公开(公告)号：EP0332761A3

公开(公告)日：1991-04-24

申请号：EP88121572.7

申请日：1988-12-23

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Sanchez, Jose ,  Stein, Daryl Lee

IPC: C08L101/00 ,  C08G63/76 ,  C08G65/00 ,  C08G75/14

CPC classification number: C08L69/00 ,  C08K5/42 ,  C08L101/00 ,  C08L2666/14

Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilities and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE® 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.

公开(公告)号：EP0303279A3

公开(公告)日：1990-08-01

申请号：EP88113132.0

申请日：1988-08-12

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Kazmierczak, Robert Thaddeus

IPC: C07D211/58 ,  C08K5/34

CPC classification number: C08K5/3435 ,  C07D211/58

Abstract: There are provided reactive hindered amine light stabilizers of the formula
wherein
R is e.g., hydrogen, hydroxyl or alkyl of 1 to 20 carbons; R 1 is, hydrogen or lower alkyl of 1 to 4 carbons; R 2 is, e.g., hydrogen or alkyl of 1 to 20 carbons; R 3 is, e.g., a direct bond or an alkylene or branched alkylene diradical of 1 to 14 carbons; and R 4 is, e.g., hydrogen or a primary or secondary alkyl group of 1 to 8 carbons, containing a light stabilizing group, a heat stabilizing group, and a reactive hydrazide functionality in the same molecule. The reactive stabilizers are prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with diesters (or mono ester acid chlorides) of dicarboxylic acids followed by hydrazinolysis of the ester group of the intermediate mono ester-amide. The compounds are useful for introducing permanent heat and light stability to coreactive polymers or copolymers.

公开(公告)号：EP0303988A2

公开(公告)日：1989-02-22

申请号：EP88113135.3

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Myers, Terry Ned

IPC: C08F8/30

CPC classification number: C08F8/30 ,  C08F212/08 ,  C08F222/06

Abstract: Ultraviolet light stabilizers are chemically bound to anhydride containing polymers or copolymers. The 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 polymers with recurring units selected from the formulas

or

or both in which the units occur, e.g., in the polymer backbone and wherein x is 0 or 1, R 1 and R 2 are, e.g., hydrogen or phenyl and G is, e.g.,

wherein R 3 and R 4 are, e.g., hydrogen or R 3 or R 4 is a connecting group X 1 which is, e.g., a direct bond. The polymer bound stabilizers are not lost from the polymer system by volatilization, migration, or extraction, even at high temperature. The polymer of this invention may be used as they are or as concentrates to stabilize other polymer systems.

Abstract translation: 紫外光稳定剂与含酸酐的聚合物或共聚物化学键合。 通过将伯氨基或肼基取代的UV吸收剂与聚合物或共聚物的一些或全部酸酐基团反应制备聚合物稳定剂，以形成具有选自下列化学式的重复单元的聚合物，或其中单元出现的二者 例如在聚合物骨架中，其中x为0或1，R 1和R 2为例如氢或苯基，G为例如CHEM，其中R 3和R 4为氢， 是例如氢或R 3或R 4是连接基团X 1，其是例如直接键合。 即使在高温下，聚合物结合的稳定剂也不会通过挥发，迁移或萃取从聚合物体系中流失。 本发明的聚合物可以原样使用或作为浓缩物使其稳定其它聚合物体系。

公开(公告)号：EP0303281B1

公开(公告)日：1993-03-31

申请号：EP88113136.1

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward

IPC: C08F8/30

CPC classification number: C08F8/30 ,  C08F2800/20 ,  C08F2810/50 ,  C08F212/08 ,  C08F210/14

公开(公告)号：EP0434080A1

公开(公告)日：1991-06-26

申请号：EP90125068.8

申请日：1990-12-21

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Lange, Harold Carl

IPC: C07D211/58 ,  C08K5/3435

CPC classification number: C08K5/3435 ,  C07D211/58 ,  Y02P20/582 ,  C08L23/10

Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazides contain a light stabilizing group, a heat stabilizing group and an amic acid hydrazide functionality in the same molecule. The amic acid hydrazide functionality in the compounds enhances the photooxidative stabilizing properties of the hindered amine groups and contributes thermal and oxidative stabilizing and metal complexing properties to the compounds. The novel compounds are excellent light stabilizers for polyolefins, have low volatility and are not readily lost from polymeric systems via volatilization, migration or extraction.

Abstract translation: N-（2,2,6,6-四烷基-4-哌啶基）酰胺酰肼在同一分子中含有光稳定基团，热稳定基团和酰胺酸酰肼官能团。 化合物中的酰胺酸酰肼官能团增强受阻胺基团的光氧化稳定性质，并且有助于化合物的热和氧化稳定和金属络合性质。 新型化合物是聚烯烃的优异光稳定剂，具有低挥发性，并且不容易通过挥发，迁移或萃取从聚合物体系中消失。

公开(公告)号：EP0434079A1

公开(公告)日：1991-06-26

申请号：EP90125067.0

申请日：1990-12-21

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward

IPC: C07D211/58 ,  C08K5/3435 ,  C07D401/14

CPC classification number: C07D401/14 ,  C07D211/58 ,  C08K5/3435

Abstract: N,N'-hydrocarbylenebis[N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazides] and their derivatives are useful for stabilizing polymeric systems which are subject to degradation and/or discoloration upon exposure to heat and/or light. The novel compounds contain at least two hindered amine light stabilizing groups and two hydrazide or hydrazide derivative thermal oxidative stabilizing groups.
The novel compounds are excellent light stabilizers for polyolefins, have low volatility and are not readily lost from polymeric systems via volatilization, migration or extraction.

Abstract translation: N，N'-亚烃基双[N-（2,2,6,6-四烷基-4-哌啶基）酰胺酰肼]及其衍生物可用于稳定在暴露于热时经历降解和/或变色的聚合物体系 和/或光。 新化合物含有至少两个受阻胺光稳定基团和两个酰肼或酰肼衍生物热氧化稳定基团。 新型化合物是聚烯烃的优异光稳定剂，具有低挥发性，并且不容易通过挥发，迁移或萃取从聚合物体系中消失。

公开(公告)号：EP0306729A1

公开(公告)日：1989-03-15

申请号：EP88113130.4

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： Myers, Terry Ned ,  MacLeay, Ronald Edward

IPC: C08F8/30 ,  C08F8/34

CPC classification number: C08F8/30 ,  C08F8/34

Abstract: Polymer bound antioxidants in which the antioxidant stabilizer groups are chemically bound to polymers or copolymers by an acylaminoimide or diacylhydrazide function are prepared by reacting hydrazido substituted anti­oxidants with some or all of the anhydride groups of anhydride containing polymers or copolymers to form a polymer with recurring units selected from the formulas
or both wherein the units occur, e.g., in the polymer backbone, x is 0 or 1, R¹ and R² are, e.g., hydrogen and G is, e.g.,
wherein
R³ is t-alkyl of 4-8 carbons,
R⁴ is, e.g., hydrogen and
X¹ is, e.g., -N(R)-C(=O)-(CH₂) b -
wherein
R is e.g., hydrogen and
b is 0, 1 or 2.
The concentration of the stabilizers bound to the polymer may be readily varied depending upon the particular end-­use of said polymer. Polymer with high concentrations of bound antioxidants can be used as masterbatches to stabilize other polymer systems.

Abstract translation: 通过使酰肼取代的抗氧化剂与含酸酐的聚合物或共聚物的一部分或全部酸酐基团反应形成具有重复单元的聚合物来制备聚合物结合的抗氧化剂，其中抗氧化剂稳定剂基团通过酰氨基酰亚胺或二酰基酰肼官能团化学键合到聚合物或共聚物上 选自式（CHEM）或其中单元出现的二者，例如在聚合物骨架中，x为0或1，R 1和R 2为例如氢，G为例如 其中R 3为4-8个碳的叔烷基，R 4为例如氢，X 1为例如-N（R）-C（= O） - （CH 2）b - 其中R为例如氢，b为0,1或2.结合聚合物的稳定剂的浓度可根据所述聚合物的特定最终用途容易地变化。 具有高浓度结合的抗氧化剂的聚合物可用作母料以稳定其它聚合物体系。

公开(公告)号：EP0303279B1

公开(公告)日：1996-09-25

申请号：EP88113132.0

申请日：1988-08-12

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Kazmierczak, Robert Thaddeus

IPC: C07D211/58 ,  C08K5/34

CPC classification number: C08K5/3435 ,  C07D211/58

公开(公告)号：EP0303988A3

公开(公告)日：1989-03-08

申请号：EP88113135.3

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Myers, Terry Ned

IPC: C08F8/30

CPC classification number: C08F8/30 ,  C08F212/08 ,  C08F222/06

Abstract: Ultraviolet light stabilizers are chemically bound to anhydride containing polymers or copolymers. The 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 polymers with recurring units selected from the formulas

or

or both in which the units occur, e.g., in the polymer backbone and wherein x is 0 or 1, R 1 and R 2 are, e.g., hydrogen or phenyl and G is, e.g.,
wherein R 3 and R 4 are, e.g., hydrogen or R 3 or R 4 is a connecting group X 1 which is, e.g., a direct bond. The polymer bound stabilizers are not lost from the polymer system by volatilization, migration, or extraction, even at high temperature. The polymer of this invention may be used as they are or as concentrates to stabilize other polymer systems.

公开(公告)号：EP0303987A2

公开(公告)日：1989-02-22

申请号：EP88113133.8

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Kazmierczak, Robert Thaddeus

IPC: C08F8/30

CPC classification number: C08F8/30 ,  C08F22/00

Abstract: There are provided polymer bound hindered amine light stabilizers with recurring units selected from
or both in which the units occur, e.g., in the polymer backbone and wherein R¹ and R² are, e.g., hydrogen or alkyl of 1 to 6 carbons, x is an integer of 0 or 1, and G has the structure
wherein X is, e.g., -Z-C(=O)-R⁹-C(=O)-N(R⁸)- where Z is, e.g., -N(R¹⁰)-, R⁹ is, e.g., a direct bond and R⁴, R⁵, R⁶, R⁸ and R¹⁰ are, e.g., hydrogen. They are prepared by reacting hindered amine light stabilizers containing reactive hydrazide functionalities with anhydride containing polymers or copolymers. The reactions may be carried out in an inert solvent or in a melt blending step. The polymer bound hindered amine light stabilizers are useful alone or may also be used to stabilize other polymers, copolymers or polymer blends against the deleterious effects of heat and/or light.

Abstract translation: 提供了聚合物结合的受阻胺光稳定剂，其具有选自的重复单元或其中单元出现的二者，例如在聚合物主链中，并且其中R 1和R 2是例如氢或烷基 1至6个碳，x为0或1的整数，G具有结构，其中X为例如-ZC（= O）-R 9 -C（= O）-N（R' 8）） - 其中Z为例如-N（R 1） - ，R 9为例如直接键合，R 4，R 5，R 6， R 8和R 1是例如氢。 它们通过将含有反应性酰肼官能团的受阻胺光稳定剂与含酸酐的聚合物或共聚物反应来制备。 反应可以在惰性溶剂中或在熔融共混步骤中进行。 聚合物结合的受阻胺光稳定剂可单独使用或也可用于稳定其它聚合物，共聚物或聚合物共混物以抵抗热和/或光的有害影响。