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# (12) United States Patent 

# Galbo et al. 

# (54) HYDROXY-SUBSTITUTED N-ALKOXY HINDERED AMINES AND COMPOSITIONS STABILIZED THEREWITH 

(75) Inventors: James Peter Galbo, Wingdale, NY (US); Gerald A. Capocci, Greenwich, CT (US); Nancy N. Cliff, Ringwood, NJ (US); Robert E. Detlefsen, Putnam Valley, NY (US); Michael P. DiFazio, Mobile, AL (US); Ramanathan Ravichandran, Nanuet, NY (US); Peter Solera, Suffern, NY (US); Christophe Bulliard, Basel (CH) 

(73) Assignee: Ciba Specialty Chemicals Corporation, Tarrytown, NY (US) 

( *) Notice: Subject to any disclaimer, the term of this patent is extended or adjusted under 35 U.S.C. 154(b) by O days. 

(21) Appl. No.: 09/969,737 

(22) Filed: Oct. 3, 2001 

## (65) Prior Publication Data 

US 2002/0058735 Al May 16, 2002 

(60) Division of application No. 09/505,529, filed on Feb. 17, 2000, now Pat. No. 6,392,041, which is a continuation-in› part of application No. 09/257,711, filed on Feb. 25, 1999, now Pat. No. 6,271,377. 

(51) Int. Cl.7 ..................... C0SK 5/3435; C08K 5/3492 

(52) U.S. Cl. ........................... 524/102; 524/91; 524/94; 524/99; 524/100; 524/101; 524/125; 524/127; 524/149; 524/189; 524/290; 524/359; 524/371; 524/394; 524/399; 524/409; 524/432; 524/425; 524/442; 524/445; 524/449; 524/451; 524/494 

(58) Field of Search .............................. 524/91, 94, 99, 524/100, 101,102,125,127,149,189, 290, 359, 371, 399, 425, 445, 449, 451, 432, 494, 442, 409 

## Related U.S. Application Data 

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# (10) Patent No.: US 6,586,507 B2 

# Jul. 1, 2003 (45) Date of Patent: 

## (56) References Cited 

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S. Nigam et al., J. Chem. Soc., Trans. Faraday Soc. 1, (1976), vol. 72, pp. 2324--2340. 

K.-D. Asmus et al., Int. J. Radiat. Biol., (1976), vol. 29, No. 3, pp. 211-219. 

Chemical Abstr. 125:329586 for J. Am. Chem. Soc. (1996), 118(46), pp. 11467-11471. 

D. Gravert et al., J. Am. Chem. Soc. (1998), vol. 120, pp. 9481-9495. 

C. Hawker et al., JACS, vol. 118, No. 46, (1996), pp. 11467-11471. 

Primary Examiner----Kriellion A. Sanders 

(74) Attorney, Agent, or Firm-Tyler A. Stevenson; Luther AR. Hall 

## (57) ABSTRACT 

Hindered ammes substituted on the N-atom with an -O-E-OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal -O-E moieties. 

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US006586507B2 

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## FOREIGN PATENT DOCUMENTS 

## OTHER PUBLICATIONS 

## 34 Claims, No Drawings 

