Elf Atochem North America, Inc.

Atochem North America, Inc.

Pennwalt Corporation

Terry N Myers

Ronald E MacLeay

Arthur L Baron

Jerome Wicher

Hindered amine light stabilizers are provided in which the hindered amine is contained in a unit of formula ##STR1## where X is ##STR2## and R.sup.1, R.sup.2, R.sup.3 and A are as defined as in the Summary of the Invention. Unique polymeric and non-polymeric compounds containing this unit are useful as additives for the stabilization of polymeric compositions which are normally subject to thermal, oxidative or actinic light degradation.

Hindered amine light stabilized polymer compositions

Hindered amine light stabilizers are provided in which the hindered amine is contained in a unit of formula ##STR1## where X is ##STR2## and R.sup.1, R.sup.2, R.sup.3, and A are as defined as in the Summary of the Invention. Unique polymeric and non-polymeric compounds containing this unit are useful as additives for the stabilization of polymeric compositions which are normally subject to thermal, oxidative or actinic light degradation.

Piperidinyl phthalimide hindered amine light stabilizers

New and novel stabilized polymer compositions and processes for preparing them which employ new and novel carboxylic acid hydrazides bearing a 2,2,6,6-tetra-alkyl-4-piperidine ring and new and novel polymeric compositions stabilized therewith are provided.

Hindered amine light stabilizer hydrazides

Hydrazide functionalized benzotrialzole and oxanilide ultraviolet absorbers (Formulas I and II) useful for stabilizing coreactive or inert polymeric compositions and novel intermediates (Formula III used to make certain types of compounds of Formula I) are disclosed and have the general formulas: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, R.sup.8, R.sup.9, X, Y, all substituents thereof, and n are set forth in the Summary of the Invention.

Benzotriazole and oxanilide UV absorber hydrazides

Hindered amine light stabilizers are provided in which the hindered amine is contained in a unit of formula ##STR1## and R.sup.1, R.sup.2, R.sup.3, and A are as defined as in the Summary of the Invention. Unique polymeric and non-polymeric compounds containing this unit are useful as additives for the stabilization of polymeric compositions which are normally subject to thermal, oxidative or actinic light degradation.

Benzotriazole UV absorber hydrazides

Polymeric flame retardants comprise halogenated aromatic compounds having acylamino functional groups which are chemically bonded to cyclic imide-containing or imide-forming polymers or copolymers. The polymeric flame retardants are prepared by the reaction of halogenated aromatics containing a reactive hydrazido group with some or all of the anhydride groups of an cyclic alpha, beta-unsaturated dicarboxylic acid anhydride polymer or copolymer to form pendant halogenated-aromatic-substituted imide or amic acid groups. In addition, polymeric flame retardants are used to render thermoplastic resins less flammable under conditions which promote combustion. Novel flame retardant hydrazides are disclosed.

Flame retardants compounds

Ultraviolet light stabilizers are chemically bound to anhydride containing polymers or copolymers. Polymeric stabilizers are prepared by the reaction of primary amino or hydrazido-substituted UV absorbers with some or all of the anhydride groups of the polymer or copolymer to form pendant stabilizer substituted imide or amic acid groups. The polymer bound stabilizers are not lost from the polymer system by volatilization, migration, or extraction, even at high temperature. The polymer stabilizers of this invention may be used as they are or as concentrates to stabilize other polymer systems.

Hydrazido functionalized 2-(2-hydroxyphenyl)-2H-benzotriazoles

Polymeric flame retardants comprise halogenated aromatic compounds having acylamino functional groups which are chemically bonded to cyclic imide-containing or imide-forming polymers or copolymers. The polymeric flame retardants are prepared by the reaction of halogenated aromatics containing a reactive hydrazido group with some or all of the anhydride groups of an cyclic alpha, beta-unsaturated dicarboxylic acid anhydride polymer or copolymer to form pendant halogenated-aromatic-substituted imide or amic acid groups. In addition, polymeric film retardants are used to render thermoplastic resins less flammable under conditions which promote combustion. Novel flame retardant hydrazides are disclosed.

Compositions comprising polymer bond flame retardants

Stabilized polyurethanes, polyureas and polyurethane-polyurea polymers having hindered amine light stabilizers (HALS) bonded thereto by means of a hydrazide functionality attached to the HALS are provided. The synergistic effect of a second amide functional group in the HALS-hydrazide provides improved photostabilization efficiency as compared to HALS-hydrazides of the prior art.

Hindered amine light stabilizer hydrazides for stabilizing polyurethane,

New and novel carboxylic acid hydrazides bearing a 2,2,6,6-tetra-alkyl-4-piperidine ring and new and novel polymeric compositions stabilized therewith are provided. The novel compounds which contain a light stabilizing group and a reactive hydrazide functionality in the same molecule are prepared by hydrazinolysis of the ester group of an intermediate carboxylic acid ester which contains the 2,2,6,6-tetralkylpiperidine moiety.

Polymer bound stabilizer compounds are provided in which two or more different classes of stabilizers are chemically bound to anhydride containing polymers or copolymers. Polymeric stabilizers are prepared by the reaction of primary amino or hydrazido substituted stabilizers (i.e., antioxidants, light stabilizers, etc.) with some or all of the anhydride groups of the polymer or copolymer to form pendant stabilizer substituted imide or amic acid groups. The polymer bound stabilizers are not lost from the polymer system by volatilization, migration or extraction, even at high temperatures. The polymer bound stabilizer compounds may be used as concentrates to stabilize other polymer systems.

Process for preparing multipurpose polymer bound stabilizers and polymer

Ultraviolet light stabilizers are chemically bound to anhydride containing polymers or copolymers. Polymeric stabilizers are prepared by the reaction of primary amino or hydrazido-substituted UV absorbers with some or all of the anhydride groups of the polymer or copolymer to form pendant stabilizer substituted imide or amic acid groups. The polymer bound stabilizers are not lost from the polymer system by volatilization, migration, or extraction, even at high temperature. The polymeric stabilizers of this invention may be used as they are or as concentrates to stabilize other polymer systems.

Process for preparing polymer bound UV stabilizers

Hydrazide functionalized 2-hydroxybenzophenone ultraviolet light and heat stabilizers and derivatives are disclosed having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, X, Y, Z, all substituents thereof, and n are set forth in the Summary of the Invention. Y--N(R.sup.6)--Z is the hydrazide or derivative group and --X--R.sup.5 -- links the hydrazide group to an aromatic nucleus of the optionally substituted benzophenone group. Derivatives are, for example, acyl hydrazides, diacyl hydrazides (including imides), hydrazones and alkyl hydrazides. The compounds are useful as ultraviolet light absorbers and heat stabilizers for plastics.

2-hydroxybenzophenone hydrazides and derivatives thereof

Polymeric flame retardants comprise halognenated aromatic compounds having acylamino functional groups which are chemically bonded to cyclic imide-containing or imide-forming polymers or copolymers. The polymeric flame retardants are prepared by the reaction of halogenated aromatics containing a reactive hydroazido group with some or all of the anhydride groups of an cyclic alpha, beta-unsaturated dicarboxylic acid anhydride polymer or copolymer to form pendant halogenated-aromatic-substituted imide or amic acid groups. In addition, polymeric flame retardants are used to render thermoplastic resin less flammable under conditions which promote combustion. Novel flame retardant hydrazides are disclosed.

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Williamsville, NY, United States of America

Terry N Myers