Claims
- 1. A compound which is an azo derivative of formula IV ##STR28## where R.sub.1 is hydrogen, oxyl, hydroxyl, alkyl of 1 to 8 carbon atoms, alkyl of 2 to 4 carbon atoms substituted by one hydroxyl group, allyl, benzyl, benzyl substituted by one of two alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 18 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms or alkanoyl of 1 to 8 carbon atoms;
- X is --O-- or --NR.sub.2 -- where R.sub.2 is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, alkyl of 2 to 4 carbon atoms substituted by one alkoxy group of 1 to 12 carbon atoms or a group of formula II ##STR29## in which R.sub.1 is as defined above; and E is alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 14 carbon atoms or phenylalkyl of 7 to 22 carbon atoms, or
- E is --CONHR.sub.4, --CSNHR.sub.5, --COR.sub.6 COR.sub.7, --COR.sub.8 CONHR.sub.9, --COR.sub.10, --COOR.sub.11 or --SO.sub.2 R.sub.12,
- in which R.sub.4, R.sub.5, R.sub.7, R.sub.9, R.sub.10, R.sub.11 and R.sub.12 are each independently of the other hydrogen, alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 14 carbon atoms or phenylalkyl of 7 to 22 carbon atoms; and
- R.sub.6 and R.sub.8 are each independently of the other an alkylene of 1 to 12 carbons.
- 2. A stabilized polymer composition which comprises
- (a) a polymer, copolymer or polymer blend which contains in at least one polymer or polymer component significant ethylenic unsaturation, and
- (b) an effective stabilizing amount of an asymmetrical azo derivative grafted to said polymer or polymer component, said derivative having before grafting the structure of formula IV ##STR30## where R.sub.1 is hydrogen, oxyl, hydroxyl, alkyl of 1 to 8 carbon atoms, alkyl of 2 to 4 carbon atoms substituted by one hydroxyl group, allyl, benzyl, benzyl substituted by one of two alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 18 carbon atoms, cycloalkoxy of 5 to 12 carbon atoms or alkanoyl of 1 to 8 carbon atoms;
- X is --O-- or --NR.sub.2 -- where R.sub.2 is hydrogen, alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, alkyl of 2 to 4 carbon atoms substituted by one alkoxy group of 1 to 12 carbon atoms or a group of formula II ##STR31## in which R.sub.1 is as defined above; and E is a alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 14 carbon atoms or phenylalkyl of 7 to 22 carbon atoms, or
- E is --CONHR.sub.4, --CSNHR.sub.5, --COR.sub.6 COR.sub.7, --COR.sub.8 CONHR.sub.9, --COR.sub.10, --COOR.sub.11 or --SO.sub.2 R.sub.12,
- in which R.sub.4, R.sub.5, R.sub.7, R.sub.9, R.sub.10, R.sub.11 and R.sub.12 are each independently of the other hydrogen, alkyl of 1 to 20 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, aryl of 6 to 14 carbon atoms or phenylalkyl of 7 to 22 carbon atoms; and
- R.sub.6 and R.sub.8 are each independently of the other an alkylene of 1 to 12 carbons.
- 3. A composition according to claim 2 wherein component (a) is a polymer, copolymer or polymer blend, having significant ethylenic unsaturation in at least one polymer or polymer component, selected from the group consisting of ABS, HIPS, emulsion SBR, PP/EPDM, PP/NBR, PP/NR, ABS/PC, ABS/nylon, ABS/PVC, ABS/polyester, ABS/SMA, ABS/polysulfone, ASA/PC, acetal/elastomer, polyester/elastomer, nylon/elastomer, PPO/NR, EPDM/NBR and EPDM/olefin.
- 4. A composition according to claim 3 wherein component (a) is ABS or ABS/PC.
- 5. A compound of formula IV according to claim 1, wherein E is an alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, phenyl or phenylalkyl of 7 to 14 carbon atoms.
- 6. A compound of formula IV according to claim 1, wherein E is alkyl of 1 to 10 carbon atoms, cyclohexyl, phenyl or phenylalkyl of 7 to 9 carbon atoms.
- 7. A compound of formula IV according to claim 1, wherein E is --CONHR.sub.4 or --CSNHR.sub.5 and R.sub.4 and R.sub.5 are each independently of the other alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, phenyl or phenylalkyl of 7 to 14 carbon atoms.
- 8. A compound of formula IV according to claim 1, wherein E is --CONHR.sub.4 or --CSNHR.sub.5 and R.sub.4 and R.sub.5 are each independently of the other alkyl of 1 to 10 carbon atoms, cyclohexyl, phenyl or phenylalkyl of 7 to 9 carbon atoms.
- 9. A compound of formula IV according to claim 1, wherein E is --COR.sub.6 COR.sub.7 or --COR.sub.8 CONHR.sub.9 and R.sub.6 and R.sub.8 are each independently of the other alkylene of 1 to 8 carbon atoms and R.sub.7 and R.sub.9 are each independently of the other alkyl of 1 to 8 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, aryl of 6 to 12 carbon atoms or phenylalkyl of 7 to 14 carbon atoms.
- 10. A compound of formula IV according to claim 1, wherein E is --COR.sub.10 and R.sub.10 is alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, phenyl or phenylalkyl of 7 to 14 carbon atoms.
- 11. A compound of formula IV according to claim 1, wherein E is --COOR.sub.11 or --SO.sub.2 R.sub.12 and R.sub.11 and R.sub.12 are each independently of the other alkyl of 1 to 8 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, aryl of 6 to 12 carbon atoms or phenyl alkyl of 7 to 14 carbon atoms.
- 12. A compound of formula IV according to claim 1, wherein R.sub.1 is alkyl of 1 to 4 carbon atoms, alkyl of 2 or 3 carbon atoms substituted by one hydroxyl group, alkoxy of 1 to 12 carbon atoms, cycloalkoxy of 5 or 6 carbon atoms or alkanoyl of 1 to 4 carbon atoms.
- 13. A compound of formula IV according to claim 1, wherein R.sub.1 is methyl, 2-hydroxyethyl, methoxy, heptyloxy, octyloxy, cyclohexyloxy, formyl or acetyl.
- 14. A compound of formula IV according to claim 1, wherein X is --O-- or --NR.sub.2 -- where R.sub.2 is hydrogen, butyl or dodecyl or a group of formula II.
- 15. A compound of formula IV according to claim 1, wherein X is --O--.
Parent Case Info
This is a divisional of Ser. No. 08/316,272, filed Sep. 30, 1994 now U.S. Pat. No. 5,470,980, which is a continuation in part of Ser. No. 08/224,616, filed Apr. 7, 1994; now U.S. Pat. No. 5,380,828, which is a continuation in part of Ser. No. 08/132,081, filed Oct. 5, 1993, now abandoned.
US Referenced Citations (12)
Foreign Referenced Citations (4)
Number |
Date |
Country |
303987 |
Feb 1989 |
EPX |
389429 |
Sep 1990 |
EPX |
0467344 |
Jan 1992 |
EPX |
2642446 |
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DEX |
Non-Patent Literature Citations (4)
Entry |
Chem. Abst. 89:431252 of DE 2642,446. |
S. S. Ivanov, et al., Rubber Chem. & Tech., 30, 895 (1957). |
D. S. Campbell et al., Polymer 20:393 (1979). |
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Divisions (1)
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Date |
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Parent |
316272 |
Sep 1994 |
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Continuation in Parts (2)
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224616 |
Apr 1994 |
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Parent |
132081 |
Oct 1993 |
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