3-arylbenzofuranones as stabilizers

This invention described novel compounds of formula ##STR1## wherein the general symbols are as defined in claim 1, as stabilisers for protecting organic materials, in particular polymers and lubricants, against thermal, oxidative or light-induced degradation.

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Claims

2. A compound according to claim 1, wherein, when n is 1, R.sub.1 is thienyl, unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, hydroxy, halogen, amino, C.sub.1 -C.sub.4 alkylamino or di(C.sub.1 -C.sub.4 -alkyl)amino.

3. A compound according to claim 1, wherein

R.sub.3, R.sub.5 and R.sub.6 are hydrogen, R.sub.4 is a radical of formula III,
R.sub.16 and R.sub.17 are methyl groups or, together with the linking carbon atom, form a C.sub.5 -C.sub.8 -cycloalkylidene ring which is unsubstituted or substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl groups.

4. A compound according to claim 1, wherein

R.sub.2 is C.sub.1 -C.sub.4 alkyl,
R.sub.3 is hydrogen,
R.sub.4 is a radical of formula III,
R.sub.5 is hydrogen, and
R.sub.16 and R.sub.17, together with the linking carbon atoms, form a cyclohexylidene ring.

5. A composition comprising

a) an organic material which is susceptible to oxidative, thermal or light-induced degradation, and
b) at least one compound of formula I according to claim 1.

6. A composition according to claim 5, wherein component (a) is selected from the group consisting of a lubricant, a hydraulic fluid, a metal processing fluid and a natural, semisynthetic of synthetic polymer.

7. A composition according to claim 5, wherein component (a) is a lubricant of the series of the mineral oils, the synthetic oils or a mixture thereof.

8. A composition according to claim 5, wherein component (a) is a synthetic polymer.

9. A composition according to claim 5, wherein component (a) is a polyolefin.

10. A composition according to claim 5, wherein component (a) is polyethylene or polypropylene.

11. A composition according to claim 5, which contains component (b) in an amount of 0.0005 to 5% by weight, based on the weight of component a).

12. A composition according to claim 5, which comprises further additives in addition to components (a) and (b).

13. A composition according to claim 12, which comprises as further additives phenolic antioxidants, light stabilisers and/or processing stabilisers.

14. A composition according to claim 13, which comprises as further additive at least one compound of the organic phosphite or phosphonite type.

15. A process for stabilising an organic material against oxidative, thermal or light-induced degradation, which comprises incorporating therein or applying thereto at least one compound of formula I as defined in claim 1.

Referenced Cited
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4325863 April 20, 1982 Hinsken et al.
4338244 July 6, 1982 Hinsken et al.
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5322525 June 21, 1994 Rembold et al.
Foreign Patent Documents
415887 March 1991 EPX
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4202276 August 1992 DEX
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Other references
  • T. Yamaguchi, Applied Catalysis, 61 (1990), pp. 1-25. J. Mowan et al., Bull. Soc. Chim. FR. 1979, pp. 583-591. Derw. Abstr. 94-103409/13 for EP 589,839 (1994). Derw. Abstr. 94-111456/14 for EP 591,102 (1994). Ullmanns Encyklopadie der technischen Chemie, vol. 13, 85-94 (1977). Houben-Weyl, Methoden der Organischen Chemie, vol. VI/IC, p. 1030 (1976). Monatshefte fur Chemie 99, pp. 2223-2226, (1968). M. Julia et al., Bull. Soc. Chim. FR. 1965, 2175. J. Org. Chem. 57, pp. 362-366, (1992). Monatshefte fur Chemie, 99, pp. 990-994 (1968). Beilstein, EIII/IV, 18, pp. 154-166, (1975). Beilstein, 18, 17 (1934). Organikum, pp. 402-408 (1986). Organikum, pp. 186-191 (1986). J. Chem. Soc. Chem. Commun. 1989, 1353. J. Chem. Soc. Chem. Commun. 1980, 851.
Patent History
Patent number: 5955619
Type: Grant
Filed: Jul 23, 1998
Date of Patent: Sep 21, 1999
Inventors: Peter Nesvadba (1723 Marly), Samuel Evans (1723 Marly), Christoph Krohnke (79206 Breisach), Jurg Zingg (4153 Reinach)
Primary Examiner: Robert W. Ramsuer
Application Number: 9/121,583