CN1501952A - 具有低剪切稀化比的聚碳酸酯 - Google Patents
具有低剪切稀化比的聚碳酸酯 Download PDFInfo
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- CN1501952A CN1501952A CNA028073436A CN02807343A CN1501952A CN 1501952 A CN1501952 A CN 1501952A CN A028073436 A CNA028073436 A CN A028073436A CN 02807343 A CN02807343 A CN 02807343A CN 1501952 A CN1501952 A CN 1501952A
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- Prior art keywords
- tert
- compound
- butyl
- bis
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- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 69
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 67
- 239000000203 mixture Substances 0.000 claims description 53
- 150000001875 compounds Chemical class 0.000 claims description 48
- 239000000155 melt Substances 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
- 239000003054 catalyst Substances 0.000 claims description 11
- 238000006116 polymerization reaction Methods 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 229910052794 bromium Inorganic materials 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- 229940126062 Compound A Drugs 0.000 claims description 4
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
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- ZLLNYWQSSYUXJM-UHFFFAOYSA-M tetraphenylphosphanium;phenoxide Chemical compound [O-]C1=CC=CC=C1.C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 ZLLNYWQSSYUXJM-UHFFFAOYSA-M 0.000 claims description 4
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- 150000001450 anions Chemical class 0.000 claims description 2
- 125000005587 carbonate group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
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- 238000000034 method Methods 0.000 abstract description 14
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- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 6
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
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- YEWBOZCFGXOUQW-UHFFFAOYSA-N 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-ylmethanol Chemical compound C1OP2OCC1(CO)CO2 YEWBOZCFGXOUQW-UHFFFAOYSA-N 0.000 description 4
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- ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
- CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
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- 238000012695 Interfacial polymerization Methods 0.000 description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 4
- 239000003063 flame retardant Substances 0.000 description 4
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
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- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
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- XUQNLOIVFHUMTR-UHFFFAOYSA-N 2-[[2-hydroxy-5-nonyl-3-(1-phenylethyl)phenyl]methyl]-4-nonyl-6-(1-phenylethyl)phenol Chemical compound OC=1C(C(C)C=2C=CC=CC=2)=CC(CCCCCCCCC)=CC=1CC(C=1O)=CC(CCCCCCCCC)=CC=1C(C)C1=CC=CC=C1 XUQNLOIVFHUMTR-UHFFFAOYSA-N 0.000 description 3
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- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 3
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- GEPYJHDOGKHEMZ-UHFFFAOYSA-M tetraphenylphosphanium;fluoride Chemical compound [F-].C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 GEPYJHDOGKHEMZ-UHFFFAOYSA-M 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
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- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- IVIIAEVMQHEPAY-UHFFFAOYSA-N tridodecyl phosphite Chemical compound CCCCCCCCCCCCOP(OCCCCCCCCCCCC)OCCCCCCCCCCCC IVIIAEVMQHEPAY-UHFFFAOYSA-N 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
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- 239000010456 wollastonite Substances 0.000 description 1
- 229910052882 wollastonite Inorganic materials 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
- 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
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- HEPBQSXQJMTVFI-UHFFFAOYSA-N zinc;butane Chemical compound [Zn+2].CCC[CH2-].CCC[CH2-] HEPBQSXQJMTVFI-UHFFFAOYSA-N 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
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- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/30—General preparatory processes using carbonates
- C08G64/307—General preparatory processes using carbonates and phenols
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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Abstract
本发明涉及一种具有由下式极限值限定的剪切稀化比(y)的熔融聚合聚碳酸酯:(Q)c+axb>y>-c+axb,条件是y≥1,其中a,b和c是常数,并且c=0.3~0.1,b=14.831±0.05~0.02,a=0.1262±0.005~0.003,和x是聚碳酸酯的相对粘度。所述聚碳酸酯具有与按照界面法获得的可比分子量的线型聚碳酸酯相同的流动行为。
Description
技术领域
本发明涉及一种流动行为类似于采用界面聚合制备的线型聚碳酸酯的新型熔融聚合聚碳酸酯、含有此种聚碳酸酯的组合物以及由它生产的模塑制品。本发明还涉及此种聚碳酸酯的生产方法。
聚碳酸酯在工业上采用界面法或采用在熔体状态下进行酯交换(熔融聚合法)生产。熔融聚合法由于其实施不需要使用光气或氯化溶剂因而日益受到重视。作为目前主要使用的方法——界面法,所生产的聚碳酸酯为线型,此种聚合物不含有任何多官能结构单元。此种类型线型聚碳酸酯,由于缺乏能发生支化的多官能结构单元,故仅具有轻微非牛顿流动行为。
采用熔融聚合法生产的聚碳酸酯含有多官能结构单元,高度支化和具有极佳非牛顿流动行为。聚合期间多官能支化结构单元不可避免的生成是已知的,例如描述在Angewandte Chemie20,pp.633~660,1956中。考虑到二者不同的流动特性,要在例如注塑方法或挤塑方法中可互换地使用这两种类型聚碳酸酯是困难的。
典型熔融聚合聚碳酸酯包含支化单元,此种单元导致通常以剪切稀化比为特征的优异非牛顿流动行为。遗憾的是,支化也导致不可接受的颜色变黄。
DE 4238 123A描述一种生产具有低比例支化单元的熔融聚合聚碳酸酯的方法,不过未提及制成所得聚碳酸酯的流动行为的细节。
US 5 932 683描述一种典型熔融聚合法,其中生产一种具有明显非牛顿流动行为的典型支化聚碳酸酯。另外还公开:产生明显非牛顿流动行为所需要的特殊支化结构单元,以及反应时间与反应温度之间的特殊关系,在这些规定参数内达到明显非牛顿流动行为的同时又保持聚碳酸酯其他良好性能应生成的足够分支数目。
本发明的目的是提供一种其流变学性质与界面聚合聚碳酸酯可比的熔融聚合聚碳酸酯,其中这些聚碳酸酯应具有优异的颜色和颜色稳定性。
这一目的由一种具有由下式极限值限定的剪切稀化比(y)的熔融聚合聚碳酸酯达到。
(Q)c+axb>y>-c+axb
-所有y≥1,
-其中a,b和c是常数,并且
-c=0.3~0.1,优选0.2~0.1,最优选约0.1,
-b=14.8 31±0.05~0.02,优选±0.04~0.02,最优选±约0.02,
-a=0.1262±0.005~0.003,优选±0.004~0.003,最优选±约0.003,和
x是聚碳酸酯的相对粘度。
剪切稀化比用于定量描述流动行为。剪切稀化比被定义为低剪切速率下的粘度与高剪切速率下的粘度之比。按照本发明,剪切稀化比是50s-1的剪切速率下的粘度与5,000s-1剪切速率下的粘度之比,在280℃测定。
现已惊奇地发现,按照本发明采用熔融聚合(酯交换法)生产的聚碳酸酯虽含有能支化的多官能结构单元,却还是具有相当于界面聚合生产的线型聚碳酸酯的轻微非牛顿流动行为。这一点之所以令人惊奇是因为,所有此前已知的熔融聚合聚碳酸酯皆表现出比线型聚碳酸酯明显得多的非牛顿流动行为。按照本发明的聚碳酸酯在注塑期间表现出卓越颜色稳定性。
本发明熔融聚合聚碳酸酯对应于通式(1)
其中方括号内代表重复结构单元,
M可代表Ar或多官能化合物A、B、C以及化合物D,
其中Ar可以是通式(2)代表的化合物
或者尤其优选地,由通式(3)代表的化合物
其中
Z代表C1~C8亚烷基或C5~C12亚环烷基,S、SO2或单键,R代表取代或未取代的苯基、甲基、丙基、乙基、丁基、Cl或Br,并且n代表0、1或2,
其中多官能化合物A是下列通式的化合物
且在聚碳酸酯中的含量可小于1,500ppm,优选小于1,000ppm,最优选小于约500ppm,
其中多官能化合物B是下列通式的化合物
且在聚碳酸酯中的含量可小于350ppm,优选小于250ppm,最优选小于约100ppm,
其中多官能化合物C是下列通式的化合物
且在聚碳酸酯中的含量可小于200ppm,优选小于150ppm,最优选小于约100ppm,
其中化合物D是下列通式的化合物
且在聚碳酸酯中的含量可小于750ppm,优选小于500ppm,最优选小于约300ppm,
其中
Y是氢或通式(4)的化合物
其中
R可相同或不同,代表H、C1~C20烷基、C6H5或C(CH3)2C6H5,以及
n可以是0、1、2或3,
其中X=Y或-(MOCOO)Y,
其中M和Y具有上面给出的含义并且这些定义也适用于以下提到的化合物。
本发明的聚碳酸酯的重均分子量,按照凝胶渗透色谱术测定,是5,000~80,000,优选10,000~60,000,最优选15,000~40,000。
Ar优选具有下列含义:
优选的是,多官能化合物A对应于下列通式:
优选的是,多官能化合物B对应于下列通式:
优选的是,多官能化合物C对应于下列通式:
优选的是,多官能化合物D对应于下列通式:
芳族聚碳酸酯按熔融酯交换法的生产是已知的,且描述在例如,“Schnell”,《聚碳酸酯化学与物理.聚合物评论》卷9,国际科学出版社,纽约、伦敦、悉尼1964;D.C.Prevorsek,B.T.Debona和Y.Kesten,联合化学公司,公司研究中心,Moristown,新泽西07960,“聚(酯)碳酸酯共聚物的合成”,载于《聚合物科学杂志》,聚合物化学篇,卷19,75~90(1980);D.Freitag,U.Grigo,P.R.Müller,N.Nouvertne,拜尔公司,“聚碳酸酯”,载于《聚合物科学与工程大全》,卷11,第二版,1988,pp.648~718;以及最后,U.Grigo,K.Kircher和P.R.Müller“聚碳酸酯”,载于Becker、Braun,《塑料手册》卷3/1,“聚碳酸酯、聚缩醛、聚酯、纤维素酯”,Carl Hanser出版社,慕尼黑、维也纳,1992,pp.117~299。
本发明聚碳酸酯,也是一种聚酯碳酸酯,通过适宜二酚与碳酸二芳基酯在适当催化剂存在下的熔融酯交换反应生产。该聚碳酸酯也可通过含羟端基或碳酸酯端基的碳酸酯低聚物与适宜二酚以及碳酸二芳基酯的缩合来制取。
就本发明而言,适宜碳酸二芳基酯是二-C6~C14芳基酯,优选苯酚的或烷基取代苯酚的二酯,即,碳酸二苯酯、碳酸二(甲苯酯)和碳酸二-4-叔丁基苯基酯。碳酸二苯酯是特别优选的。
合适的碳酸酯低聚物用上面的式(1)描述,分子量介于220~15,000。
合适的二-C6~C14芳基酯还包括含有芳基取代基混合物的不对称二芳基酯。最优选的是碳酸苯基·甲苯基酯和碳酸4-叔丁基苯酯。
合适的二芳基酯还包括一种以上二-C6~C14芳基酯的混合物。最优选的是碳酸二苯酯、碳酸二(甲苯酯)和碳酸4-叔丁基苯酯的混合物。
每1mol二酚,可使用1.00~1.30mol,尤其优选1.02~1.20mol,最优选1.05~1.15mol碳酸二芳基酯。
就本发明而言,合适的二羟基苯化合物是对应于通式(5)的那些:
其中
R代表取代或未取代的苯基、甲基、丙基、乙基、丁基、Cl或Br,并且n代表0、1或2。
最优选的二羟基苯化合物是1,3-二羟基苯、1,4-二羟基苯和1,2-二羟基苯。
就本发明而言,合适的二酚是对应于通式(6)的那些:
其中
Z代表C1~C8烷叉或C5~C12环烷叉、S、SO2或单键,
R代表取代或未取代的苯基、甲基、丙基、乙基、丁基、Cl或Br,以及
n代表0、1或2。
优选的二酚是4,4′-二羟基联苯、4,4’-二羟基二苯硫、1,1-双(4-羟苯基)环己烷、1,2-双(4-羟苯基)苯、1,3-双(4-羟苯基)苯、1,4-双(4-羟苯基)苯、双(4-羟苯基)甲烷、2,2-双(4-羟苯基)丙烷、2,4-双(4-羟苯基)-2-甲基丁烷、2,2-双(3-甲基-4-羟苯基)丙烷、2,2-双(3-氯-4-羟苯基)-2-丙烷、双(3,5-二甲基-4-羟苯基)甲烷、2,2-双(3,5-二甲基-4-羟苯基)丙烷、双(3,5-二甲基-4-羟苯基)-砜、双(4-羟苯基)砜、1,2-双[2-(4-羟苯基)异丙基]-苯、1,3-双[2-(4-羟苯基)异丙基]苯、1,4-双[2-(4-羟苯基)异丙基]苯、1,1-双(4-羟苯基)-1-苯基乙烷、2,4-双(4-羟苯基)-2-甲基丁烷、2,2-双(3,5-二氯-4-羟苯基)丙烷、2,2-双(3,5-二溴-4-羟苯基)丙烷和1,1-双(4-羟苯基)-3,3,5-三甲基环己烷。
最优选的二酚是1,1-双(4-羟苯基)-1-苯基乙烷、2,2-双(4-羟苯基)丙烷、4,4′-二羟基联苯、1,1-双(4-羟苯基)-3,3,5-三甲基环己烷、2,2-双(3,5-二溴-4-羟苯基)丙烷和1,3-双[2-(4-羟苯基)异丙基]苯。
合适的二酚还包括一种以上二酚的混合物,若使用混合物,则生成的是共聚碳酸酯。最优选的混合物是1,3-双[2-(4-羟苯基)异丙基]苯、1,1-双(4-羟苯基)-3,3,5-三甲基环己烷、2,2-双(4-羟苯基)丙烷、4,4’-二羟基联苯和2,2-双(3,5-二溴-4-羟苯基)丙烷。
另外,可加入支化剂,例如,含有三个官能酚羟基基团的化合物。这将显然导致聚合物支化并将增加聚合物的非牛顿流动行为。合适的支化剂包括间苯三酚、3,3-双(3-甲基-4-羟苯基)-2-氧代-2,3-二氢吲哚、4,6-二甲基-2,4,6-三(4-羟苯基)庚烯-2、4,6-二甲基-2,4,6-三(4-羟苯基)庚烷、1,3,5-三(4-羟苯基)苯、1,1,1-三(4-羟苯基)乙烷、三(4-羟苯基)苯基甲烷、2,2-双[4,4-双(4-羟苯基)环己基]丙烷、2,4-双(4-羟苯基异丙基)-苯酚、2,6-双(2-羟基-5’-甲基苄基)-4-甲基苯酚、2-(4-羟苯基)-2-(2,4-二羟苯基)丙烷、六-(4-(4-羟苯基异丙基)苯基)-原对(orthotere)苯二甲酸酯、四(4-羟苯基)甲烷、四(4-(4-羟苯基异丙基)苯氧基)甲烷和1,4-双((4′,4″-二羟基三苯基)甲基)苯、靛红双甲酚(biscresol)、季戊四醇、2,4-二羟基苯甲酸、1,3,5-苯三酸和氰尿酸。
适合生产本发明聚碳酸酯的催化剂例如是通式(7)的那些
其中
R1、R2、R3和R4,可相同或不同,可代表C1~C18亚烷基、C6~C10芳基或C5~C6环烷基,以及
X-可代表阴离子,其中对应的酸-碱对 具有<11的pKb。
优选的催化剂是氟化(四苯基鏻)、四苯基硼酸四苯基鏻和苯酚四苯基鏻。最优选的是苯酚四苯基鏻。优选的鏻盐催化剂用量是10-2~10-8摩尔每摩尔二酚,最优选的催化剂用量是10-4~10-6摩尔每摩尔二酚。另外的助催化剂也可在加入鏻盐的基础上任选地使用,以便提高聚合速率。此种助催化剂包括碱金属和碱土金属盐,例如,锂、钠和钾的氢氧化物、醇盐和酚盐。最优选的是氢氧化钠和苯酚钠。助催化剂的用量可介于1~200ppb,优选5~150ppb,最优选10~125ppb,每种情况均按钠计。
聚碳酸酯可在150℃~400℃温度实施的反应条件下生产,每个阶段的停留时间可介于15min~5h,且压力介于1000~0.01mbar。
本发明还提供包含本发明聚碳酸酯的聚碳酸酯组合物,以及包含此种组合物的模塑制品。
本发明组合物除了聚碳酸酯或聚酯碳酸酯之外还可包含另外聚合物组分和传统添加剂。可能的聚合物组分例如是苯乙烯/丙烯酸类/腈三元共聚物(SAN)、丙烯酸类/丁二烯/苯乙烯三元共聚物(ABS)、聚(甲基丙烯酸甲酯)(PMMA)、氟化聚烯烃(PTFE)、聚苯硫醚(PPS)、聚烯烃如聚乙烯、聚丙烯和乙丙橡胶,环氧树脂、聚酯如聚对苯二甲酸丁二醇酯(PBT)、聚对苯二甲酸乙二醇酯(PET)、聚环己烯二甲醇、乙二醇和环己烯二甲醇的对苯二甲酸酯按1∶4这两种组分之比的共聚聚酯(PCTG)、乙二醇与环己烯二甲醇的对苯二甲酸酯按4∶1这两种组分之比的共聚聚酯(PETG)以及通过界面法生产的其他聚碳酸酯乃至上面提到的组分的混合物。进一步的添加剂包括脱模剂、稳定剂、抗氧化剂、阻燃剂、着色剂和颜料,抗静电剂、成核剂、防滴剂乃至有机和无机填料以及增强剂。
本发明的聚碳酸酯在本发明组合物中的含量优选介于5~95wt%,尤其优选10~90wt%,最优选20~80wt%,相对于组合物重量而言。本发明组合物的另外聚合物组分的含量优选介于1~60wt%,尤其优选1~40wt%,最优选2~30wt%,相对于组合物重量而言。
该组合物可包含最高60wt%,优选10~40wt%,相对于充填(后)的或增强的模塑组合物而言,无机材料如填料和/或增强剂。阻燃剂在本发明组合物中的含量最高35wt%,优选10~25wt%,相对于组合物质量而言。
可能包含在按照本发明组合物中的这些和另外组分或添加剂,除了聚碳酯/聚酯碳酸酯之外,举例说明于下文。
这些物质可见诸于许多出版物,例如,在《塑料添加剂手册》,John Murphy,1999,并且有市售供应。
1、合适的抗氧化剂例如是:
1.1、烷基化一元酚,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-双十八烷基-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、壬基苯酚,后者侧链可以是线型或支化的,例如,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。
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-双十二烷硫基甲基-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-羟苯基硬脂酸酯和双(3,5-二叔丁基-4-羟苯基)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-羟基苯酚)二硫化物。
1.6、烷叉双酚,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’-乙叉双(4,6-二叔丁基苯酚)、2,2′-乙叉双(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-甲基苯酚)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-羟苯基)丁烷、2,2-双(3,5-二叔丁基-4-羟苯基)丙烷、2,2-双(5-叔丁基-4-羟基-2-甲基苯基)-4-正十二烷巯基丁烷、1,1,5,5-四(5-叔丁基-4-羟基-2-甲基苯基)-戊烷。
1.7、0-,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、十八烷基-4-羟基-3,5-二甲基苄基巯基乙酸酯、十三烷基-4-羟基-3,5-二叔丁基苄基巯基乙酸酯、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、异辛基-3,5-二叔丁基-4-羟基苄基巯基乙酸酯。
1.8、羟苄基化丙二酸酯,例如,双十八烷基-2,2-双(3,5-二叔丁基-2-羟基苄基)丙二酸酯、双十八烷基-2-(3-叔丁基-4-羟基-5-甲基苄基)丙二酸酯、双十二烷基巯基乙基-2,2-双(3,5-二叔丁基-4-羟基苄基)丙二酸酯、双[4-(1,1,3,3-四甲基丁基)苯基]-2,2-双(3,5-二叔丁基-4-羟基苄基)丙二酸酯。
1.9、芳族羟苄基化合物,例如,1,3,5-三-(3,5-二叔丁基-4-羟苄基)-2,4,6-三甲基苯、1,4-双(3,5-二叔丁基-4-羟苄基)-2,3,5,6-四甲基苯、2,4,6-三(3,5-二叔丁基-4-羟苄基)-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-羟苯基乙基)-1,3,5-三嗪、1,3,5-三(3,5-二叔丁基-4-羟苯基丙酰)-六氢-1,3,5-三嗪、1,3,5-三(3,5-环己基-4-羟基苄基)异氰尿酸酯。
1.11、酰氨基苯酚,例如,4-羟基-N-月桂酰苯胺、4-羟基-N-硬脂酰苯胺、辛基-N-(3,5-二叔丁基-4-羟苯基)氨基甲酸酯。
1.12、β-(3,5-二叔丁基-4-羟苯基)丙酸与单羟基或多羟基醇的酯,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、硫代二甘醇、二甘醇、三甘醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N′-双(羟乙基)-草酰胺、3-硫代十一烷醇、3-硫代十五烷醇、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]辛烷的。
1.13、β-(5-叔丁基-4-羟基-3-甲基苯基)丙酸与单羟基或多羟基醇的酯,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、硫代二甘醇、二甘醇、三甘醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N′-双(羟乙基)-草酰胺、3-硫代十一烷醇、3-硫代十五烷醇、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]辛烷的。
1.14、β-(3,5-二环己基-4-羟苯基)丙酸与单羟基或多羟基醇的酯,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、硫代二甘醇、二甘醇、三甘醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N′-双(羟乙基)-草酰胺、3-硫代十一烷醇、3-硫代十五烷醇、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]辛烷的。
1.15、3,5-二叔丁基-4-羟苯基乙酸与单羟基或多羟基醇的酯,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、硫代二甘醇、二甘醇、三甘醇、季戊四醇、三(羟乙基)异氰尿酸酯、N,N′-双(羟乙基)-草酰胺、3-硫代十一烷醇、3-硫代十五烷醇、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]辛烷的。
1.16、β-(3,5-二叔丁基-4-羟苯基)丙酸的酰胺,例如,N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)六亚甲基二酰胺、N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)三亚甲基二酰胺、N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)酰肼、N,N′-双[2-(3-[3,5-二叔丁基-4-羟苯基]丙酰氧基)乙基]草酰胺(Naugard®XL-1,由Uniroyal供应)。
1.17、抗坏血酸(维生素C)
1.18、胺抗氧化剂,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)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,对,对′-二叔辛基二苯胺、4-正丁基氨基-苯酚、4-正丁酰氨基苯酚、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-甲氧基苯酚)胺、2,6-二叔丁基-4-二甲氨基甲基苯酚、2,4’-二氨基二苯甲烷、4,4′-二氨基二苯甲烷、N,N,N′,N′-四甲基-4,4’-二氨基二苯甲烷、1,2-双[(2-甲基苯基)氨基]乙烷、1,2-双(苯氨基)丙烷、(邻甲苯基)双胍、双[4-(1′,3′-二甲基丁基)苯基]胺、叔辛基化N-苯基-1-萘胺、单烷基化的和二烷基化的叔丁基/叔辛基二苯胺的混合物、单烷基化的和二烷基化的壬基二苯胺的混合物、单烷基化的和二烷基化的十二烷基二苯胺的混合物、单烷基化的和二烷基化的异丙基/异己基二苯胺的混合物、单烷基化的和二烷基化的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、吩噻嗪、单烷基化的和二烷基化的叔丁基/叔辛基吩噻嗪的混合物、单烷基化的和二烷基化的叔辛基吩噻嗪的混合物、N-烯丙基吩噻嗪、N,N,N′,N′-四苯基-1,4-二氨基丁-2-烯、N,N-双(2,2,6,6-四甲基哌啶-4-基-六亚甲基二胺、双(2,2,6,6-四甲基哌啶-4-基)癸二酸酯、2,2,6,6-四甲基哌啶-4-酮、2,2,6,6-四甲基哌啶-4-醇。单一化合物或其混合物均可使用。
1.19、合适的硫代协同剂例如是硫代二丙酸二月桂基酯和/或硫代二丙酸二(十八烷基)酯。
2、紫外吸收剂和光稳定剂可在本发明组合物中以0.1~15wt%,优选3~8wt%的用量使用,相对于组合物质量而言。合适的紫外吸收剂和光稳定剂例如是:
2.1、2-(2’-羟苯基)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’-羟苯基)苯并三唑、2-(5′-叔丁基-2’-羟苯基)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′-羟苯基)苯并三唑、2-(3’,5′-双(α,α-二甲基苄基)-2′-羟苯基)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’-羟苯基]-2H-苯并三唑与聚乙二醇300的酯交换产物;[R-CH2CH2-COO-CH2CH2]2,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、取代和未取代的苯甲酸酯,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)间苯二酚、双(4-叔丁基苯甲酰)间苯二酚、苯甲酰间苯二酚、2,4-二叔丁基苯基-3,5-二叔丁基-4-羟基苯甲酸酯、十六烷基-3,5-二叔丁基-4-羟基苯甲酸酯、十八烷基-3,5-二叔丁基-4-羟基苯甲酸酯、2-甲基-4,6-二叔丁基苯基-3,5-二叔丁基-4-羟基苯甲酸酯。
2.4、丙烯酸酯,例如,乙基-α-氰基-β,β-二苯基丙烯酸酯、异辛基-α-氰基-β,β-二苯基丙烯酸酯、甲基-α-甲酯基肉桂酸酯、甲基-α-氰基-β-甲基-对甲氧基肉桂酸酯丁基-α-氰基-β-甲基-对甲氧基肉桂酸酯、甲基-α-甲酯基-对甲氧基肉桂酸酯和N-(β-甲酯基-β-氰基乙烯基)-2-甲基二氢吲哚。
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]的镍络合物,例如,1∶1络合物或1∶2络合物,带或不带附加配体如正丁胺、三乙醇胺或N-环己基二乙醇胺、二丁基二硫代氨基甲酸镍、单烷基酯的镍盐,例如,4-羟基-3,5-二叔丁基苄基膦酸的甲基或乙基酯的,酮肟的镍络合物,如2-羟基-4-甲基苯基十一烷基酮肟的,1-苯基-4-月桂酰-5-羟基吡唑的镍络合物,带或不带附加配体。
2.6、空间位阻胺,例如,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、双(1,2,2,6,6-五甲基-4-哌啶基)、正丁基-3,5-二叔丁基-4-羟苄基丙二酸酯、1-(2-羟乙基)-2,2,6,6-四甲基-4-羟基哌啶和琥珀酸的缩合产物,N,N′-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺和4-叔辛基氨基-2,6-二氯-1,3,5-三嗪的线型或环状缩合物、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-丁烷四甲酸酯、1,1′-(1,2-亚乙基)双(3,3,5,5-四甲基哌嗪酮)、4-苯甲酰-2,2,6,6-四甲基哌啶、4-十八烷氧基-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-正丁基-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)六亚甲基二胺与4-吗啉基-2,6-二氯-1,3,5-三嗪的线型或环状缩合产物、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-氨丙基氨基)乙烷的缩合产物、2-氯-4,6-双(4-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-氨丙基氨基)乙烷的缩合物、8-乙酰-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4-十八烷氧基-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)六亚甲基二胺与4-环己基氨基-2,6-二氯-1,3,5-三嗪的缩合产物、1,2-双(3-氨丙基氨基)乙烷与2,4,6-三氯-1,3,5-三嗪的缩合产物,乃至4-丁基氨基-2,2,6,6-四甲基哌啶(CAS目录号[136504-96-6]);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)-n-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]癸烷和表氯醇的反应产物、1,1-双(1,2,2,6,6五甲基-4-哌啶基-氧羰基)-2-(4-甲氧基苯基)乙烯、N,N′-双(甲酰)-N,N′-双(2,2,6,6-四甲基-4-哌啶基)六亚甲基二胺、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。
2.7、草酰胺,例如,4,4′-二辛氧基草酰二苯胺、2,2’-二乙氧基草酰二苯胺、2,2′-二辛氧基-5,5′-二叔丁基草酰二苯胺、2,2’-双十二烷氧基-5,5′-二叔丁基草酰二苯胺、2-乙氧基-2’-乙基草酰二苯胺(ethoxyanilide)、N,N′-双(3-二甲氨基丙基)草酰二苯胺、2-乙氧基-5-叔丁基-2’-乙基草酰二苯胺(ethoxyanilide)及其与2-乙氧基-2′-乙基-5,4’-二叔丁基草酰二苯胺的混合物、邻-和对-甲氧基二取代的草酰二苯胺的混合物以及邻-和对-乙氧基-二取代的草酰二苯胺的混合物。
2.8、2-(2-羟苯基)-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-1-氧基)-2-羟丙基-氧基]苯基}-4,6-双(2,4-二甲基苯基)-1,3,5-三嗪。
单一化合物及其混合物均可使用。
3、合适的金属钝化剂例如是N,N′-二苯基草酰胺、N-水杨醛-N′-水杨酰肼、N,N′-双(水杨酰)肼、N,N′-双(3,5-二叔丁基-4-羟苯基丙酰)肼、3-水杨酰氨基-1,2,4-三唑、双(苄叉)草酰二酰肼、草酰二苯胺、间苯二甲酰二酰肼、癸二酰双苯基酰肼、N,N′-二乙酰己二酰二酰肼、N,N′-双(水杨酰)草酰二酰肼、N,N′-双(水杨酰)硫代丙酰二酰肼。
单一化合物及其混合物均可使用。
4、适合作为热稳定剂使用的亚磷酸酯和亚膦酸酯包括,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、三(壬基苯基)亚磷酸酯、亚磷酸三月桂酯、亚磷酸三(十八烷基酯)、双十八烷基季戊四醇二亚磷酸酯、三(2,4-二叔丁基苯基)亚磷酸酯、二异癸基季戊四醇二亚磷酸酯、双(2,4-二叔丁基苯基)季戊四醇二亚磷酸酯、双(2,6-二叔丁基-4-甲基苯基)季戊四醇二亚磷酸酯、二异癸氧基季戊四醇二亚磷酸酯、双(2,4-二叔丁基-6-甲基苯基)-季戊四醇二亚磷酸酯、双(2,4,6-三(叔丁基苯基)季戊四醇二亚磷酸酯、三(十八烷基)山梨醇三亚磷酸酯、四(2,4-二叔丁基苯基)-4,4′-亚联苯基二亚膦酸酯、6-异辛氧基-2,4,8,10-四叔丁基-12H-二苯并[d,g]-1,3,2-二氧杂环磷烷(phosphocine)、6-氟-2,4,8,10-叔丁基-12-甲基二苯并[d,g]-1,3,2-二氧杂环磷烷(phosphocine)、双(2,4-二叔丁基-6-甲基苯基)甲基亚磷酸酯、双(2,4-二叔丁基-6-甲基苯基)乙基亚磷酸酯、6-氟-2,4,8,10-四叔丁基-12-甲基二苯并[d,g]-1,3,2-二氧杂环磷烷(phosphocine)、2,2’,2″-次氮基[三乙基三(3,3′,5,5′-四-叔丁基-1,1’-联苯-2,2′-二基)亚磷酸酯]、2-乙基-己基(3,3′,5,5′-四叔丁基-1,1’-联苯-2,2′-二基)亚磷酸酯、5-丁基-5-乙基-2-(2,4,6-三-叔丁基苯氧基)-1,3,2-二氧杂环磷烷(phosphirane)。单一化合物及其混合物均可使用。
尤其优选的是三(2,4-二叔丁基苯基)亚磷酸酯(Irgafos®168,汽巴嘉基公司)、三苯基膦或(2,4,6-三叔丁基苯基)-(2-丁基-2-乙基丙烷-1,3-二基)亚磷酸酯(Ultranox 641® GE特殊化学品公司)。
合适的亚磷酸酯和亚膦酸酯的例子还有:
5、合适的过氧化物清除剂例如是β-硫代二丙酸的酯,例如,月桂基、十八烷基、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、二硫代氨基甲酸(二丁基锌)、二(十八烷基)二硫化物、季戊四醇四(十二烷基巯基)丙酸酯。单一化合物及其混合物均可使用。
6、合适的碱性助稳定剂例如是,三聚氰胺、聚(乙烯基吡咯烷酮)、双氰胺、三烯丙基氰尿酸酯、尿素衍生物、肼衍生物、胺、聚酰胺、聚氨酯、高级脂肪酸的碱金属和碱土金属盐,例如,硬脂酸钙、硬脂酸锌、二十二烷酸镁、硬脂酸镁、蓖麻醇酸钠和棕榈酸钾、焦儿茶酚锑或焦儿茶酚锌。单一化合物及其混合物均可使用。
7、合适的成核剂例如是,无机物,例如,滑石、金属氧化物如二氧化钛或氧化镁、磷酸盐、碳酸盐或硫酸盐,优选碱土金属的;有机化合物如,单羧酸或多羧酸及其盐,例如,4-叔丁基苯甲酸、己二酸、二苯乙酸、琥珀酸钠或苯甲酸钠;聚合化合物,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)山梨醇、1,3:2,4-二(对甲基二亚苄基)山梨醇和1,3:2,4-二(亚苄基)山梨醇。单一化合物及其混合物均可使用。
8、合适的填料和增强剂例如是,碳酸钙、硅酸盐、玻璃纤维、玻璃球、石棉、滑石、高岭土、云母、硫酸钡、金属氧化物和氢氧化物、碳黑、石墨、硅灰石、锯末和其他天然产物的粉末或纤维、合成纤维。单一化合物及其混合物均可使用。
9、其他合适的添加剂例如是,增塑剂、润滑剂、乳化剂、颜料、粘度调节剂、催化剂、流动控制剂、荧光增白剂、阻燃剂、抗静电剂和发泡剂。
10、合适的苯并呋喃酮和吲哚满酮例如是以下文献中公开的那些,US 4,325,863、US 4,338,244、US 5,175,312、US 5,216,052、US 5,252,643、DE-A-43 16 611、DE-A-43 16 622、DE-A-43 16 876、EP-A-0 589 839或EP-A-0 591 102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,内酯抗氧化剂,例如,
这些化合物起到,例如,抗氧化剂的作用。单一化合物及其混合物均可使用。
11、合适的荧光增塑剂列举在《塑料添加剂手册》中,主编:R.Gachter和H.Muller,Hanser出版社,第三版,1990,pp.775~789。
12、合适的脱模剂是脂族酸和醇的酯,例如,季戊四醇四硬脂酸酯和甘油单硬脂酸酯,它们可单独或者作为混合物使用,优选以0.02~1wt%,相对于组合物质量而言的用量。
13、合适的阻燃添加剂是磷酸酯,即,磷酸三苯酯、间苯二酚的二磷酸酯、含溴化合物如溴化磷酸酯、溴化低聚碳酸酯和聚碳酸酯,乃至盐如C4F9SO3 -Na+。
14、合适的冲击改性剂是:丁二烯橡胶,其上接枝了苯乙烯-丙烯腈或甲基丙烯酸甲酯;乙丙橡胶,其上接枝了马来酐;丙烯酸乙酯和丙烯酸丁酯橡胶,其上接枝了甲基丙烯酸甲酯或苯乙烯-丙烯腈;互穿硅氧烷和丙烯酸酯网络,其上接枝了甲基丙烯酸甲酯或苯乙烯-丙烯腈。
15、合适的聚合物是SAN、ABS、PMMA、PTFE、PSU、PPS、聚烯烃如聚乙烯、聚丙烯和乙丙橡胶、环氧树脂,聚酯如PBT、PET、PCT、PCTG和PETG乃至其他界面法生产的聚碳酸酯。
16、合适的抗静电剂是磺酸盐,例如,C12H25SO3-或C8F17SO3-的四乙铵盐。
17、合适的着色剂是颜料和有机及无机染料。
18、包含环氧基团的化合物,例如,3,4-环氧环己基甲基-3,4-环氧环己基羧酸酯,甲基丙烯酸缩水甘油酯和环氧硅烷的共聚物。
19、包含酸酐基团的化合物,例如,马来酐、琥珀酸酐、苯甲酰乙酸(benzoacetatic)酐和邻苯二甲酸酐。
族18和19的化合物可用作熔体稳定剂。它们可单独使用或作为混合物使用。
本发明组合物(模塑料)通过各个组分按已知方式混合并在约200℃的温度,例如在200℃~300℃的温度,在传统设备如密炼机和挤出机和双螺杆挤出机中熔融配混和熔融挤出所获得的混合物而制成。各个组分的混合可相继进行也可同时进行,更具体地在约20℃(室温)也可在较高温度。
本发明模塑组合物可用于生产所有类型模塑制品。这些制品可采用注塑、挤塑和吹塑方法生产。另一种类型的加工是通过对预先生产的片材和薄膜的热成形生产模塑制品。
本发明模塑制品的例子包括型材、片材、所有类型外壳零件,例如,用于家用电器的,如果汁榨机、煮咖啡机、混合机;用于办公设备,例如,显示器、打印机、复印机;片材、管材、电气安装套管、窗、门和建筑和土木工程用型材、内部配件和外部用途;在电工技术领域,例如用于开关和插销。另外,本发明模塑制品可用于轨道车辆、舰船、飞机、公共汽车和其他交通工具的内部配件和结构件以及车辆的本体零件。
本发明模塑制品可以是透明或者不透明的。再有,模塑制品特别包括光学和磁-光数据存储介质,如,微型盘、密盘(CD)或数字通用盘(DVD)、食品和饮料包装、光学透镜和棱镜、照明用灯玻璃、车辆灯玻璃、建筑和土木工程车辆的以及道路车辆的窗用玻璃,其他类型透明板,例如,用于温室、所谓增强夹心板或空心板。
下面的例子用于更详细地说明本发明。
实施例
实例1~8和对比例1~6
实例1~8的聚合物是以苯酚四苯基鏻盐作为催化剂,在实例7和8中另外还使用苯酚钠,由碳酸二苯酯和双酚A的熔融聚合制成。单体和催化剂用量载于表1。反应条件在表2中给出。溶液的相对粘度,黄色指数(YI)、熔体粘度、剪切稀化比和多官能化合物的用量在表3中给出。
对比例1、2、3和4涉及按传统界面聚合法生产的线型聚碳酸酯。该聚碳酸酯在市场上以商品名Makrolon®2808、2408、KU1-1266和3108由拜尔公司销售。对比例5和6的聚合物是采用界面聚合法生产的支化聚碳酸酯。相应产品由拜尔公司按照商品名Makrolon®1243和1239销售。相对粘度是以0.5%在二氯甲烷中的溶液在20℃测定的。
黄色指数(YI)是按照CIELAB方法用4mm厚注塑样品测定的。该注塑是在270℃和330℃实施的。
熔体粘度在280℃采用按照ISO11443的试验方法测定。非牛顿流动行为通过计算剪切稀化比予以定量。剪切稀化比是以在50s-1的剪切速率下的熔体粘度除以在5,000s-1的剪切速率下的熔体粘度算出的。
多官能化合物的数量是采用HPLC(高压液相色谱术)对完全水解后的聚碳酸酯进行单体化合物分离来测定的。这些化合物采用磁共振谱术技术鉴定。
表1
样品 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 |
DPC,mole | 1.234 | 1.178 | 1.173 | 1.198 | 1.168 | 1.187 | 1.190 | 1.180 |
BPA,mole | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
苯酚钠(ppb),按钠计 | 0.0 | 0.0 | 0.0 | 0.0 | 0.0 | 0.0 | 125 | 100 |
苯酚四苯基磷鎓,mol | 0.00004 | 0.00004 | 0.00004 | 0.00004 | 0.00004 | 0.00004 | 0.00004 | 0.00004 |
DPC:碳酸二苯酯;BPA:双酚A
表2
实例1-8的反应条件 | 时间(min.) | 温度(℃) | 压力(mbar) |
预缩合 | 45 | 190 | 1000 |
反应器I | 20 | 190 | 200 |
反应器II | 20 | 230 | 80 |
反应器III | 10 | 250 | 50 |
反应器IV | 10 | 270 | 25 |
实例1反应条件 | |||
蒸发器I | 45 | 275 | 5.3 |
蒸发器II | 130 | 312 | 0.55 |
实例2反应条件 | |||
蒸发器I | 45 | 275 | 7.3 |
蒸发器II | 130 | 312 | 1.35 |
实例3反应条件 | |||
蒸发器I | 45 | 275 | 7.3 |
蒸发器II | 130 | 312 | 1.00 |
实例4反应条件 | |||
蒸发器I | 45 | 275 | 7.3 |
蒸发器II | 130 | 312 | 1.85 |
实例5反应条件 | |||
蒸发器I | 45 | 275 | 7.3 |
蒸发器II | 130 | 312 | 0.98 |
实例6反应条件 | |||
蒸发器I | 45 | 275 | 5.5 |
蒸发器II | 130 | 312 | 0.50 |
实例7反应条件 | |||
蒸发器I | 45 | 275 | 7.0 |
蒸发器II | 130 | 310 | 1.85 |
实例8反应条件 | |||
蒸发器I | 45 | 275 | 7.4 |
蒸发器II | 130 | 310 | 1.40 |
表3
实例 | V1 | V2 | V3 | V4 | V5 | V6 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | |
相对粘度 | 1.294 | 1.259 | 1.195 | 1.322 | 1.287 | 1.318 | 1,201 | 1.253 | 1.277 | 1,218 | 1.287 | 1.283 | 1.249 | 1.292 | |
YI(模塑在270℃) | 2.0 | 1.8 | 1.8 | 3.7 | 3.0 | 2.6 | 2.6 | 2.6 | 2.8 | 3.5 | 3.7 | ||||
YI(模塑在330℃) | 2.4 | 2.0 | 1.9 | 3.7 | 2.7 | 2.5 | 2.6 | 2.6 | 2.8 | 3.8 | |||||
50s-1和280℃下的熔体粘度 | Pa·s | 1002 | 593 | 129 | 1685 | 1272 | 2075 | 139 | 447 | 770 | 218 | 904 | 782 | 438 | 1071 |
5,000s-1和280℃下的熔体粘度 | Pa·s | 186 | 148 | 74 | 214 | 167 | 205 | 74 | 130 | 160 | 94 | 170 | 159 | 117 | 188 |
剪切稀化比 | 5.4 | 4.0 | 1.7 | 7.9 | 7.6 | 10.1 | 1.9 | 3.4 | 4.8 | 2.3 | 5.3 | 4.9 | 3.7 | 5.7 | |
A | ppm | <5 | <5 | <5 | <5 | <5 | <5 | 253 | 272 | 226 | 268 | 256 | 231 | 1387 | 1475 |
B | ppm | <5 | <5 | <5 | <5 | <5 | <5 | 26 | 16 | 6 | 16 | 21 | 10 | 289 | 337 |
C | ppm | <5 | <5 | <5 | <5 | <5 | <5 | <5 | 57 | <5 | <5 | 59 | 53 | 197 | 178 |
D | ppm | <5 | <5 | <5 | <5 | <5 | <5 | 157 | 117 | 138 | 188 | 175 | 144 | 720 | 692 |
虽然这些新熔融聚合聚碳酸酯包含多官能结构单元,但它们却表现出,按照剪切稀化比表征,与相同相对粘度的界面聚合线型聚碳酸酯相同的流动行为。这些聚碳酸酯还以惊人好的注塑期间颜色稳定性为特征。相比之下,支化聚碳酸酯5和6表现出作为支化聚合物典型特征的高度非牛顿流动行为。对比例5和6包含3,000ppm支化剂。
Claims (10)
1.一种具有由下式极限值限定的剪切稀化比(y)的熔融聚合聚碳酸酯
(Q)c+axb>y>-c+axb
-所有y≥1,
-其中a,b和c是常数,和
-c=0.3~0.1,
-b=14.831±0.05,
-a=0.1262±0.005,和
x是聚碳酸酯的相对粘度。
2.权利要求1的熔融聚合聚碳酸酯,其中c=0.2~0.1。
3.权利要求1或2的熔融聚合聚碳酸酯,其中b=14.831±0.04。
4.权利要求1~3之一的熔融聚合聚碳酸酯,其中a=0.1262±0.004。
5.通式(1)的熔融聚合聚碳酸酯
其中方括号内代表重复结构单元,
M可代表Ar或多官能化合物A、B、C以及化合物D,
其中Ar可以是通式(2)代表的化合物
或者由通式(3)代表的化合物
其中
Z代表C1~C8烷叉或C5~C12环烷叉,S、SO2或单键,
R代表取代或未取代的苯基、甲基、丙基、乙基、丁基、Cl或Br,和
n代表0、1或2,
其中多官能化合物A是下列通式的化合物
且含量小于1,500ppm,
其中多官能化合物B是下列通式的化合物
且含量小于350ppm,
其中多官能化合物C是下列通式的化合物
且含量小于200ppm,
其中化合物D是下列通式的化合物
且含量小于750ppm,
其中Y是氢或通式(4)的化合物
其中
R可相同或不同,代表H、C1~C20烷基、C6H5或C(CH3)2C6H5,以及
X=Y或-(MOCOO)Y,并且M和Y具有上面给出的含义。
7.包含权利要求1~6之一的熔融聚合聚碳酸酯的组合物。
8.包含权利要求7的组合物的模塑制品。
10.权利要求9的熔融聚合法,其中催化剂是苯酚四苯基鏻盐与1~200ppm,按钠计,苯酚钠的混合物。
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CN1320027C (zh) * | 2001-03-26 | 2007-06-06 | 拜尔公司 | 具有改善的抗水解性的熔体聚碳酸酯 |
CN102971359A (zh) * | 2010-04-01 | 2013-03-13 | 拜耳知识产权有限责任公司 | 具有改进的热老化的熔体聚碳酸酯 |
CN108137855A (zh) * | 2015-09-02 | 2018-06-08 | 陶氏环球技术有限责任公司 | 柔性交联电缆绝缘材料和其制造方法 |
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DE10122496A1 (de) | 2001-03-26 | 2002-10-10 | Bayer Ag | Polycarbonat mit geringem Scherentzähungsverhalten |
DE102004061714A1 (de) * | 2004-12-22 | 2006-07-20 | Bayer Materialscience Ag | Polycarbonate mit guter Benetzbarkeit |
EP1868068A4 (en) | 2005-02-25 | 2008-11-26 | Nec Corp | MOBILE DEVICE |
DE102008011903A1 (de) * | 2008-02-29 | 2009-09-03 | Bayer Materialscience Ag | Polycarbonate mit cyclischen Oligomeren und verbessertem Fließverhalten |
DE102008019503A1 (de) * | 2008-04-18 | 2009-10-22 | Bayer Materialscience Ag | Polycarbonate mit Umlagerungsstrukturen, cyclischen und linearen Oligomeren sowie verbessertem Fließverhalten |
WO2011120198A1 (en) | 2010-04-01 | 2011-10-06 | Bayer Materialscience Ag | Melt polycarbonate having improved heat ageing resistance and manufacturing method thereof |
KR101036503B1 (ko) * | 2010-09-30 | 2011-05-24 | 주식회사 토문엔지니어링건축사사무소 | 거푸집용 단열재 고정장치 |
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DE4312390A1 (de) * | 1993-04-16 | 1994-10-20 | Bayer Ag | Zweistufen-Verfahren zur Herstellung von thermoplastischem Polycarbonat |
USRE38050E1 (en) | 1996-03-05 | 2003-03-25 | Asahi Kasei Kabushiki Kaisha | Polycarbonate comprising different kinds of bonding units and process for the preparation thereof |
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CN1320027C (zh) * | 2001-03-26 | 2007-06-06 | 拜尔公司 | 具有改善的抗水解性的熔体聚碳酸酯 |
CN102971359A (zh) * | 2010-04-01 | 2013-03-13 | 拜耳知识产权有限责任公司 | 具有改进的热老化的熔体聚碳酸酯 |
CN108137855A (zh) * | 2015-09-02 | 2018-06-08 | 陶氏环球技术有限责任公司 | 柔性交联电缆绝缘材料和其制造方法 |
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US20030027973A1 (en) | 2003-02-06 |
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