公开(公告)号：EP0516192A2

公开(公告)日：1992-12-02

申请号：EP92113890.5

申请日：1989-02-13

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： Kazmierczak, Robert Thaddeus ,  Macleay, Ronald Edward

IPC: C08K5/3435 ,  C07D211/56 ,  C07D211/60 ,  C07D211/92

CPC classification number: C07D401/04 ,  C07D211/58 ,  C08K5/3435 ,  C08L23/12

Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amine-hydrazides of dicarboxylic acids contain a light stabilizing group, a heat stabilizing group, a 5-membered lactam ring and a reactive hydrazide functionality in the same molecule. The reactive stabilizers can be prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with dialkyl itaconates 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. They are also useful in the stabilization of inert polymeric systems against the degradative effects of heat and light when merely mixed with, rather than reacted with, the polymers for which stabilization is sought.

Abstract translation: 二羧酸的N-（2,2,6,6-四烷基-4-哌啶基）胺 - 酰肼在同一分子中含有光稳定基团，热稳定基团，5元内酰胺环和反应性酰肼官能团。 反应性稳定剂可以通过使4-氨基-2,2,6,6-四烷基哌啶与衣康酸二烷酯反应，然后通过中间体单酯 - 酰胺的酯基进行肼解来制备。 该化合物可用于将热稳定性和光稳定性引入聚合物或共聚物。 它们也可用于稳定惰性聚合物体系以抵抗热和光的降解作用，当仅与需要稳定化的聚合物混合而不是与其反应时。

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：EP0366057A2

公开(公告)日：1990-05-02

申请号：EP89119700.6

申请日：1989-10-24

Applicant: ATOCHEM NORTH AMERICA, INC. (a Pennsylvania corp.)

Inventor： Kazmierczak, Robert Thaddeus ,  MacLeay, Ronald Edward

IPC: C07D211/58 ,  C08K5/3435 ,  C07D401/04 ,  C07D401/12

CPC classification number: C07D401/04 ,  C07D211/58 ,  C07D401/12 ,  C08K5/3435

Abstract: This invention provides novel hindered amine light stabilizers with flame retardant properties having, e.g., the following Formula I
wherein
R is, e.g., chlorine or bromine substituted phthalimide,
R1, R2 and R3 are, e.g., hydrogen, and
Y is, e.g., a direct bond.
The compounds of this invention protect polymeric compositions against the degradative effects of heat and light and simultaneously improve the flammability rating of the polymeric composition, while also contributing antioxidant and metal deactivation properties to the polymeric compositions.
The compositions of this invention are prepared by reacting halogenated flame retardant containing a cyclic anhydride group with hindered amine light stabilizers containing primary amino or reactive hydrazido functional groups. The preparation of the novel compositions may be carried out in inert solvents or in inert polymeric compositions in a melt blending step.

Abstract translation: 本发明提供具有阻燃性能的新型受阻胺光稳定剂，其具有例如下式I 其中R为例如氯或溴取代的邻苯二甲酰亚胺，R 1，R 2和R 3为例如氢，且Y为， 例如，直接的债券。 本发明的化合物保护聚合物组合物免受热和光的降解作用，并同时改善聚合物组合物的可燃性等级，同时也为聚合物组合物提供抗氧化和金属失活性质。 本发明的组合物通过使含有环状酸酐基团的卤代阻燃剂与含有伯氨基或反应性肼基官能团的受阻胺光稳定剂反应来制备。 新型组合物的制备可以在惰性溶剂中或在惰性聚合物组合物中在熔融共混步骤中进行。

公开(公告)号：EP0303282A2

公开(公告)日：1989-02-15

申请号：EP88113137.9

申请日：1988-08-12

Applicant: ATOCHEM NORTH AMERICA, INC.

Inventor： MacLeay, Ronald Edward ,  Kazmierczak, Robert Thaddeus

IPC: C07D401/12 ,  C07D211/58 ,  C07D401/14 ,  C08K5/34

CPC classification number: C07D401/12 ,  C07D211/58 ,  C07D401/14 ,  C08K5/3435

Abstract: Amic acids, cyclic imides and mixtures thereof which contain both diacyl hydrazide functionalities and hindered amine functionalities of the formula
wherein R is selected from


X is. e.g.. 1,2-aryl diradical of 6-12 carbons,
R 1 is, e.g.. hydrogen or alkyl of 1-20 carbons,
R 2 is hydrogen or alkyl of 1-4 carbons,
R 3 is, e.g.. hydrogen or hydroxyl and
Y is, e.g., -Z-C(=O)-N(R 5 )-,
wherein
Z is. e.g., -O- and R 5 is. e.g., hydrogen or primary alkyl of 1-8 carbons,

are prepared by reacting non-halogenated cyclic anhydrides with hindered amine light stabilizers containing reactive hydrazido functionalities in inert solvents or in either neat or inert polymeric compositions in a melt blending step. The compositions protect polymeric compositions against the degradative effects of heat and light.

Abstract translation: 含有二酰基酰肼官能团和式CHEM的受阻胺官能团的酰胺酸，环状酰亚胺及其混合物，其中R选自CHEM X，例如，6-12个碳的1,2-芳基双基，R 例如，氢或1-20个碳的烷基，R 2是氢或1-4个碳的烷基，R 3是例如氢或羟基，Y是例如-ZC（ = O）-N（R 5） - ，其中Z为例如-O-和R 5为例如氢或1-8个碳原子的烷基，是通过使非卤代环状酸酐 在惰性溶剂中或在纯熔体或惰性聚合物组合物中在熔融共混步骤中含有反应性肼基官能团的受阻胺光稳定剂。 该组合物保护聚合物组合物抵抗热和光的降解作用。

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：EP0516192A3

公开(公告)日：1992-12-23

申请号：EP92113890.5

申请日：1989-02-13

Applicant: ELF ATOCHEM NORTH AMERICA, INC.

Inventor： Kazmierczak, Robert Thaddeus ,  Macleay, Ronald Edward

IPC: C08K5/3435 ,  C07D211/56 ,  C07D211/60 ,  C07D211/92

CPC classification number: C07D401/04 ,  C07D211/58 ,  C08K5/3435 ,  C08L23/12

Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amine-hydrazides of dicarboxylic acids contain a light stabilizing group, a heat stabilizing group, a 5-membered lactam ring and a reactive hydrazide functionality in the same molecule. The reactive stabilizers can be prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with dialkyl itaconates 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. They are also useful in the stabilization of inert polymeric systems against the degradative effects of heat and light when merely mixed with, rather than reacted with, the polymers for which stabilization is sought.

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。

公开(公告)号：EP0303279A2

公开(公告)日：1989-02-15

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.

Abstract translation: 提供式CHEM的反应性受阻胺光稳定剂，其中R为例如氢，羟基或1-20个碳的烷基; R 1是氢或1至4个碳的低级烷基; R 2是例如氢或1至20个碳的烷基; R 3是例如直接键或1至14个碳的亚烷基或支链亚烷基二碱基; 并且R 4是例如在相同分子中含有光稳定基团，热稳定基团和反应性酰肼官能团的氢或1至8个碳原子或仲烷基。 反应性稳定剂通过4-氨基-2,2,6,6-四烷基哌啶与二羧酸的二酯（或单酯酰氯）反应，然后通过中间体单酯 - 酰胺的酯基进行肼解来制备。 该化合物可用于将热稳定性和光稳定性引入聚合物或共聚物。

公开(公告)号：EP0303987B1

公开(公告)日：1992-10-14

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

公开(公告)号：EP0366057A3

公开(公告)日：1991-08-28

申请号：EP89119700.6

申请日：1989-10-24

Applicant: ATOCHEM NORTH AMERICA, INC. (a Pennsylvania corp.)

Inventor： Kazmierczak, Robert Thaddeus ,  MacLeay, Ronald Edward

IPC: C07D211/58 ,  C08K5/3435 ,  C07D401/04 ,  C07D401/12

CPC classification number: C07D401/04 ,  C07D211/58 ,  C07D401/12 ,  C08K5/3435

Abstract: This invention provides novel hindered amine light stabilizers with flame retardant properties having, e.g., the following Formula I
wherein
R is, e.g., chlorine or bromine substituted phthalimide,
R1, R2 and R3 are, e.g., hydrogen, and
Y is, e.g., a direct bond. The compounds of this invention protect polymeric compositions against the degradative effects of heat and light and simultaneously improve the flammability rating of the polymeric composition, while also contributing antioxidant and metal deactivation properties to the polymeric compositions. The compositions of this invention are prepared by reacting halogenated flame retardant containing a cyclic anhydride group with hindered amine light stabilizers containing primary amino or reactive hydrazido functional groups. The preparation of the novel compositions may be carried out in inert solvents or in inert polymeric compositions in a melt blending step.