Chester S Sheppard

US Patent:

40751996, Feb 21, 1978

Filed:

Dec 19, 1973

Appl. No.:

5/426411

Inventors:

Ronald Edward MacLeay - Williamsville NY
Chester Stephen Sheppard - Tonawanda NY
Harold Carl Lange - Grand Island NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C07C10702
B01J 2724
C08J 900
C08G 6312

US Classification:

260192

Abstract:

Tertiary-aliphatic alpha-peroxyazo compounds represented by the structure ##STR1## processes for preparing these compounds by reacting ##STR2## with salts or salt solutions of HOOH (III), (r"). sub. 3 cooh (iv), ##STR3## and the use of these novel compounds as polymerization initiators for vinyl monomers and as curing agents for resins. For example, 2-t-butylazo-2-(t-butylperoxy)-propane is prepared by reacting the potassium salt of t-butyl-hydroperoxide with 2-t-butylazo-2-chloropropane; and the product is used to cure unsaturated polyester resin at room temperature and to polymerize vinyl chloride at 20. degree. -30. degree. C.

US Patent:

42194768, Aug 26, 1980

Filed:

May 14, 1976

Appl. No.:

5/686603

Inventors:

Ronald E. MacLeay - Williamsville NY
Chester S. Sheppard - Kenmore NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C07C10702
C07C10706
C08F 404

US Classification:

260192

Abstract:

An unsymmetrical azo compound having the formula ##STR1## is provided wherein R" is an alkyl or aralkyl and R. sub. 3 and R. sub. 4 are hydrogen or aliphatic. The compound is useful as a vinyl polymerization initiator, a polyester resin curing agent and a blowing agent for foamed plastics.

US Patent:

39377610, Feb 10, 1976

Filed:

Dec 26, 1973

Appl. No.:

5/428494

Inventors:

Ronald Edward Mac Leay - Williamsville NY
Chester Stephen Sheppard - Tonawanda NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C08L 3102
C08L 2508
C09B 3102
C09B 2922

US Classification:

260885

Abstract:

Novel symmetrical bis(unsymmetrical t-alkyl and t-aralykl azo) compounds of the general formula I: R -- N = N -- R. sub. 12 -- N = N -- R' (I) wherein R = R' = (R"). sub. 3 C--, e. g. , 1,2-ethylene bis(4-t-butylazo-4-cyanovalerate); and the use of I for sequential generation of free radicals, e. g. styrene monomer and 1,2-ethylene bis(4-t-butylazo-4-cyanovalerate) are reacted to obtain polystyrene containing attached azo groups which in turn is reacted with methyl methacrylate monomer to obtain a block copolymer of polystyrene and poly(methyl methacrylate).

US Patent:

39622100, Jun 8, 1976

Filed:

Mar 21, 1974

Appl. No.:

5/453456

Inventors:

Ronald Edward MacLeay - Williamsville NY
Chester Stephen Sheppard - Tonawanda NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C07C10702

US Classification:

260192

Abstract:

Novel t-aliphatic. alpha. -(sulfo) azo compounds: ##EQU1## and the use of compounds I as polymerization initiators for vinyl monomers and as curing agents for resins. For example, 2-t-butylazo-2-thiophenoxy-4-methylpentane, prepared by reacting a solution of thiophenol and sodium hydroxide in methanol with 2-t-butylazo-2-chloro-4-methylpentane at 10. degree. - 15. degree. C. , is used to cure an unsaturated polyester-styrene resin at 115. degree. C. and to polymerize styrene at 115. degree. C.

US Patent:

39651452, Jun 22, 1976

Filed:

Jan 16, 1974

Appl. No.:

5/433945

Inventors:

Antonio Joseph D'Angelo - Englishtown NJ
Orville Leonard Mageli - Kenmore NY
Chester Stephen Sheppard - Kenmore NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C07C17918
C07C17920

US Classification:

260471C

Abstract:

A new class of compounds: R--W--R' were R and R' are identical oxy radicals containing peroxide functions such as dialkyl or diaralkyl peroxide, peroxyketal, peroxyester, or monoperoxycarbonate, and W is a carbonyl group, or carbonyl containing group, or an alkylidene or aralkylidene group, or a phosphorus containing group. Examples Di[1,3-dimethyl-3-(t-butylperoxy)butyl]carbonate; Di[1,3-dimethyl-3-(n-butoxycarbonylperoxy)butyl]carbonate; 2,2-Bis[3,3-di(t-butylperoxy)butoxy]propane; Di[1,3-dimethyl-3-(t-butylperoxy)butyl]ethyl phosphate. They are free radical affording compounds useful in crosslinking of polyolefins and unsaturated polymers, and for the polymerization of vinyl monomers and diolefinic monomers.

US Patent:

40630129, Dec 13, 1977

Filed:

Apr 19, 1976

Appl. No.:

5/678088

Inventors:

Ronald Edward MacLeay - Williamsville NY
Chester Stephen Sheppard - Tonawanda NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C08F 400
C08F 404
C08F 1406

US Classification:

526219

Abstract:

New aliphatic azo compounds containing an. alpha. -hydroperoxy group and the alkali metal and alkaline earth metal salts thereof as represented by the general structure ##STR1## processes for preparing I where M is H and R is t-aliphatic by reacting t-aliphatic azo compounds having an. alpha. -halo substituent with about an equimolar amount of sodium or hydrogen peroxide; processes for converting I where M is H to its alkali or alkaline earth metal salt by reaction with aqueous solutions of the corresponding base or with calcium or sodium hydride; and the use of these novel compounds as polymerization initiators for vinyl monomers and as curing agents for resins. For example, 2-t-butylazo-2-hydroperoxy-4-methylpentane is prepared from sodium peroxide and 2-t-butylazo-2-chloro-4-methylpentane and used to polymerize vinyl chloride and to cure unsaturated polyester resin.

US Patent:

41015223, Jul 18, 1978

Filed:

Feb 25, 1976

Appl. No.:

5/661458

Inventors:

Chester Stephen Sheppard - Tonawanda NY
Ronald Edward MacLeay - Williamsville NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C08G 6368

US Classification:

528292

Abstract:

A. A novel class of azo compounds R-N. dbd. N-R. sub. 1 where R and/or R. sub. 1 are groups containing an acylating function, e. g. , acyl chloride, chloroformate or anhydride. Example: Cis-4,4'-Azobis-(4-cyanovaleryl chloride). B. a novel class of azo containing polymers (R'--N. dbd. N--C(R. sub. 2)(R. sub. 2 ') --R. sub. 2 "--Y). sub. m --E--(Z). sub. n wherein R' is t-aliphatic, formed by reacting a polymer having at least one group reactive with an acyl group and a compound as in "A" containing only one acylating function. Example: the reaction product of 4-t-butylazo-4-cyanovaleryl chloride and hydroxyl terminated polybutadiene liquid resin. C. a novel class of azo containing polymers Z(E--Y--R. sub. 2 "--C(R. sub. 2)(R. sub. 2 ')--N. dbd. N--C(R. sub. 2)(R. sub. 2 ')--R. sub. 2 "--Y). sub. m' --E--Z, formed by the reaction of a compound as in "A" having two acylating functions with (1) a monomer having two acyl-reactive groups and a monomer having two acylating functions, or (2) a polymer having at least one acyl-reactive group. D.

US Patent:

39562697, May 11, 1976

Filed:

Jan 22, 1974

Appl. No.:

5/435623

Inventors:

Chester S. Sheppard - Buffalo NY
Ronald E. MacLeay - Buffalo NY

Assignee:

Pennwalt Corporation - Philadelphia PA

International Classification:

C07C10702

US Classification:

260192

Abstract:

Compounds which contain azo linkages as well as the radical of an ultraviolet light stabilizing group are described. These compounds function as polymerization initiators which cause an ultraviolet light stabilization group to be chemically bound to the polymer.