, isobutylene, and styrene;

2,2'"'"'-thio-bis(4-methyl-6-t-butylphenol);

4,4'"'"'-thio-bis(3-methyl-6-t-butylphenol);

1,3,5-trimethyl-2,4,6-tris(3,5-t-butyl-4-hydroxybenzyl)benzene;

di-t-amyl hydroquinone; and

3,5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris(2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H) trione.

31. Latex of claim 30 wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer homopolymer of which has Tg in the range of -60°

C. to -30°

C., 15 to 25 weight parts of said hard monomer homopolymer of which has Tg in the range of +80°

C. to +110°

C., 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, 0.1 said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

32. Latex of claim 31 wherein said soft monomer is selected from n-butyl acrylate, 2-ethylhexyl acrylate, and isobutyl acrylate;

said hard monomer is selected from styrene, α

-methyl styrene, methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and iso-butoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid.

33. Latex of claim 26 wherein said odor inhibition agent is an amine-type antioxidant selected from ketone-amine condensation products, diarylamines, diaryldiamines, and ketone-diarylamine condensation products.

34. Latex of claim 26 wherein said odor inhibition agent is selected from polymeric dihydrotrimethylquinoline;

6-ethoxy-1,2-dihydro-2,2,4-trimethylquinolone;

N,N'"'"'-diphenyl-p-phenylene-diamine;

N,N'"'"'-di-β

-naphthyl-p-phenylenediamine;

alkylated diphenyhlamines; and

reaction products of diphenylamine and acetone.

35. Latex of claim 34 wherein said latex is prepared by polymerizing, in presence of 0.1 to 2 weight parts of an initiator and less than 1.0 weight part of anionic emulsifier, 70 to 80 weight parts of said soft monomer, 15 to 25 weight parts of said hard monomer, 0.5 to 4 weight parts of said unsaturated carboxylic acid containing 3 to 6 carbon atoms, and 0.5 to 4 weight parts of said N-alkylol acrylamide or methacrylamide containing 1 to 4 carbon atoms in said alkyl group, said odor inhibition agent is admixed with said latex at a level of 0.1 to 1 weight part per 100 weight parts of latex solids.

36. Latex of claim 35 wherein said soft monomer is selected from n-butyl acrylate, 2-ethylhexyl acrylate and isobutyl acrylate;

said hard monomer is selected from styrene, α

-methyl styrene, methyl methacrylate;

said N-alkylol acrylamide or methacrylamide is selected from N-methylol acrylamide and methacrylamide, N-butylol acrylamide and methacrylamide, and n- and isobutoxy methyl acrylamide; and

said unsaturated acid is selected from acrylic acid, methacrylic acid, itaconic acid, fumaric acid, and maleic acid.

25. A saturated latex prepared by free radical initiation comprising a preponderance of a soft hydrophobic monomer having Tg in the range of about -80°

C. to -20°

, a lesser amount of a hard hydrophobic monomer having Tg in the range of about +40°

C. to +120°

C., a small amount of an unsaturated carboxylic acid, a small amount of N-alkylol acrylamide or methacrylamide, and a sufficient amount of an emulsifier, said latex having admixed therein about 0.01 to 5 weight parts per 100 weight parts of latex solids of an odor inhibition agent selected from amine-type antioxidants and hindered phenols that have the function of reducing the odor that is generated on sterilization of the nonwoven fabric bonded therewith.