# US 7,465,769 B2 · Nitroxide compounds for minimizing scorch in crosslinkable compositions

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- Number: US 7,465,769 B2
- Document ID: US7465769B2
- Status: Granted
- Kind: B2
- Application number: 11/539,815
- Filed: 2006-10-09
- Published: 2008-04-10
- Granted: 2008-12-16
- Earliest claimed: 2006-10-09
- Assignees: Dow Global Technologies LLC
- Inventors: Mohamed Esseghir; Bharat I. Chaudhary; Jeffrey M. Cogen; John Klier; Jinder Jow; Robert F. Eaton; Suzanne M. Guerra
- Web page: https://patentgrep.com/patent/US7465769B2

## CPC

- C08F 2/38: Polymerisation using regulators, e.g. chain terminating agents {, e.g. telomerisation}
- C08F 4/00: Polymerisation catalysts
- C08K 5/0025: {Crosslinking or vulcanising agents; including accelerators}
- C08K 5/3435: Piperidines
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Scorch is inhibited during the free-radical crosslinking of a crosslinkable polymer, e.g., an EPDM, by incorporating into the polymer before melt processing and crosslinking a scorch inhibiting amount of a derivative, preferably an ether, ester or urethane derivative, of a TEMPO compound, e.g., 4-hydroxy-tetrahydrocarbylpiperidin-1-oxyl. The scorch inhibitors of this invention perform as well, if not better, than their 4-hydroxy-tetrahydrocarbylpiperidin-1-oxyl counterparts in similar polymer compositions and under similar conditions in terms of scorch inhibition and ultimate degree of crosslinking, but exhibit less volatility and less migration within the polymer composition.

## Claims

### Claim 1

A polymer composition comprising a (i) free radical initiator, (ii) crosslinkable polymer, and (iii) scorch-inhibiting amount of a TEMPO scorch inhibitor that is at least one of methyl ether TEMPO, butyl ether TEMPO, hexyl ether TEMPO, allyl ether TEMPO and stearyl urethane TEMPO.

### Claim 2 (depends on 1)

The composition of claim 1 in which the TEMPO compound comprises at least about 0.01 wt % of the composition.

### Claim 3 (depends on 2)

The composition of claim 2 in which the free radical initiator is at least one of a peroxide or azo compound.

### Claim 4 (depends on 3)

The composition of claim 3 in which the crosslinkable polymer is at least one of an elastomeric or thermoplastic polyolefin.

### Claim 5

A method of inhibiting scorch of a polymer crosslinkable with a free radical initiator, the method comprising mixing with the polymer prior to free-radical crosslinking a scorch-inhibiting amount of a TEMPO compound that is at least one of methyl ether TEMPO, butyl ether TEMPO, hexvl ether TEMPO, allyl ether TEMPO and steary1 urethane TEMPO.

### Claim 6 (depends on 5)

The method of claim 5 in which the scorch inhibitor is an ether, ester or urethane derivative of a TEMPO compound.

### Claim 7 (depends on 5)

The method of claim 5 in which the scorch inhibitor is soluble in the crosslinkable polymer.