CN103201264B - 位阻胺 - Google Patents
位阻胺 Download PDFInfo
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- CN103201264B CN103201264B CN201180012292.5A CN201180012292A CN103201264B CN 103201264 B CN103201264 B CN 103201264B CN 201180012292 A CN201180012292 A CN 201180012292A CN 103201264 B CN103201264 B CN 103201264B
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- bis
- acid
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- compound
- ester
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
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- IJRHDFLHUATAOS-DPMBMXLASA-M sodium ricinoleate Chemical compound [Na+].CCCCCC[C@@H](O)C\C=C/CCCCCCCC([O-])=O IJRHDFLHUATAOS-DPMBMXLASA-M 0.000 description 1
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- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
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- 150000003751 zinc Chemical class 0.000 description 1
- BOXSVZNGTQTENJ-UHFFFAOYSA-L zinc dibutyldithiocarbamate Chemical compound [Zn+2].CCCCN(C([S-])=S)CCCC.CCCCN(C([S-])=S)CCCC BOXSVZNGTQTENJ-UHFFFAOYSA-L 0.000 description 1
- ZNCAMSISVWKWHL-UHFFFAOYSA-L zinc;butoxy-butylsulfanyl-oxido-sulfanylidene-$l^{5}-phosphane Chemical compound [Zn+2].CCCCOP([O-])(=S)SCCCC.CCCCOP([O-])(=S)SCCCC ZNCAMSISVWKWHL-UHFFFAOYSA-L 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
- C08K5/3432—Six-membered rings
- C08K5/3435—Piperidines
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/378—Thiols containing heterocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L21/00—Compositions of unspecified rubbers
- C08L21/02—Latex
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
本发明涉及一种式(I)的中间体,其中基团R1相互独立地为甲基、乙基或正丙基,其适于制备式(A)的化合物,其中X为式(A-I)或(A-II)的基团,Y为C11-C17烷基,且Z为直连键、-(CH2)8-或-CH2-S-CH2-。式(A)化合物用于稳定有机材料以防热、氧化或光引发的降解。
Description
本发明涉及用于制备稳定剂的中间体,所述中间体的制备和用所述中间体制备的光稳定剂以及含有该稳定剂的有机材料和稳定有机材料的方法。
更详细地,本发明涉及一种式(I)中间体:
其中基团R1相互独立地为甲基、乙基或正丙基,优选正丙基。
本发明另一实施方案为一种制备式(I)中间体的方法:
其中R1为甲基、乙基或正丙基;
所述方法包括使式(I-a)化合物:
与氨在有机溶剂中在氢气和铂作为氢化催化剂存在下反应。
适合有机溶剂的实例为醇,例如甲醇、乙醇、丙醇、异丙醇、丁醇等;和(C1-C4烷基)酯,例如乙酸乙酯等。C1-C4醇或(C1-C4烷基)酯是优选的。
1-60巴,特别是1-30巴的氢气压力是优选的。
反应温度例如为20-120℃,优选20-100℃,特别是40-70℃。
催化剂铂优选由载体材料负载。适合催化剂载体的实例为沸石Y,无机氧化物,例如二氧化硅、氧化铝或二氧化硅-氧化铝石墨或活性炭。载体的其它实例为金属铝酸盐如铝酸钙、铝酸镁、六铝酸钡、铝酸镍和氧化铝、二氧化硅、二氧化硅-氧化铝、活性碳、二氧化铈、氧化锆、氧化铬-氧化铝、二氧化钛、氧化镁及其混合物。
碳载铂是优选的氢化催化剂。
氢化催化剂的量特别是相对于式(I-a)化合物的重量0.1-10重量%,例如1-5重量%。
氢化催化剂优选分两份加入。
氨与式(I-a)化合物的摩尔比优选为0.5/2-1.3/2,特别是1/2。
式(I-a)化合物是已知的,并可类似于已知方法制备,例如WO-A-2008/003,602和WO-A-2008/003,605所述。
本发明的另一实施方案涉及一种可通过使用上述式(I)中间体制备的式(A)化合物:
其中X为式(A-I)或(A-II)基团:
Y为C11-C17烷基,
Z为直连键、-(CH2)8-或-CH2-S-CH2-,且
基团R1相互独立地为甲基、乙基或正丙基,特别是正丙基。
C11-C17烷基的优选实例为-C11H23-n和C17H35-n。
式(A)的光稳定剂具有优异的热稳定性。
本发明另一实施方案为一种组合物,其含有:
a)有机材料,优选天然或合成有机聚合物,和
b)如上文所定义的式(A)化合物。
组分a)的实例为:
1.单烯烃和二烯烃的聚合物,例如聚丙烯、聚异丁烯、聚丁-1-烯、聚-4-甲基戊-1-烯、聚乙烯基环己烷、聚异戊二烯或聚丁二烯,以及环烯烃的聚合物如环戊烯或降冰片烯的聚合物,聚乙烯(其任选可交联),例如高密度聚乙烯(HDPE)、高密度和高分子量聚乙烯(HDPE-HMW)、高密度和超高分子量聚乙烯(HDPE-UHMW)、中密度聚乙烯(MDPE)、低密度聚乙烯(LDPE)、线性低密度聚乙烯(LLDPE)、(VLDPE)和(ULDPE)。
聚烯烃,即先前段落中例示的单烯烃的聚合物,优选聚乙烯和聚丙烯,可通过不同,尤其通过以下方法制备:
a)自由基聚合(通常在高压和高温下)。
b)使用通常含有一种或多于一种周期表IVb、Vb、VIb或VIII族的金属的催化剂催化聚合。这些金属通常具有一个或多于一个配体,通常为可经π配位或σ配位的氧化物、卤化物、醇盐、酯、醚、胺、烷基、链烯基和/或芳基。这些金属配合物可以为游离形式或固定于基质上,通常固定于活性氯化镁、氯化钛(III)、氧化铝或氧化硅上。这些催化剂可溶于或不可溶于聚合介质中。催化剂可单独用于聚合中,或可使用其它活化剂,通常为金属烷、金属氢化物、金属烷基卤化物、金属烷基氧化物或金属烷氧化物,所述金属为周期表Ia、IIa和/或IIIa族的元素。活化剂可便利地用其它酯、醚、胺或甲硅烷基醚基团改性。这些催化剂系统通常称为Phillips、StandardOilIndiana、Ziegler(-Natta)、TNZ(DuPont)、茂金属或单点催化剂(SSC)。
2.1)中提及的聚合物的混合物,例如聚丙烯与聚异丁烯的混合物、聚丙烯与聚乙烯的混合物(例如PP/HDPE、PP/LDPE)和不同类型的聚乙烯的混合物(例如LDPE/HDPE)。
3.单烯烃和二烯烃彼此间或与其它乙烯基单体的共聚物,例如乙烯/丙烯共聚物、线性低密度聚乙烯(LLDPE)及其与低密度聚乙烯(LDPE)的混合物、丙烯/丁-1-烯共聚物、丙烯/异丁烯共聚物、乙烯/丁-1-烯共聚物、乙烯/己烯共聚物、乙烯/甲基戊烯共聚物、乙烯/庚烯共聚物、乙烯/辛烯共聚物、乙烯/乙烯基环己烷共聚物、乙烯/环烯烃共聚物(例如乙烯/降冰片烯,如COC)、乙烯/1-烯烃共聚物,其中1-烯烃原位产生;丙烯/丁二烯共聚物、异丁烯/异戊二烯共聚物、乙烯/乙烯基环己烯共聚物、乙烯/丙烯酸烷基酯共聚物、乙烯/甲基丙烯酸烷基酯共聚物、乙烯/乙酸乙烯酯共聚物或乙烯/丙烯酸共聚物及其盐(离聚物)以及乙烯与丙烯和二烯如己二烯、二环戊二烯或亚乙基-降冰片烯的三元共聚物;和这类共聚物彼此间的混合物和与上文1)中所提及的聚合物的混合物,例如聚丙烯/乙烯-丙烯共聚物、LDPE/乙烯-乙酸乙烯酯共聚物(EVA)、LDPE/乙烯-丙烯酸共聚物(EAA)、LLDPE/EVA、LLDPE/EAA和交替或无规聚炔烃/一氧化碳共聚物及其与其它聚合物如聚酰胺的混合物。
4.烃树脂(例如C5-C9),包括其氢化改性物(例如增粘剂)和聚炔烃与淀粉的混合物。
1.)-4.)的均聚物和共聚物可具有任何立体结构,包括间规、等规、半等规或无规;其中无规聚合物是优选的。还包括立体嵌段聚合物。
5.聚苯乙烯、聚(对甲基苯乙烯)、聚(α-甲基苯乙烯)。
6.衍生自乙烯基芳族单体的芳族均聚物和共聚物,所述单体包括苯乙烯、α-甲基苯乙烯、乙烯基甲苯的所有异构体,尤其是对乙烯基甲苯、乙基苯乙烯、丙基苯乙烯、乙烯基联苯、乙烯基萘和乙烯基蒽的所有异构体、及其混合物。均聚物和共聚物可具有任何立体结构,包括间规、等规、半等规或无规;其中无规聚合物是优选的。还包括立体嵌段聚合物。
6a.包括上述乙烯基芳族单体和共聚单体的共聚物,所述共聚单体选自乙烯、丙烯、二烯、腈、酸、马来酸酐、马来酰亚胺、乙酸乙烯酯和氯乙烯或其丙烯酸系衍生物和混合物,例如苯乙烯/丁二烯、苯乙烯/丙烯腈、苯乙烯/乙烯(互聚物)、苯乙烯/甲基丙烯酸烷基酯、苯乙烯/丁二烯/丙烯酸烷基酯、苯乙烯/丁二烯/甲基丙烯酸烷基酯、苯乙烯/马来酸酐、苯乙烯/丙烯腈/丙烯酸甲酯;苯乙烯共聚物与另一聚合物如聚丙烯酸酯、二烯聚合物或乙烯/丙烯/二烯三元共聚物的高冲击强度混合物;和苯乙烯的嵌段共聚物,例如苯乙烯/丁二烯/苯乙烯、苯乙烯/异戊二烯/苯乙烯、苯乙烯/乙烯/丁烯/苯乙烯或苯乙烯/乙烯/丙烯/苯乙烯。
6b.由6.)中提及的聚合物氢化衍生的氢化芳族聚合物,尤其是包括由无规聚苯乙烯氢化制备的聚环己基乙烯(PCHE),通常称为聚乙烯基环己烷(PVCH)。
6c.由6a.)中提及的聚合物氢化衍生的氢化芳族聚合物。
均聚物和共聚物可具有任何立体结构,包括间规、等规、半等规或无规;其中优选无规聚合物。也包括立体嵌段聚合物。
7.乙烯基芳族单体如苯乙烯或α-甲基苯乙烯的接枝共聚物,例如苯乙烯接枝聚丁二烯、苯乙烯接枝聚丁二烯-苯乙烯或聚丁二烯-丙烯腈共聚物;苯乙烯和丙烯腈(或甲基丙烯腈)接枝聚丁二烯;苯乙烯、丙烯腈和甲基丙烯酸甲酯接枝聚丁二烯;苯乙烯和马来酸酐接枝聚丁二烯;苯乙烯、丙烯腈和马来酸酐或马来酰亚胺接枝聚丁二烯;苯乙烯和马来酰亚胺接枝聚丁二烯;苯乙烯和丙烯酸烷基酯或甲基丙烯酸烷基酯接枝聚丁二烯;苯乙烯和丙烯腈接枝乙烯/丙烯/二烯三元共聚物;苯乙烯和丙烯腈接枝聚丙烯酸烷基酯或聚甲基丙烯酸烷基酯;苯乙烯和丙烯腈接枝丙烯酸酯/丁二烯共聚物、及其与6)中所列共聚物的混合物,例如与称为ABS、MBS、ASA或AES聚合物的共聚物的混合物。
8.含卤素的聚合物,例如聚氯丁二烯、氯化橡胶、异丁烯-异戊二烯的氯化或溴化共聚物(卤丁橡胶)、氯化或氯磺化聚乙烯、乙烯和氯化乙烯的共聚物、表氯醇均聚物和共聚物,尤其是含卤素的乙烯基化合物的聚合物,例如聚氯乙烯、聚偏二氯乙烯、聚氟乙烯、聚偏二氟乙烯,及其共聚物如氯乙烯/偏二氯乙烯、氯乙烯/乙酸乙烯酯或偏二氯乙烯/乙酸乙烯酯共聚物。
9.衍生自α,β-不饱和酸及其衍生物的聚合物,例如聚丙烯酸酯和聚甲基丙烯酸酯;聚甲基丙烯酸甲酯、聚丙烯酰胺和聚丙烯腈,其用丙烯酸丁酯抗冲击改性。
10.9.)中所提及的单体彼此之间或与其它不饱和单体的共聚物,例如丙烯腈/丁二烯共聚物、丙烯腈/丙烯酸烷基酯共聚物、丙烯腈/丙烯酸烷氧基烷基酯或丙烯腈/乙烯基卤共聚物或丙烯腈/甲基丙烯酸烷基酯/丁二烯三元共聚物。
11.衍生自不饱和醇和胺或其酰基衍生物或缩醛的聚合物,例如聚乙烯醇、聚乙酸乙烯酯、聚硬脂酸乙烯酯、聚苯甲酸乙烯酯、聚马来酸乙烯酯、聚乙烯醇缩丁醛、聚邻苯二甲酸烯丙基酯或聚烯丙基三聚氰胺;及其与上述1.)中所提及的烯烃的共聚物。
12.环醚的均聚物和共聚物,例如聚亚烷基二醇、聚氧化乙烯、聚氧化丙烯或其与二缩水甘油基醚的共聚物。
13.聚缩醛如聚甲醛和含有氧化乙烯作为共聚单体的那些聚甲醛;用热塑性聚氨酯、丙烯酸酯或MBS改性的聚缩醛。
14.聚苯醚和聚苯硫醚,和聚苯醚与苯乙烯聚合物或聚酰胺的混合物。
15.聚氨酯,其一方面衍生自羟基封端的聚醚、聚酯或聚丁二烯,另一方面衍生自脂族或芳族多异氰酸酯及其前体。
16.聚酰胺和共聚酰胺,其衍生自二胺和二羧酸和/或衍生自氨基羧酸或相应内酰胺,例如聚酰胺4、聚酰胺6、聚酰胺6/6、6/10、6/9、6/12、4/6、12/12、聚酰胺11、聚酰胺12、由间二甲苯二胺和己二酸获得的芳族聚酰胺;在用或不用弹性体作为改性剂下而由六亚甲基二胺与间苯二甲酸和/或对苯二甲酸制备的聚酰胺,例如聚-2,4,4-三甲基六亚甲基对苯二甲酰胺或聚间亚苯基间苯二甲酰胺;以及上述聚酰胺与聚烯烃、烯烃共聚物、离聚物或化学键合或接枝的弹性体的嵌段共聚物;或与聚醚,例如与聚乙二醇、聚丙二醇或聚四亚甲基二醇的嵌段共聚物;以及用EPDM或ABS改性的聚酰胺或共聚酰胺;以及在加工过程中缩合的聚酰胺(RIM聚酰胺体系)。
17.聚脲、聚酰亚胺、聚酰胺-酰亚胺、聚醚酰亚胺、聚酯酰亚胺、聚乙内酰脲和聚苯并咪唑。
18.聚酯,其衍生自二羧酸和二醇和/或衍生自羟基羧酸或相应的内酯或交酯,例如聚对苯二甲酸乙二醇酯、聚对苯二甲酸丁二醇酯、聚-1,4-二羟甲基环己烷对苯二甲酸酯、聚萘二甲酸亚烷基酯和聚羟基苯甲酸酯以及衍生自羟基封端聚醚的共聚醚酯,以及用聚碳酸酯或MBS改性的聚酯。共聚酯可包括,例如—但不限于:聚琥珀酸丁二醇酯/对苯二甲酸丁二醇酯、聚己二酸丁二醇酯/对苯二甲酸丁二醇酯、聚己二酸四亚甲基酯/对苯二甲酸四亚甲基酯、聚琥珀酸丁二醇酯/己二酸丁二醇酯、聚琥珀酸丁二醇酯/碳酸酯、聚-3-羟基丁酸酯/3-羟基辛酸酯共聚物、聚-3-羟基丁酸酯/己酸酯/癸酸酯三元共聚物。此外,脂族聚酯可包括,例如—但不限于:聚(羟基链烷酸酯)类,特别是聚(丙内酯)、聚(丁内酯)、聚(新戊内酯)、聚(戊内酯)和聚(己内酯)、聚琥珀酸乙二醇酯、聚琥珀酸丙二醇酯、聚琥珀酸丁二醇酯、聚琥珀酸六亚甲基酯、聚己二酸乙二醇酯、聚己二酸丙二醇酯、聚己二酸丁二醇酯、聚己二酸六亚甲基酯、聚草酸乙二醇酯、聚草酸丙二醇酯、聚草酸丁二醇酯、聚草酸六亚甲基酯、聚癸二酸乙二醇酯、聚癸二酸丙二醇酯、聚癸二酸丁二醇酯及聚乳酸(PLA)以及用聚碳酸酯或MBS改性的相应聚酯。术语“聚乳酸(PLA)”表示优选为聚-L-丙交酯的均聚物及其与其它聚合物的任何共混物或合金;乳酸或丙交酯与其它单体的共聚物,所述其它单体例如羟基羧酸如乙醇酸、3-羟基丁酸、4-羟基丁酸、4-羟基戊酸、5-羟基戊酸、6-羟基己酸及其环状形式;术语“乳酸”或“丙交酯”包括L-乳酸、D-乳酸、其混合物及二聚物,即L-丙交酯、D-丙交酯、内消旋丙交酯及其任何混合物。
19.聚碳酸酯和聚酯碳酸酯。
20.聚酮。
21.聚砜、聚醚砜和聚醚酮。
22.交联聚合物,其一方面衍生自醛,另一方面衍生自酚类、脲类和三聚氰胺类,例如苯酚/甲醛树脂、尿素/甲醛树脂及三聚氰胺/甲醛树脂。
23.干性和非干性醇酸树脂。
24.不饱和聚酯树脂,其衍生自饱和和不饱和二羧酸与多元醇以及作为交联剂的乙烯基化合物的共聚酯,及其低可燃性的含卤改性产物。
25.可交联丙烯酸系树脂,其衍生自取代的丙烯酸酯,例如丙烯酸环氧酯、氨基甲酸酯丙烯酸酯或聚酯丙烯酸酯。
26.用三聚氰胺树脂、尿素树脂、异氰酸酯、异氰脲酸酯、多异氰酸酯或环氧树脂交联的醇酸树脂、聚酯树脂和丙烯酸酯树脂。
27.交联环氧树脂,其衍生自脂族、脂环族、杂环或芳族缩水甘油基化合物,例如双酚A及双酚F的二缩水甘油醚的产物,其用或不用促进剂而使用常规硬化剂如酸酐或胺交联。
28.天然聚合物例如纤维素、橡胶、明胶和其化学改性的同系衍生物,例如乙酸纤维素、丙酸纤维素和丁酸纤维素,或纤维素醚,例如甲基纤维素;以及松香及其衍生物。
29.上述聚合物的共混物(聚合物共混物),例如PP/EPDM、聚酰胺/EPDM或ABS、PVC/EVA、PVC/ABS、PVC/MBS、PC/ABS、PBTP/ABS、PC/ASA、PC/PBT、PVC/CPE、PVC/丙烯酸酯、POM/热塑性PUR、PC/热塑性PUR、POM/丙烯酸酯、POM/MBS、PPO/HIPS、PPO/PA6,6及共聚物、PA/HDPE、PA/PP、PA/PPO、PBT/PC/ABS或PBT/PET/PC。
30.天然和合成的有机材料,其为纯单体化合物或这类化合物的混合物,例如矿物油、动物和植物脂肪、油和蜡、或基于合成酯(例如邻苯二甲酸酯、己二酸酯、磷酸酯或偏苯三酸酯)的油、蜡和脂肪,以及合成酯与矿物油的任意重量比的混合物,典型地为用作纺丝组合物的那些,以及这些材料的水乳液。
31.天然或合成橡胶的水乳液,例如天然橡胶胶乳或羧化苯乙烯/丁二烯共聚物的胶乳。
有机材料优选为合成聚合物,特别是为上述组中的一种。聚烯烃均聚物或共聚物是优选的。聚乙烯、聚丙烯、聚乙烯共聚物或聚丙烯共聚物是特别优选的。
有意义的还有乙烯/丙烯/二烯弹性体(EPDM)。
式(A)化合物可以以相对于有机材料的重量优选0.005-5%,特别是0.01-1%或0.05-1%的量存在于有机材料中。
式(A)稳定剂可通过已知方法掺入待稳定的有机材料中,例如在成型的前或期间,或通过将溶解或分散的稳定剂施用于有机材料,必要时随后蒸发溶剂。稳定剂可以含有例如2.5-25重量%的浓度的所述稳定剂的粉末、颗粒或母料形式加入有机材料中。
根据本发明稳定的材料可以多种形式使用,例如膜、纤维、条带、模塑组合物、轮廓或作为油漆、粘着剂或油灰的粘合剂。
本发明塑料的加工或转形的实例为:
注坯吹塑、挤出、吹塑、旋转模塑、模内装饰(反注射)、中空模塑、注射模塑、共射模塑、成型、压缩模塑、加压、膜挤出(铸造膜;吹制膜)、纤维纺丝(编织、非编织)、拉引(单轴、双轴)、退火、深压、压延、机械转形、烧结、共挤出、涂布、层压、交联(辐射、过氧化物、硅烷)、气相沉积、焊接、胶合、硫化、热成型、管挤出、型面挤出、片材挤出;片材浇铸、旋涂、捆扎、起泡、再循环/再加工、挤出涂布、减粘裂化(过氧化物、热)、纤维熔体吹制、纺粘、表面处理(电晕放电、火焰、等离子体)、杀菌(通过γ射线、电子束)、浇铸聚合(R&M法、RAM挤出)、凝胶涂布、条带挤出、GMT法、SMC法、塑性溶胶及浸渍(PVC、乳胶)。
本发明塑料可用于制备:
I-1)浮动装置、船舶应用、浮桥、浮标、用于甲板的塑料制材、码头、船、皮艇、桨及海岸加强件。
I-2)汽车应用,特别是保险杠、仪表板、电池组、后部及前部衬里、车盖下的模塑部件、帽架、行李箱衬里、内部衬里、安全气囊盖、配件(灯)的电子模塑件、仪表板嵌板、前灯玻璃、仪表面板、外部衬里、室内装潢、汽车灯、前灯、驻车灯、尾灯、煞车灯、内部及外部装饰;门板;储气罐;釉质正面;后窗;座椅靠背、外板、电线绝缘材料、密封用型面挤出、包层、柱盖、底盘部分、排气系统、滤油器/填料、燃油泵、燃油箱、车身侧嵌条、可折叠车顶、车外后视镜、外部装饰、扣件/固定件、前端模块、玻璃、铰链、门锁系统、行李/货架、加压/压花部件、密封件、侧面冲击保护、消音器/绝缘体和遮阳篷顶。
I-3)道路交通装置,特别是符号告示、路标柱、汽车附件、警告三角架、医用箱、头盔、轮胎。
I-4)用于飞机、铁路、机动车(汽车、摩托车)的装置,包括装饰物。
I-5)太空应用装置,特别是火箭及人造卫星,例如重返大气层护罩。
I-6)用于建筑和设计、采矿应用、静音系统、街道安全带和掩蔽区的装置。
II-1)通用电气设备、罩箱和覆盖物和电/电子装置(个人计算机、电话、手持机(handy)、打印机、电视机、音频及视频装置)、花盆、卫星TV反射罩及面板装置。
II-2)用于其它材料的护封,例如钢或织物。
II-3)用于电子工业的装置,特别是插塞,尤其是计算机插塞用绝缘材料,电和电子部件的罩箱、印刷板和用于电子数据储存的材料,例如芯片、支票卡或信用卡。
II-4)电器,特别是洗衣机、滚筒、烤箱(微波炉)、洗碗机、混合器和熨斗。
II-5)灯覆盖物(例如街灯、灯罩)。
II-6)电线和电缆中的应用(半导体、绝缘材料和电缆护封)。
II-7)用于冷凝器、冷冻机、加热装置、空调器、电子器械的封装、半导体、咖啡机和真空吸尘器的箔片。
III-1)工业制品,例如嵌齿轮(齿轮)、滑动配件、隔片、螺杆、螺栓、手柄和旋钮。
III-2)动叶片、通风机和风车翼片、太阳能装置、游泳池、游泳池顶盖、游泳池内衬、池塘内衬、壁橱、衣柜、隔墙、狭板墙、折迭墙、屋顶、挡板(例如卷帘)、配件、管连接件、套管和传送带。
III-3)公共卫生制品,特别是淋浴间、马桶坐垫、盖和水槽。
III-4)卫生用品,特别是尿布(婴儿、成人失禁)、妇女卫生用品、浴帘、刷子、垫子、浴盆、移动厕所、牙刷和便盆。
III-5)用于水、废水和化学品的管(交联或未交联)、用于电线和电缆保护的管、用于气体、油和污水的管、水沟、泄水管和排水系统。
III-6)任何几何(窗玻璃)和板壁的轮廓。
III-7)玻璃代用品,特别是挤出板、用于建筑物(单层、双层或多层)、飞行器、学校的釉面、挤出胶片、用于建筑釉面、火车、交通运输、卫生设备制品和温室的窗贴膜。
III-8)板(墙、砧板)、挤出涂层(感光纸、四角纸盒和管涂层)、筒仓、木材代用品、塑料制材、木材复合物、墙、表面、家具、装饰箔、地板覆盖物(室内和室外应用)、地板、活动铺板和瓷砖。
III-9)进口和出口歧管。
III-10)水泥、混凝土、复合材料应用和覆盖物、板壁和包层、扶手、栏杆、厨房操作面、屋顶、屋顶薄钢板、瓷砖和防水布。
IV-1)板(墙和砧板)、托盘、人工草皮、阿斯特罗草皮(astroturf)、用于露天体育场(竞技)的人工覆盖物、用于露天体育场(竞技)的人工地板和条带。
IV-2)连续和切段编织品、纤维(地毯/卫生物品/地工织物/单丝;过滤器;抹布/帘(罩)/医疗应用)、散纤维(例如袍服/防护服的应用)、网、绳索、电缆、细绳、软绳、细丝、座椅安全带、衣服、内衣、手套;长靴;橡胶靴、贴身内衣、外衣、游泳衣、运动衣、伞(太阳伞、遮阳篷)、降落伞、滑翔伞、帆、“气球绸”、露营物品、帐篷、气床、日光浴床、集装袋和包。
IV-3)用于屋顶、隧道、库房、池塘、库房的膜、绝缘材料、覆盖物和密封件、墙顶膜、土工膜、游泳池、帘(罩)/遮阳篷、天篷、墙纸、食品包装和包覆材料(挠性和硬性)、医药封装(挠性和硬性)、气囊/安全带、臂靠和头枕、地毯、中控台、仪表板、驾驶室、门、顶部控制台模块、门贴面、顶部衬里、室内照明、车内后视镜、包裹架、行李厢盖、座椅、转向柱、舵轮、织物和舱室饰板。
V)膜(封装、库房、迭片、农艺和园艺、温室、覆盖物、隧道、青贮料)、捆草网、游泳池、垃圾袋、墙纸、伸缩膜、酒椰叶纤维、脱盐膜、电池组和连接件。
VI-1)食品包装和包覆材料(挠性和硬性)、BOPP、BOPET、瓶。
VI-2)储存系统,例如盒子(条板箱)、提箱、箱子、家用盒、集装架、搁板、轨道、螺丝盒、背包和罐子。
VI-3)滤筒、注射器、医疗应用、用于任何交通运输的容器、废物篓和废物箱、废物袋、箱柜、垃圾箱、箱衬里、大型轮式箱、通用容器、水/废水/化学品/气体/油/汽油/柴油用槽、槽衬里、盒、条板箱、电池组箱、槽、医疗装置如活塞、眼科应用、诊断装置和药品发泡包装。
VII-1)挤出涂层(相纸、四角纸盒、管涂层)、任何种类的家用物品(例如电气设备、保温瓶/衣架)、紧固系统如插塞、电线和电缆夹、拉链、贴封、锁和封口按扣。
VII-2)业余时间用支持装置、制品,例如体育和健身装置、体操垫、滑雪靴、直排轮鞋、雪橇、大脚、运动场(例如网球场);螺旋盖、瓶盖和瓶塞和罐子。
VII-3)通用家具、起泡制品(软垫、缓冲器)、泡沫体、海绵、洗碗布、垫子、公园椅、体育场座位、桌子、躺椅、玩具、建筑套组(板/图形/球)、剧场、滑板和游戏载具。
VII-4)用于光学和磁式数据储存的材料。
VII-5)厨具(吃、喝、烹饪、储存)。
VII-6)CD盒、录音带和录像带;DVD电子制品、任何种类的办公用品(圆珠笔、印章和印泥、鼠标、搁板、轨道)、任何体积和容量的瓶(饮料、清洁剂、包括香料的化妆品)和胶带。
VII-7)鞋类(鞋子/鞋底)、鞋垫、鞋罩、粘合剂、结构粘合剂、食品盒(水果、蔬菜、肉、鱼)、合成纸、瓶标签、躺椅、人造关节(人类)、印刷版(柔性凸版)、印刷电路板和显示技术。
VII-8)填充聚合物装置(滑石、白垩、瓷土(高岭土)、硅灰石、颜料、碳黑、TiO2、云母、纳米复合材料、白云石、二氧化硅、硅酸盐、玻璃、石棉)。稳定材料可另外还包含各种常规添加剂,例如:
1.抗氧化剂
1.1.烷基化单酚,例如2,6-二-叔丁基-4-甲基苯酚、2-叔丁基-4,6-二甲基苯酚、2,6-二-叔丁基-4-乙基苯酚、2,6-二-叔丁基-4-正丁基苯酚、2,6-二-叔丁基-4-异丁基苯酚、2,6-二环戊基-4-甲基苯酚、2-(α-甲基环己基)-4,6-二甲基苯酚、2,6-二十八烷基-4-甲基苯酚、2,4,6-三环己基苯酚、2,6-二-叔丁基-4-甲氧基甲基苯酚、侧链为线性或支化的壬基苯酚如2,6-二-壬基-4-甲基苯酚、2,4-二甲基-6-(1'-甲基十一烷-1'-基)苯酚、2,4-二甲基-6-(1'-甲基十七烷-1'-基)苯酚、2,4-二甲基-6-(1'-甲基十三烷-1'-基)苯酚及其混合物。
1.2.烷硫基甲基苯酚,例如2,4-二辛硫基甲基-6-叔丁基苯酚、2,4-二辛硫基甲基-6-甲基苯酚、2,4-二辛硫基甲基-6-乙基苯酚、2,6-二-十二烷硫基甲基-4-壬基苯酚。
1.3.氢醌和烷基化氢醌,例如2,6-二-叔丁基-4-甲氧基苯酚、2,5-二-叔丁基氢醌、2,5-二-叔戊基氢醌、2,6-二苯基-4-十八烷氧基苯酚、2,6-二-叔丁基氢醌、2,5-二-叔丁基-4-羟基茴香醚、3,5-二-叔丁基-4-羟基茴香醚、3,5-二-叔丁基-4-羟基苯基硬脂酸酯、双(3,5-二-叔丁基-4-羟基苯基)己二酸酯。
1.4.生育酚,例如α-生育酚、β-生育酚、γ-生育酚、δ-生育酚及其混合物(维生素E)。
1.5.羟基化硫代二苯醚,例如2,2'-硫代双(6-叔丁基-4-甲基苯酚)、2,2'-硫代双(4-辛基苯酚)、4,4'-硫代双(6-叔丁基-3-甲基苯酚)、4,4'-硫代双(6-叔丁基-2-甲基苯酚)、4,4'-硫代双(3,6-二-仲戊基苯酚)、4,4'-双(2,6-二甲基-4-羟基苯基)二硫醚。
1.6.亚烷基双酚,例如2,2'-亚甲基双(6-叔丁基-4-甲基苯酚)、2,2'-亚甲基双(6-叔丁基-4-乙基苯酚)、2,2'-亚甲基双[4-甲基-6-(α-甲基环己基)苯酚]、2,2'-亚甲基双(4-甲基-6-环己基苯酚)、2,2'-亚甲基双(6-壬基-4-甲基苯酚)、2,2'-亚甲基双(4,6-二-叔丁基苯酚)、2,2'-亚乙基双(4,6-二-叔丁基苯酚)、2,2'-亚乙基双(6-叔丁基-4-异丁基苯酚)、2,2'-亚甲基双[6-(α-甲基苄基)-4-壬基苯酚]、2,2'-亚甲基双[6-(α,α-二甲基苄基)-4-壬基苯酚]、4,4'-亚甲基双(2,6-二-叔丁基苯酚)、4,4'-亚甲基双(6-叔丁基-2-甲基苯酚)、1,1-双(5-叔丁基-4-羟基-2-甲基苯基)丁烷、2,6-双(3-叔丁基-5-甲基-2-羟基苄基)-4-甲基苯酚、1,1,3-三(5-叔丁基-4-羟基-2-甲基苯基)丁烷、1,1-双(5-叔丁基-4-羟基-2-甲基-苯基)-3-正十二烷基巯基丁烷、乙二醇双[3,3-双(3'-叔丁基-4'-羟基苯基)丁酸酯]、双(3-叔丁基-4-羟基-5-甲基-苯基)二环戊二烯、双[2-(3'-叔丁基-2'-羟基-5'-甲基苄基)-6-叔丁基-4-甲基苯基]对苯二甲酸酯、1,1-双-(3,5-二甲基-2-羟基苯基)丁烷、2,2-双(3,5-二-叔丁基-4-羟基苯基)丙烷、2,2-双(5-叔丁基-4-羟基2-甲基苯基)-4-正十二烷基巯基丁烷、1,1,5,5-四-(5-叔丁基-4-羟基-2-甲基苯基)戊烷。
1.7.O-、N-和S-苄基化合物,例如3,5,3',5'-四-叔丁基-4,4'-二羟基二苄基醚、4-羟基-3,5-二甲基苄基巯基乙酸十八烷基酯、4-羟基-3,5-二-叔丁基苄基巯基乙酸十三烷基酯、三(3,5-二-叔丁基-4-羟基苄基)胺、双(4-叔丁基-3-羟基-2,6-二甲基苄基)二硫代对苯二甲酸酯、双(3,5-二-叔丁基-4-羟基苄基)硫醚、3,5-二-叔丁基-4-羟基苄基巯基乙酸异辛基酯。
1.8.羟基苄基化丙二酸酯,例如2,2-双(3,5-二-叔丁基-2-羟基苄基)丙二酸二-十八烷基酯、2-(3-叔丁基-4-羟基-5-甲基苄基)丙二酸二-十八烷基酯、2,2-双(3,5-二-叔丁基-4-羟基苄基)丙二酸二-十二烷基巯基乙酯、2,2-双(3,5-二-叔丁基-4-羟基苄基)丙二酸双[4-(1,1,3,3四甲基丁基)苯基]酯。
1.9.芳族羟基苄基化合物,例如1,3,5-三(3,5-二-叔丁基-4-羟基苄基)-2,4,6-三甲基苯、1,4-双(3,5-二-叔丁基-4-羟基苄基)-2,3,5,6-四甲基苯、2,4,6-三(3,5-二-叔丁基-4-羟基苄基)苯酚。
1.10.三嗪化合物,例如2,4-双(辛基巯基)-6-(3,5-二-叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-双(3,5-二-叔丁基-4-羟基苯胺基)-1,3,5-三嗪、2-辛基巯基-4,6-双(3,5-二-叔丁基-4-羟基苯氧基)-1,3,5-三嗪、2,4,6-三(3,5-二-叔丁基-4-羟基苯氧基)-1,2,3-三嗪、1,3,5-三(3,5-二-叔丁基-4-羟基苄基)异氰尿酸酯、1,3,5-三(4-叔丁基-3-羟基-2,6-二甲基苄基)异氰尿酸酯、2,4,6-三(3,5-二-叔丁基-4-羟基苯基乙基)-1,3,5-三嗪、1,3,5-三(3,5-二-叔丁基-4-羟基苯基丙酰基)-六氢-1,3,5-三嗪、1,3,5-三(3,5-二环己基-4-羟基苄基)异氰尿酸酯。
1.11.苄基膦酸酯,例如2,5-二-叔丁基-4-羟基苄基膦酸二甲酯、3,5-二-叔丁基-4-羟基苄基膦酸二乙酯、3,5-二-叔丁基-4-羟基苄基膦酸二-十八烷基酯、5-叔丁基-4-羟基-3-甲基苄基膦酸二-十八烷基酯、3,5-二-叔丁基-4-羟基苄基膦酸的单乙酯的钙盐。
1.12.酰氨基苯酚,例如4-羟基月桂酰替苯胺、4-羟基硬脂酰替苯胺、N-(3,5-二-叔丁基-4-羟基苯基)氨基甲酸辛酯。
1.13.β-(3,5-二-叔丁基-4-羟基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、异辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、异戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷。
1.14.β-(5-叔丁基-4-羟基-3-甲基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、正辛醇、异辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、异戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷;3,9-双[2-{3-(3-叔丁基-4-羟基-5-甲基苯基)丙酰氧基}-1,1-二甲基乙基]-2,4,8,10-四氧杂螺[5.5]十一烷。
1.15.β-(3,5-二环己基-4-羟基苯基)丙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、异戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷。
1.16.3,5-二-叔丁基-4-羟基苯基乙酸与一元醇或多元醇的酯,例如与甲醇、乙醇、辛醇、十八烷醇、1,6-己二醇、1,9-壬二醇、乙二醇、1,2-丙二醇、新戊二醇、硫代二乙二醇、二乙二醇、三乙二醇、异戊四醇、三(羟乙基)异氰尿酸酯、N,N'-双(羟乙基)草酰胺、3-硫杂十一烷醇、3-硫杂十五烷醇、三甲基己二醇、三羟甲基丙烷、4-羟甲基-1-磷杂-2,6,7-三氧杂双环[2.2.2]辛烷。
1.17.β-(3,5-二-叔丁基-4-羟基苯基)丙酸的酰胺,例如N,N'-双(3,5-二-叔丁基-4-羟基苯基丙酰基)己二酰胺、N,N'-双(3,5-二-叔丁基-4-羟基苯基丙酰基)丙二酰胺、N,N'-双(3,5-二-叔丁基-4-羟基苯基丙酰基)酰肼、N,N'-双[2-(3-[3,5-二-叔丁基-4-羟基苯基]丙酰氧基)乙基]草酰胺(XL-1,由Uniroyal供应)。
1.18.抗坏血酸(维生素C)
1.19.胺类抗氧化剂,例如N,N'-二-异丙基-对苯二胺、N,N'-二-仲丁基-对苯二胺、N,N'-双(1,4-二甲基戊基)-对苯二胺、N,N'-双(1-乙基-3-甲基戊基)-对苯二胺、N,N'-双(1-甲基庚基)-对苯二胺、N,N'-二环己基-对苯二胺、N,N'-二苯基-对苯二胺、N,N'-双(2-萘基)-对苯二胺、N-异丙基-N'-苯基-对苯二胺、N-(1,3-二甲基丁基)-N'-苯基-对苯二胺、N-(1-甲基庚基)-N'-苯基-对苯二胺、N-环己基-N'-苯基-对苯二胺、4-(对甲苯氨磺酰基)二苯胺、N,N'-二甲基-N,N'-二-仲丁基-对苯二胺、二苯胺、N-烯丙基二苯胺、4-异丙氧基二苯胺、N-苯基-1-萘胺、N-(4-叔辛基苯基)-1-萘胺、N-苯基-2-萘胺、辛基化二苯胺,例如p,p'-二-叔辛基二苯胺、4-正丁基氨基苯酚、4-丁酰氨基苯酚、4-壬酰氨基苯酚、4-十二烷酰氨基苯酚、4-十八烷酰氨基苯酚、双(4-甲氧基苯基)胺、2,6-二-叔丁基-4-二甲基氨基甲基苯酚、2,4'-二氨基二苯基甲烷、4,4'-二氨基二苯基甲烷、N,N,N',N'-四甲基-4,4'-二氨基二苯基甲烷、1,2-双[(2-甲基苯基)氨基]乙烷、1,2-双(苯基氨基)丙烷、(邻甲苯基)双胍、双[4-(1',3'-二甲基丁基)苯基]氨、叔辛基化N-苯基-1-萘胺、单-和二烷基化叔丁基/叔辛基二苯胺的混合物、单-和二烷基化壬基二苯胺的混合物、单-和二烷基化十二烷基二苯胺的混合物、单-和二烷基化异丙基/异己基二苯胺的混合物、单-和二烷基化叔丁基二苯胺的混合物、2,3-二氢-3,3-二甲基-4H-1,4-苯并噻嗪、啡噻嗪、单烷基化和二烷基化叔丁基/叔辛基啡噻嗪的混合物、单烷基化和二烷基化叔辛基啡噻嗪的混合物、N-烯丙基啡噻嗪、N,N,N',N'-四苯基-1,4-二氨基丁-2-烯。
2.UV吸收剂和光稳定剂
2.1.2-(2'-羟基苯基)苯并三唑,例如2-(2'-羟基-5'-甲基苯基)-苯并三唑、2-(3',5'-二-叔丁基-2'-羟基苯基)苯并三唑、2-(5'-叔丁基-2'-羟基苯基)苯并三唑、2-(2'-羟基-5'-(1,1,3,3-四甲基丁基)苯基)苯并三唑、2-(3',5'-二-叔丁基-2'-羟基苯基)-5-氯-苯并三唑、2-(3'-叔丁基-2'-羟基-5'-甲基苯基)-5-氯-苯并三唑、2-(3'-仲丁基-5'-叔丁基-2'-羟基苯基)苯并三唑、2-(2'-羟基-4'-辛氧基苯基)苯并三唑、2-(3',5'-二-叔戊基-2'-羟基苯基)苯并三唑、2-(3',5'-双-(α,α-二甲基苄基)-2'-羟基苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧基羰基乙基)苯基)-5-氯-苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)-羰基乙基]-2'-羟基苯基)-5-氯-苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基)苯基)-5-氯-苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-甲氧基羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-辛氧基羰基乙基)苯基)苯并三唑、2-(3'-叔丁基-5'-[2-(2-乙基己氧基)羰基乙基]-2'-羟基苯基)苯并三唑、2-(3'-十二烷基-2'-羟基-5'-甲基苯基)苯并三唑、2-(3'-叔丁基-2'-羟基-5'-(2-异辛氧基羰基乙基)苯基苯并三唑、2,2'-亚甲基-双[4-(1,1,3,3-四甲基丁基)-6-苯并三唑-2-基苯酚];2-[3'-叔丁基-5'-(2-甲氧基羰基乙基)-2'-羟基苯基]-2H-苯并三唑与聚乙二醇300的酯交换产物;
其中R=3'-叔丁基-4'-羟基-5'-2H-苯并三唑-2-基苯基、2-[2'-羟基-3'-(α,α-二甲基苄基)-5'-(1,1,3,3-四甲基丁基)-苯基]苯并三唑;2-[2'-羟基-3'-(1,1,3,3-四甲基丁基)-5'-(α,α-二甲基苄基)-苯基]苯并三唑。
2.2.2-羟基二苯甲酮,例如4-羟基、4-甲氧基、4-辛氧基、4-癸氧基、4-十二烷氧基、4-苄氧基、4,2',4'-三羟基和2'-羟基-4,4'-二甲氧基衍生物。
2.3.取代和未被取代的苯甲酸的酯,例如水杨酸4-叔丁基-苯酯、水杨酸苯酯、水杨酸辛基苯酯、二苯甲酰基间苯二酚、双(4-叔丁基苯甲酰基)间苯二酚、苯甲酰基间苯二酚、3,5-二-叔丁基-4-羟基苯甲酸2,4-二-叔丁基苯酯、3,5-二-叔丁基-4-羟基苯甲酸十六烷基酯、3,5-二-叔丁基-4-羟基苯甲酸十八烷基酯、3,5-二-叔丁基-4-羟基苯甲酸2-甲基-4,6-二-叔丁基苯酯。
2.4.丙烯酸酯,例如α-氰基-β,β-二苯基丙烯酸乙酯、α-氰基-β,β-二苯基丙烯酸异辛酯、α-甲氧羰基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基肉桂酸甲酯、α-氰基-β-甲基-对甲氧基-肉桂酸丁酯、α-甲氧羰基-对甲氧基肉桂酸甲酯、N-(β-甲氧羰基-β-氰基乙烯基)-2-甲基吲哚啉、四(α-氰基-β,β-二苯基丙烯酸新戊酯。
2.5.镍化合物,例如2,2'-硫代-双[4-(1,1,3,3-四甲基丁基)苯酚]的镍配合物,例如1:1或1:2配合物,具有或不具有其它配体,例如正丁胺、三乙醇胺或N-环己基二乙醇胺,二丁二硫代氨基甲酸镍,单烷基酯的镍盐,例如4-羟基-3,5-二-叔丁基苯甲基膦酸的甲酯或乙酯,酮肟的镍配合物,例如2-羟基-4-甲基苯基十一烷基酮肟的镍配合物,1-苯基-4-月桂酰基-5-羟基吡唑的镍配合物,具有或不具有其它配体。
2.6.位阻胺,例如碳酸双(1-十一烷氧基-2,2,6,6-四甲基-4-哌啶基)酯、双(2,2,6,6-四甲基-4-哌啶基)癸二酸酯、双(2,2,6,6-四甲基-4-哌啶基)琥珀酸酯、双(1,2,2,6,6-五甲基-4-哌啶基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基-4-哌啶基)癸二酸酯、正丁基-3,5-二-叔丁基-4-羟基苄基丙二酸双(1,2,2,6,6-五甲基-4-哌啶基)酯、1-(2-羟乙基)-2,2,6,6-四甲基-4-羟基哌啶和琥珀酸的缩合物、N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺和4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的线性或环状缩合物、三(2,2,6,6-四甲基-4-哌啶基)次氮基三乙酸酯、四(2,2,6,6-四甲基-4-哌啶基)-1,2,3,4-丁烷四羧酸酯、1,1'-(1,2-乙二基)-双(3,3,5,5-四甲基哌嗪酮)、4-苯甲酰-2,2,6,6-四甲基哌啶、4-硬脂酰氧基-2,2,6,6-四甲基哌啶、双(1,2,2,6,6-五甲基哌啶基)-2-正丁基-2-(2-羟基-3,5-二-叔丁基苄基)丙二酸酯、3-正辛基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-2,4-二酮、双(1-辛氧基-2,2,6,6-四甲基哌啶基)癸二酸酯、双(1-辛氧基-2,2,6,6-四甲基哌啶基)琥珀酸酯、N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺和4-吗啉基-2,6-二氯-1,3,5-三嗪的线性或环状缩合物、2-氯-4,6-双(4-正丁基氨基-2,2,6,6-四甲基哌啶基)-1,3,5-三嗪和1,2-双(3-氨基丙基氨基)乙烷的缩合物、2-氯-4,6-二-(4-正丁基氨基-1,2,2,6,6-五甲基哌啶基)-1,3,5-三嗪和1,2-双(3-氨基丙基氨基)乙烷的缩合物、8-乙酰基-3-十二烷基-7,7,9,9-四甲基-1,3,8-三氮杂螺[4.5]癸烷-2,4-二酮、3-十二烷基-1-(2,2,6,6-四甲基-4-哌啶基)吡咯烷-2,5-二酮、3-十二烷基-1-(1,2,2,6,6-五甲基-4-哌啶基)吡咯烷-2,5-二酮、4-十六烷氧基-与4-硬脂酰氧基-2,2,6,6-四甲基哌啶的混合物、N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺与4-环己基氨基-2,6-二氯-1,3,5-三嗪的缩合物、1,2-双(3-氨基丙基氨基)乙烷和2,4,6-三氯-1,3,5-三嗪以及4-丁基氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[136504-96-6]);1,6-己二胺与2,4,6-三氯-1,3,5-三嗪以及N,N-二丁基胺与4-丁基氨基-2,2,6,6-四甲基哌啶的缩合物(CAS登记号[192268-64-7]);N-(2,2,6,6-四甲基-4-哌啶基)-正十二烷基琥珀酰亚胺、N-(1,2,2,6,6-五甲基-4-哌啶基)-正十二烷基琥珀酰亚胺、2-十一烷基-7,7,9,9-四甲基-1-氧杂-3,8-二氮杂-4-氧代-螺[4,5]癸烷、7,7,9,9-四甲基-2-环十一烷基-1-氧杂-3,8-二氮杂-4-氧代螺-[4,5]癸烷与表氯醇的反应产物、1,1-双(1,2,2,6,6-五甲基-4-哌啶基氧基羰基)-2-(4-甲氧基苯基)乙烯、N,N'-双-甲酰基-N,N'-双(2,2,6,6-四甲基-4-哌啶基)己二胺、4-甲氧基亚甲基丙二酸与1,2,2,6,6-五甲基-4-羟基哌啶的二酯、聚[甲基丙基-3-氧基-4-(2,2,6,6-四甲基-4-哌啶基)]硅氧烷、马来酸酐-α-烯烃共聚物与2,2,6,6-四甲基-4-氨基哌啶或1,2,2,6,6-五甲基-4-氨基哌啶的反应产物、2,4-双[N-(1-环己氧基-2,2,6,6-四甲基哌啶-4-基)-N-丁基氨基]-6-(2-羟基乙基)氨基-1,3,5-三嗪、1-(2-羟基-2-甲基丙氧基)-4-十八烷酰氧基-2,2,6,6-四甲基哌啶、5-(2-乙基己酰基)氧基甲基-3,3,5-三甲基-2-吗啉酮、Sanduvor(Clariant;CAS登记号106917-31-1)、5-(2-乙基己酰基)氧基甲基-3,3,5-三甲基-2-吗啉酮、2,4-双[(1-环己氧基-2,2,6,6-哌啶-4-基)丁基氨基]-6-氯-s-三嗪与N,N'-双(3-氨基丙基)乙二胺)的反应产物、1,3,5-三(N-环己基-N-(2,2,6,6-四甲基哌嗪-3-酮-4-基)氨基)-s-三嗪、1,3,5-三(N-环己基-N-(1,2,2,6,6-五甲基哌嗪-3-酮-4-基)氨基)-s-三嗪。
2.7.草酰胺,例如4,4'-二辛氧基草酰替苯胺、2,2'-二乙氧基草酰替苯胺、2,2'-二辛氧基-5,5'-二-叔丁基草酰替苯胺、2,2'-二(十二烷氧基)-5,5'-二-叔丁基草酰替苯胺、2-乙氧基-2'-乙基草酰替苯胺、N,N'-双(3-二甲基氨基丙基)草酰胺、2-乙氧基-5-叔丁基-2'-乙基草酰替苯胺及其与2-乙氧基-2'-乙基-5,4'-二-叔丁基草酰替苯胺的混合物、邻-与对-甲氧基-二取代的草酰替苯胺的混合物和邻-与对-乙氧基-二取代的草酰替苯胺的混合物。
2.8.2-(2-羟基苯基)-1,3,5-三嗪,例如2,4,6-三(2-羟基-4-辛氧基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2,4-二羟基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2,4-双(2-羟基-4-丙氧基苯基)-6-(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-辛氧基苯基)-4,6-双(4-甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十二烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-十三烷氧基苯基)-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-丁氧基丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-辛氧基丙氧基)苯基]-4,6-双(2,4-二甲基)-1,3,5-三嗪、2-[4-(十二烷氧基/十三烷氧基-2-羟基丙氧基)-2-羟基苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-[2-羟基-4-(2-羟基-3-十二烷氧基丙氧基)苯基]-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2-(2-羟基-4-己氧基)苯基-4,6-二苯基-1,3,5-三嗪、2-(2-羟基-4-甲氧基苯基)-4,6-二苯基-1,3,5-三嗪、2,4,6-三[2-羟基-4-(3-丁氧基-2-羟基丙氧基)苯基]-1,3,5-三嗪、2-(2-羟基苯基)-4-(4-甲氧基苯基)-6-苯基-1,3,5-三嗪、2-{2-羟基-4-[3-(2-乙基己基-1-氧基)-2-羟基丙氧基]苯基}-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪、2,4-双(4-[2-乙基己氧基]-2-羟基苯基)-6-(4-甲氧基苯基)-1,3,5-三嗪。
3.金属去活化剂,例如N,N'-二苯基草酰胺、N-水杨醛-N'-水杨酰基肼、N,N'-双(水杨酰基)肼、N,N'-双(3,5-二-叔丁基-4-羟基苯基丙酰基)肼、3-水杨酰氨基-1,2,4-三唑、双(苯苄基)草酰基二酰肼、草酰苯胺、异酞酰基二酰肼、癸二酰基双苯基酰肼、N,N'-二乙酰基己二酰基二酰肼、N,N'-双(水杨酰基)草酰基二酰肼、N,N'-双(水杨酰基)硫代丙酰基二酰肼。
4.亚磷酸酯和亚膦酸二酯,例如亚磷酸三苯酯、亚磷酸二苯基烷基酯、亚磷酸苯基二烷基酯、亚磷酸三(壬基苯基)酯、亚磷酸三月桂基酯、亚磷酸三-十八烷基酯、二亚磷酸二硬脂基异戊四醇酯、亚磷酸三(2,4-二-叔丁基苯基)酯、二亚磷酸二异癸基异戊四醇酯、二亚磷酸双(2,4-二-叔丁基苯基)异戊四醇酯、二亚磷酸双(2,4-二异丙苯基苯基)异戊四醇酯、二亚磷酸双(2,6-二-叔丁基-4-甲基苯基)异戊四醇酯、二亚磷酸二异癸氧基异戊四醇酯、二亚磷酸双(2,4-二-叔丁基-6-甲基苯基)异戊四醇酯、二亚磷酸双(2,4,6-三(叔丁基苯基)异戊四醇酯、三亚磷酸三硬脂基山梨糖醇酯、二亚膦酸四(2,4-二-叔丁基苯基)4,4'-亚联苯基酯、6-异辛氧基-2,4,8,10-四-叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂磷杂八环、亚磷酸双(2,4-二-叔丁基-6-甲基苯基)甲酯、亚磷酸双(2,4-二-叔丁基-6-甲基苯基)乙酯、6-氟-2,4,8,10-四-叔丁基-12-甲基-二苯并[d,g]-1,3,2-二氧杂磷杂八环、2,2',2″-次氮基[亚磷酸三乙基三(3,3',5,5',-四-叔丁基-1,1'-联苯-2,2'-二基)酯]、亚磷酸2-乙基己基(3,3',5,5'-四-叔丁基-1,1'-联苯-2,2'-二基)酯、5-丁基-5-乙基-2-(2,4,6-三-叔丁基苯氧基)-1,3,2-二氧杂磷杂环丙烷。
以下亚磷酸酯是尤其优选的:亚磷酸三(2,4-二-叔丁基苯基)酯168,CibaSpecialtyChemicalsInc.)、亚磷酸三(壬基苯基)酯,
5.羟胺,例如N,N-二苄基羟胺、N,N-二乙基羟胺、N,N-二辛基羟胺、N,N-二月桂基羟胺、N,N-二-十四烷基羟胺、N,N-二-十六烷基羟胺、N,N-二-十八烷基羟胺、N-十六烷基-N-十八烷基羟胺、N-十七烷基-N-十八烷基羟胺、衍生自氢化牛脂胺的N,N-二烷基羟胺。
6.硝酮,例如N-苄基-α-苯基硝酮、N-乙基-α-甲基硝酮、N-辛基-α-庚基硝酮、N-月桂基-α-十一烷基硝酮、N-十四烷基-α-十三烷基硝酮、N-十六烷基-α-十五烷基硝酮、N-十八烷基-α-十七烷基硝酮、N-十六烷基-α-十七烷基硝酮、N-十八烷基-α-十五烷基硝酮、N-十七烷基-α-十七烷基硝酮、N-十八烷基-α-十六烷基硝酮、衍生自由氢化牛脂胺衍生的N,N-二烷基羟胺的硝酮。
7.硫代增效剂,例如硫代二丙酸二月桂基酯、硫代二丙酸二肉豆蔻基酯、硫代二丙酸二硬脂基酯或二硬脂基二硫醚。
8.过氧化物清除剂,例如β-硫代二丙酸的酯,例如月桂基、硬脂基、肉豆蔻基或十三烷基酯、巯基苯并咪唑或2-巯基苯并咪唑的锌盐、二丁基二硫代氨基甲酸锌、二-十八烷基二硫醚、四(β-十二烷基巯基)丙酸异戊四醇酯。
9.聚酰胺稳定剂,例如与碘化物和/或磷化合物组合的铜盐和二价锰盐。
10.碱性助稳定剂,例如三聚氰胺、聚乙烯吡咯啶酮、双氰胺、氰尿酸三烯丙酯、脲衍生物、肼衍生物、胺、聚酰胺、聚氨酯、高碳脂肪酸的碱金属盐和碱土金属盐如硬脂酸钙、硬脂酸锌、山萮酸镁、硬脂酸镁、蓖麻油酸钠和棕榈酸钾、邻苯二酚锑或邻苯二酚锌。
11.成核剂,例如无机物质如滑石,金属氧化物如二氧化钛或氧化镁,优选碱土金属的磷酸盐、碳酸盐或硫酸盐;有机化合物,例如单羧酸或聚羧酸及其盐,例如4-叔丁基苯甲酸、己二酸、二苯基乙酸、琥珀酸钠或苯甲酸钠;聚合物,例如离子共聚物(离聚物)。尤其优选1,3:2,4-双(3',4'-二甲基亚苄基)山梨糖醇、1,3:2,4-二(对甲基二亚苄基)山梨糖醇和1,3:2,4-二(亚苄基)山梨糖醇。
12.填料和增强剂,例如碳酸钙、硅酸盐、表面处理的二氧化硅(例如US-A-2007/60,697和US-A-2009/111,918所述)、玻璃纤维、玻璃珠、石绵、滑石、高岭土、云母、硫酸钡、金属氧化物和氢氧化物、碳黑、石墨、木粉和其它天然产品的粉或纤维、合成纤维。
13.其它添加剂,例如增塑剂、润滑剂、乳化剂、颜料、流变添加剂、催化剂、流动控制剂、荧光增白剂、阻燃剂、抗静电剂和起泡剂。
14.苯并呋喃酮和吲哚啉酮,例如U.S.4,325,863;U.S.4,338,244;U.S.5,175,312;U.S.5,216,052;U.S.5,252,643;DE-A-4316611;DE-A-4316622;DE-A-4316876;EP-A-0589839、EP-A-0591102;EP-A-1291384所述那些或或3-[4-(2-乙酰氧基乙氧基)苯基]-5,7-二-叔丁基苯并呋喃-2-酮、5,7-二-叔丁基-3-[4-(2-硬脂酰氧基乙氧基)苯基]苯并呋喃-2-酮、3,3'-双[5,7-二-叔丁基-3-(4-[2-羟基乙氧基]苯基)苯并呋喃-2-酮]、5,7-二-叔丁基-3-(4-乙氧基苯基)苯并呋喃-2-酮、3-(4-乙酰氧基-3,5-二甲基苯基)-5,7-二-叔丁基苯并呋喃-2-酮、3-(3,5-二甲基-4-新戊酰氧基苯基)-5,7-二-叔丁基苯并呋喃-2-酮、3-(3,4-二甲基苯基)-5,7-二-叔丁基苯并呋喃-2-酮、3-(2,3-二甲基苯基)-5,7-二-叔丁基苯并呋喃-2-酮、3-(2-乙酰基-5-异辛基苯基)-5-异辛基苯并呋喃-2-酮。
式(A)化合物与常规添加剂总量的重量比可以为例如100:1-1:1000或10:1-1:100或10:1-1:10。
本发明另一实施方案为一种稳定有机材料以防由光、热或氧化引发的降解的方法,所述方法包括将如上文定义的式(A)化合物掺入有机材料中。
本发明的另一实施方案为如上文定义的式(A)化合物在稳定有机材料以防由热、氧化或光引发的降解中的用途。
式(A)化合物还适用作阻燃剂。
以下实施例更详细地说明本发明。除非另外说明,所有百分数和份为重量计。
实施例I-1:制备式(I-1)中间体
在60℃/10巴氢气气氛下,在钢质高压釜中,将600g1-丙氧基-2,2,6,6-四甲基-哌啶-4-酮的1000ml甲醇溶液缓慢加入230ml甲醇氨溶液(10%甲醇溶液)和12g铂催化剂(在碳上5%)中。在氢化16小时后,加入12g铂催化剂和50g1-丙氧基-2,2,6,6-四甲基-哌啶-4-酮,并进一步氢化21小时。在滤出催化剂并从滤液中除去溶剂以后,得到575g灰色晶体。将粗产物从500ml甲醇中再结晶。得到无色晶体形式的所需中间体。
收率:68.7%理论值
熔点:67-69℃
质谱(化学电离)(=MS(CI)):412(MH+)
实施例I-2:制备式(I-2)中间体
类似于实施例I-1,由1-乙氧基-2,2,6,6-四甲基-哌啶-4-酮和氨制备中间体。在将粗产物从甲醇中再结晶以后,得到灰白色晶体形式的所需中间体。
收率:63.1%
熔点:104-106℃
MS(CI):384(MH+)
实施例I-3:制备式(I-3)中间体
类似于实施例I-1,由1-甲氧基-2,2,6,6-四甲基-哌啶-4-酮制备中间体。在将粗产物从甲醇中再结晶以后,得到灰白色晶体形式的所需中间体。
收率:53%
熔点:74-76℃
MS(CI):356(MH+)
实施例A-1:制备式(A-1)化合物
在0-5℃下,将26g(77毫摩尔)硬脂酰氯加入30.4g(74毫摩尔)中间体(I-1)、9.32g三乙胺、90mg4-二甲基氨基吡啶的370ml甲苯溶液中。将该反应混合物的滤液用水、饱和碳酸氢钠和水萃取。有机相的标准处理(干燥和在旋转式蒸发器中除去溶剂)以后,得到作为无定形微黄色固体的所需化合物。
收率:44.8g(89.6%理论值)
IR(净):1650(酰胺I)
MS(CI):678(MH+)
实施例A-2:制备式(A-2)化合物
类似于实施例A-1,由月桂酰氯和中间体(I-1)制备N,N-双(1-丙氧基-2,2,6,6-四甲基哌啶-4-基)月桂酸酰胺。得到作为黄色粘性油的所需化合物。
收率:93.5%
IR(净):1649(酰胺I)
MS(CI):594(MH+)
实施例A-3:制备式(A-3)化合物。
类似于实施例(A-1),由硬脂酰氯和中间体(I-2)制备N,N-双(1-乙氧基-2,2,6,6-四甲基哌啶-4-基)硬脂酸酰胺。在通过硅胶快速层析(洗脱液为己烷/乙酸乙酯5:1)提纯以后,得到作为微黄色无定形固体的所需化合物。
收率:100%
IR(净):1649(酰胺I)
MS(CI):650(MH+)
实施例A-4:制备式(A-4)化合物
类似于实施例(A-1),由硬脂酰氯和中间体(A-3)制备N,N-双(1-甲氧基-2,2,6,6-四甲基哌啶-4-基)硬脂酸。在通过硅胶快速层析(洗脱液为己烷/乙酸乙酯4:1)提纯以后,得到作为微黄色油的所需化合物。
收率:72.7%
IR(净):1650(酰胺I)
MS(CI):622(MH+)
实施例A-5:制备式(A-5)化合物
类似于实施例(A-1)(溶剂为二氯甲烷),由26.52毫摩尔癸二酰氯和50.52毫摩尔中间体(I-1)制备N,N,N',N'-四(1-丙氧基-2,2,6,6-四甲基哌啶-4-基)癸二酰胺。得到作为无定形固体的所需化合物。
收率:94.7%。
熔点:68-75℃
IR(净):16476(酰胺I)
MS(CI):990(MH+)。
实施例A-6:制备式(A-6)化合物
类似于实施例(A-5),由草酰氯及中间体(A-1)制备N,N,N',N'-四(1-丙氧基-2,2,6,6-四甲基哌啶-4-基)草酰胺。在从甲醇中再结晶以后,得到作为无色固体的所需化合物。
收率:78%
熔点:249-250℃
IR(净):1654,1637(酰胺I)
MS(CI):977(MH+)
实施例A-7:制备式(A-7)化合物
类似于实施例(A-5),由亚硫基二乙酰氯和中间体(A-1)制备N,N,N',N'-四(1-丙氧基-2,2,6,6-四甲基哌啶-4-基)亚硫基二乙酰胺。在通过硅胶快速层析(洗脱液为己烷/乙酸乙酯1:1)提纯以后,得到作为无定形微黄色固体的所需化合物。
收率:77.6%
熔点:90-96℃
IR(净):1643(酰胺I)
MS(CI):938MH+
实施例B:乙烯/丙烯/二烯弹性体(EPDM)的稳定化
将表1中所示一份稳定剂掺入含有以下组分的EPDM基配制剂中:
100重量份EPDM,
1重量份硬脂酸,
5重量份ZnO,
3.4重量份聚乙二醇,
60重量份石蜡油,
90重量份高岭土,
180重量份白垩,
1重量份硫,
2.5重量份N-环己基-2-苯并噻唑亚磺酰胺,
1重量份二丁基二硫代磷酸锌。
将配制剂在120℃下在双辊研磨机上处理5分钟。
在175℃和180巴下,用10分钟固化时间,在压力机中由所得配制剂制备2mm厚试样。
根据ISO4892-2,仅使用干式循环风干所得试样。使用放大镜光学评定裂纹形成及粉化程度。
结果列于下表中。
表1:
稳定剂 | 粉化 | 裂纹 |
无 | 强粉化 | 2 |
实施例A-1的化合物 | 无粉化 | 0-1 |
实施例A-2的化合物 | 低粉化 | 0-1 |
实施例A-5的化合物 | 低粉化 | 0-1 |
实施例A-6的化合物 | 低粉化 | 0-1 |
0:无裂纹
3:表面完全裂化
实施例C:热稳定性
通过差示扫描热量法(DSC)测定热稳定性。测量在MettlerDSC30机中进行。称重约10mg实施例A-6化合物至标准DSC铝盘(40μl)中。将盘用铝盖密封并用细针穿孔。然后将盘插入烘箱中且在实验期间保持于氮气下。在30-500℃的温度范围内使用10℃/min的加热速率记录测试样品的热行为。使用MettlerSTARe软件(V9.01)分析实验数据以确定试样分解的开始温度。DSC曲线的第一放热峰显示于下表2中。
表2:
稳定剂 | DSC第一放热峰(N2)[℃] |
实施例A-6的化合物 | 314.2 |
Claims (15)
1.一种式(I)中间体:
其中基团R1相互独立地为甲基、乙基或正丙基。
2.根据权利要求1的中间体,其中R1为正丙基。
3.一种制备式(I)中间体的方法:
其中R1为甲基、乙基或正丙基;
所述方法包括使式(I-a)化合物:
与氨在有机溶剂中在氢气和铂作为氢化催化剂存在下反应。
4.根据权利要求3的方法,其中所述有机溶剂为C1-C4醇或(C1-C4烷基)酯且反应在1-60巴的氢气压力和20-120℃的温度下进行。
5.根据权利要求3的方法,其中氨与式(I-a)化合物的摩尔比为0.5/2-1.3/2。
6.一种式(A)化合物:
其中X为式(A-I)或(A-II)基团:
Y为C11-C17烷基,
Z为直连键、-(CH2)8-或-CH2-S-CH2-,且
基团R1相互独立地为甲基、乙基或正丙基。
7.根据权利要求6的化合物,其中X为式(A-I)基团。
8.根据权利要求6的化合物,其中X为式(A-II)基团。
9.根据权利要求6的化合物,其中R1为正丙基。
10.根据权利要求6的化合物,其对应于:
11.一种组合物,其含有:
a)有机材料,和
b)如权利要求6所定义的式(A)化合物。
12.根据权利要求11的组合物,其中所述有机材料为聚烯烃均聚物或共聚物。
13.根据权利要求11的组合物,其另外含有常规添加剂。
14.一种稳定有机材料以防通过光、热或氧化引发的降解的方法,其包括将如权利要求6所定义的式(A)化合物掺入有机材料中。
15.如权利要求6所定义的式(A)化合物在稳定有机材料以防热、氧化或光引发的降解中的用途。
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US61/310,728 | 2010-03-05 | ||
PCT/EP2011/053122 WO2011107515A2 (en) | 2010-03-05 | 2011-03-02 | Sterically hindered amines |
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CA2790327A1 (en) | 2010-03-05 | 2011-09-09 | Basf Se | Sterically hindered amines |
MX2013003960A (es) | 2010-10-20 | 2013-05-20 | Basf Se | Estabilizadores de luz de amina estericamente impedida con funcionalizacion mixta. |
KR20130138258A (ko) | 2010-10-20 | 2013-12-18 | 바스프 에스이 | 특정 작용화를 갖는 올리고머 광 안정화제 |
JP2016044144A (ja) * | 2014-08-22 | 2016-04-04 | 宇部興産株式会社 | シクロヘキサノン製造方法とその触媒 |
FR3104131B1 (fr) | 2019-12-06 | 2022-09-02 | Airbus Helicopters | Aéronef muni d’une enveloppe remplie d’un gaz plus léger que l’air. |
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CA2790327A1 (en) | 2011-09-09 |
RU2012142223A (ru) | 2014-04-10 |
JP5777643B2 (ja) | 2015-09-09 |
US10040762B2 (en) | 2018-08-07 |
ES2646664T3 (es) | 2017-12-14 |
TWI511955B (zh) | 2015-12-11 |
US20130053484A1 (en) | 2013-02-28 |
CN103201264A (zh) | 2013-07-10 |
BR112012022131A2 (pt) | 2015-12-15 |
RU2584333C2 (ru) | 2016-05-20 |
TW201139374A (en) | 2011-11-16 |
MY158941A (en) | 2016-11-30 |
KR20130048289A (ko) | 2013-05-09 |
EP2545035A2 (en) | 2013-01-16 |
US11161813B2 (en) | 2021-11-02 |
WO2011107515A3 (en) | 2015-09-03 |
EP2545035B1 (en) | 2017-08-09 |
WO2011107515A2 (en) | 2011-09-09 |
JP2013528566A (ja) | 2013-07-11 |
US20200123107A1 (en) | 2020-04-23 |
US20180319746A1 (en) | 2018-11-08 |
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