# US 5,326,841 A · Germicidal barriers

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- Number: US 5,326,841 A
- Document ID: US5326841A
- Status: Granted
- Kind: A
- Application number: 07/370,683
- Filed: 1989-06-23
- Granted: 1994-07-05
- Earliest claimed: 1989-01-25
- Assignees: Epitope, Inc.
- Inventors: Jack H. Fellman
- Web page: https://patentgrep.com/patent/US5326841A

## CPC

- C08G 77/54: Nitrogen-containing linkages
- A61L 31/06: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds {(A61L31/041 takes precedence)}
- C08F 226/00: Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08G 18/0814: {containing ammonium groups or groups forming them}
- C08G 63/6854: {derived from polycarboxylic acids and polyhydroxy compounds}
- A61B 42/00: Surgical gloves; Finger-stalls specially adapted for surgery; Devices for handling or treatment thereof
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- A61B: DIAGNOSIS; SURGERY; IDENTIFICATION (usefulness limited to only animals A61D)

## Abstract

Disclosed is an elastomeric article comprising the cross-linked, polymerized product of (i) a quaternary ammonium compound having the formula N.sup.+ R.sub.4 X.sup.- wherein at least one of the R groups is unsaturated alkyl and the remaining R groups alkyl or aryl and X is halogen or a small anion with (ii) a free-radical co-polymerizable compound.

## Claims

### Claim 1

An elastomeric article comprising the cross-linked, polymerized product of (i) a quaternary ammonium compound having the formula N.sup.+ R.sub.4 X.sup.- wherein at least one of the R groups is a hydrophobic unsaturated alkyl and the remaining R groups are hydrophobic alkyl or aryl and X is halogen or a small anion with (ii) a free-radical co-polymerizable compound, wherein the product is complexed with iodine.

### Claim 2 (depends on 1)

The article of claim 1 wherein the quaternary ammonium compound is N-trimethyl-N-oleylammonium iodide.

### Claim 3 (depends on 1)

The article of claim 1 wherein the co-polymerizable compound is latex rubber.

### Claim 4 (depends on 1)

The article of claim 1 wherein the copolymerizable compound is a mixture of methyl vinylcyclosiloxane and dimethylsiloxane.

### Claim 5 (depends on 1)

The article of claim 1 wherein the co-polymerizable compound is an acrylamide.

### Claim 6 (depends on 1)

The article of claim 1 complexed with iodine.

### Claim 7

A process for making an elastomeric article comprising the steps of:
(a) polymerizing (i) a quaternary ammonium compound having the formula N.sup.+ R.sub.4 X.sup.- wherein at least one of the R groups is a hydrophobic unsaturated alkyl and the remaining R groups hydrophobic alkyl or aryl and X is halogen or a small anion with (ii) a free-radical co-polymerizable compound,
(b) forming the article from the resulting polymer,
(c) cross-linking the resulting polymer, and
(d) complexing the resulting article with iodine.

### Claim 8

A process for making a polymer comprising the steps of
(a) polymerizing (i) a quaternary ammonium compound of the formula ##STR8## wherein --Y is --OH or --NH.sub.2, R.sup.1 and R.sup.2 are independently alkyl or aryl, X is halogen or a small anion, and n is an integer from 0-50 with (ii) a condensation co-polymerizable compound,
(b) cross-linking the resulting polymer to make an article, and
(c) complexing the article with iodine.

### Claim 9 (depends on 8)

The process of claim 8 wherein R.sub.1 is methyl, R.sub.2 is stearyl, and n is 24.

### Claim 10 (depends on 8)

The process of claim 8 wherein --Y is --OH and the co-polymerizable compound is a silanol, hydrolyzable silane, or mixture thereof.

### Claim 11 (depends on 8)

The process of claim 8 wherein the co-polymerizable compound is a mixture of a diisocyanate and a glycol.

### Claim 12 (depends on 8)

The process of claim 8 wherein --Y is --OH and the co-polymerizable compound is a polydimethylsiloxane.

### Claim 13

A composition comprising a polymer having repeating units of the formula ##STR9## or ##STR10## or ##STR11## or ##STR12## or ##STR13## wherein R.sup.1 and R.sup.2 are independently alkyl or aryl, X is halogen or a small anion, and n is an integer from 1-50.

### Claim 14 (depends on 13)

The composition of claim 13 having repeating units of the formula ##STR14##

### Claim 15 (depends on 13)

The composition of claim 13 having repeating units of the formula ##STR15##

### Claim 16 (depends on 13)

The composition of claim 13 having repeating units of the formula ##STR16##

### Claim 17 (depends on 13)

The composition of claim 13 having repeating units of the formula ##STR17##

### Claim 18 (depends on 13)

The composition of claim 13 having repeating units of the formula ##STR18##

### Claim 19 (depends on 14)

An elastomeric article comprising the polymer of claim 14.

### Claim 20 (depends on 19)

The article of claim 19 complexed with iodine.

### Claim 21 (depends on 15)

An elastomeric article comprising the polymer of claim 15.

### Claim 22 (depends on 21)

The article of claim 21 complexed with iodine.

### Claim 23 (depends on 16)

An elastomeric article comprising the polymer of claim 16.

### Claim 24 (depends on 23)

The article of claim 23 complexed with iodine.

### Claim 25 (depends on 17)

An elastomeric article comprising the polymer of claim 17.

### Claim 26 (depends on 25)

The article of claim 25 complexed with iodine.

### Claim 27 (depends on 18)

An elastomeric article comprising the polymer of claim 18.

### Claim 28 (depends on 27)

The article of claim 27 complexed with iodine.

### Claim 29 (depends on 7)

The method of claim 7 further comprising the step of complexing the elastomeric article with iodine.