CN100402590C - 阻燃聚碳酸酯树脂组合物 - Google Patents
阻燃聚碳酸酯树脂组合物 Download PDFInfo
- Publication number
- CN100402590C CN100402590C CNB018086691A CN01808669A CN100402590C CN 100402590 C CN100402590 C CN 100402590C CN B018086691 A CNB018086691 A CN B018086691A CN 01808669 A CN01808669 A CN 01808669A CN 100402590 C CN100402590 C CN 100402590C
- Authority
- CN
- China
- Prior art keywords
- cyclosiloxane
- composition
- polycarbonate
- carbon atoms
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 47
- 239000004431 polycarbonate resin Substances 0.000 title claims abstract description 24
- 229920005668 polycarbonate resin Polymers 0.000 title claims abstract description 24
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 20
- 239000004417 polycarbonate Substances 0.000 claims abstract description 19
- 239000003063 flame retardant Substances 0.000 claims abstract description 17
- LVTHXRLARFLXNR-UHFFFAOYSA-M potassium;1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound [K+].[O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F LVTHXRLARFLXNR-UHFFFAOYSA-M 0.000 claims abstract description 11
- VSIKJPJINIDELZ-UHFFFAOYSA-N 2,2,4,4,6,6,8,8-octakis-phenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)O[Si]1(C=1C=CC=CC=1)C1=CC=CC=C1 VSIKJPJINIDELZ-UHFFFAOYSA-N 0.000 claims abstract description 9
- 150000003839 salts Chemical class 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 12
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 125000004104 aryloxy group Chemical group 0.000 claims description 4
- 230000006872 improvement Effects 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- -1 cyclic siloxane Chemical class 0.000 abstract description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 abstract description 4
- 238000012360 testing method Methods 0.000 description 17
- 239000000654 additive Substances 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 7
- 238000002156 mixing Methods 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 239000011324 bead Substances 0.000 description 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
- 229910052794 bromium Inorganic materials 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- OCKWAZCWKSMKNC-UHFFFAOYSA-N [3-octadecanoyloxy-2,2-bis(octadecanoyloxymethyl)propyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCCCC)(COC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC OCKWAZCWKSMKNC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 description 1
- IRVZFACCNZRHSJ-UHFFFAOYSA-N 2,4,6,8-tetramethyl-2,4,6,8-tetraphenyl-1,3,5,7,2,4,6,8-tetraoxatetrasilocane Chemical compound O1[Si](C)(C=2C=CC=CC=2)O[Si](C)(C=2C=CC=CC=2)O[Si](C)(C=2C=CC=CC=2)O[Si]1(C)C1=CC=CC=C1 IRVZFACCNZRHSJ-UHFFFAOYSA-N 0.000 description 1
- IXQGCWUGDFDQMF-UHFFFAOYSA-N 2-Ethylphenol Chemical compound CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920004142 LEXAN™ Polymers 0.000 description 1
- 239000004418 Lexan Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000011021 bench scale process Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229940106691 bisphenol a Drugs 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- HAURRGANAANPSQ-UHFFFAOYSA-N cis-2,4,6-Trimethyl-2,4,6-triphenylcyclotrisiloxane Chemical compound O1[Si](C)(C=2C=CC=CC=2)O[Si](C)(C=2C=CC=CC=2)O[Si]1(C)C1=CC=CC=C1 HAURRGANAANPSQ-UHFFFAOYSA-N 0.000 description 1
- 230000009133 cooperative interaction Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- HTDJPCNNEPUOOQ-UHFFFAOYSA-N hexamethylcyclotrisiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 HTDJPCNNEPUOOQ-UHFFFAOYSA-N 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 238000011173 large scale experimental method Methods 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000007619 statistical method Methods 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000004879 turbidimetry Methods 0.000 description 1
Classifications
-
- 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
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0066—Flame-proofing or flame-retarding additives
-
- 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
- C08K5/54—Silicon-containing compounds
- C08K5/549—Silicon-containing compounds containing silicon in a ring
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)
- Fireproofing Substances (AREA)
Abstract
通过将包括全氟链烷磺酸盐如全氟丁烷磺酸钾，和环硅氧烷如八苯基环四硅氧烷的阻燃组分加入聚碳酸酯中，可赋予聚碳酸酯树脂组合物改进的阻燃性能。该阻燃组分按合适的量加入以形成聚碳酸酯组合物，其中全氟链烷磺酸盐的存在量相对于整个组合物为0.02至0.1phr，环硅氧烷的存在量相对于整个组合物为至少0.02phr。
Description
发明背景
本申请涉及阻燃聚碳酸酯树脂组合物。因其强度和透明性，聚碳酸酯树脂具有特别多的显著工业用途。不幸的是，聚碳酸酯树脂本身可燃，并且会滴下热熔体物质，造成附近的材料也着火。因此，为在很多应用中安全地使用聚碳酸酯，必须包括阻止材料的可燃性能和/或降低滴淌的添加剂。挑战是，在不损害所需的强度和透明性、不引入新问题(如与卤化添加剂相关的潜在环境问题)和不使价格上升过高的情况下，确定完成此目的的添加剂。
已公开了用于生产阻燃和/或耐滴淌聚碳酸酯的各种不同材料。这些材料的例子是描述于US Patents 3,971,756、4,028,297、4,110,299、4,130,530、4,303,575、4,335,038、4,552,911、4,916,194、5,218,027和5,508,323中的材料。尽管存在这些各种类型的公开文献，然而，仍然留有改进阻燃聚碳酸酯树脂配方的空间。
商品化的广泛用于阻燃聚碳酸酯树脂组合物的添加剂是有机盐类，特别是磺酸盐。这些盐的具体例子是全氟链烷磺酸盐，如全氟丁烷磺酸钾(“KPFBS”，又称为“Rimar盐”)，和二苯基砜磺酸钾(“KSS”)，当它们与聚碳酸酯树脂掺混时得到无混浊(haze)组合物。在聚碳酸酯树脂中使用全氟链烷磺酸盐描述于US Patents 3,775,367中。然而，仅使用这些材料可获得的益处是有限的，实际上通常要包括另外的添加剂。在保持透明度下用于增强这些类型的组合物阻燃性质的常规方式是加入可溶有机卤添加剂。例如，工业等级的LEXAN聚碳酸酯树脂(如940A，920A)含KSS(0.3phr)和四溴双酚A/双酚A共聚物(0.5phr，净0.13phr溴含量)的混合物。若没有溴，920A和940A等级在预定这些等级满足的UL 94 V0 125 mil可燃性试验中存在不一致/不可靠的性能。然而，溴化的添加剂不适合要求满足“ECO-便利”标准的组合物，因为这些标准限制包括溴或氯。
发明概述
现已发现，通过将包括全氟链烷磺酸盐如全氟丁烷磺酸钾，和环硅氧烷如八苯基环四硅氧烷的阻燃组分加入聚碳酸酯中，可赋予聚碳酸酯树脂组合物改进的阻燃性能。该阻燃组分按合适的量加入以形成聚碳酸酯组合物，其中全氟链烷磺酸盐的存在量相对于整个组合物为0.02至0.1phr，环硅氧烷的存在量相对于整个组合物为至少0.02。
发明详述
本发明涉及包括聚碳酸酯树脂的阻燃组合物。本发明组合物的聚碳酸酯组分可为任何等级的并可由任何方法制备。因此，例如该聚碳酸酯可通过界面方法或通过催化酯基转移方法制备。该聚碳酸酯可为支化或线性结构，并可包括官能取代基。聚碳酸酯共聚物也包括在本发明之内。通过这些方法制备聚碳酸酯的技术是公知的例如从USPatents 3,030,331、3,169,121、4,130,548、4,286,083、4,552,704、5,210,268和5,606,007。
当聚碳酸酯树脂制备后，可将其与阻燃组分掺混。根据本发明，这种阻燃组分包括全氟链烷磺酸盐和环硅氧烷。
如上所述，可用于本发明的全氟磺酸盐描述于US Patents3,775,367中。最常用的这些材料是全氟丁烷磺酸钾，可从多种途径市购。该全氟链烷磺酸盐以足够赋予阻燃性质的量包含在组合物中。通常，其用量为0.02至0.1phr，按组合物总重量计。用量超过0.1phr会导致混合的产品混浊(haze)、而不会导致改进的阻燃性能。
环硅氧烷以在全氟链烷磺酸盐存在下足够提供改进的阻燃性能的量包括于组合物中。通常其用量为0.02至0.3phr，按组合物总重量计。可用于本发明的合适环硅氧烷包括具有如下通式的那些：
其中R独立地选自C1至C36烷基、氟化或全氟C1至C36烷基、C1至C36烷氧基、C6至C14芳基、6至14个碳原子的芳氧基、7至36个碳原子的芳烷氧基和6至14个碳原子的芳基取代的C1至C36烷基。环硅氧烷的具体例子包括但不限于：八苯基环四硅氧烷、六甲基环三硅氧烷、八甲基环四硅氧烷、十甲基环五硅氧烷、十二甲基环六硅氧烷、三甲基三苯基环三硅氧烷和四甲基四苯基环四硅氧烷。
将全氟链烷磺酸盐和环硅氧烷与熔融聚碳酸酯，例如在螺杆型挤出机中掺混，并挤出并模制为所需形状的部件。可将它们混合，例如作为包括全氟链烷磺酸盐和环硅氧烷的阻燃添加剂组合物，或以任何顺序连续加入聚碳酸酯中。本发明的阻燃组合物合适地包括比例约0.07至5(重量)的全氟链烷磺酸盐和环硅氧烷。
为测试阻燃性能，由含各种量的全氟丁烷磺酸钾和环硅氧烷的挤出聚碳酸酯模制成棒。发现这些组合物显示明显改进的阻燃性能，如下面所列实施例中反映的。尽管作用机理不清楚，但这一结果可能是由于各阻燃组分的协同相互作用带来的，因为对于KSS与环硅氧烷的组合未观察到类似的改进。此外，尽管这里报道的小规模试验未确实证明这一点，但大规模试验证明使用本发明的阻燃组合物导致聚碳酸酯降低混浊。
本发明组合物可包括本领域已知的包括于聚碳酸酯组合物中的常规添加剂。这些添加剂包括但不限于稳定剂、脱模剂、光稳定剂、热稳定剂、颜料和染料。
本发明将通过下面的非限制性实施例进一步描述。
实施例1
通过如下方法制备用于按照UL94程序进行燃烧性能测试的聚碳酸酯样品：将两种不同分子量等级的线性聚碳酸酯树脂掺混以使其达到目标熔体流动15至16，按照ASTM D1238在300℃、1.2kg下测量。某些组合物还包括0.35phr季戊四醇四硬脂酸酯(PETS)脱模剂。将该粉末共混物样品在温度范围230至290℃下挤出并切割为珠粒。将这些珠粒样品在温度295℃下注塑为具有尺寸5英寸×1/2英寸、厚度125mil的测试部件。
将这些部件用标准Underwriters Laboratory UL94测试方法(2天处理法)测试，不同的是测试20个棒，而不是通常的5个棒。通过如下方法分析数据：首先计算平均起火时间(avFOTsec)、起火时间的标准偏差(sdFOTsec)和总滴数，并用统计方法将此数据转化为特定样品配方达到在5个棒试验的常规UL 94测试中的V0“通过”分级的第一次通过预期概率，或“p(FTP)”。对于UL测试中的最大阻燃性能，优选p(FTP)尽可能接近1。
将珠粒样品还模塑为具有尺寸2英寸×英寸×125mil的测试部件。将这些部件用于采用ASTM D1003测试法的浊度测量。
这些实验的结果概述于表1A-D中。如该表所示，同时包括全氟丁烷磺酸钾和环硅氧烷(八苯基环四硅氧烷)的本发明配方的第一次通过概率“p(FTP)”比仅用全氟丁烷磺酸钾观察到的至少高数倍。仅用环硅氧烷进行的实验显示很小的阻燃性能改进(如存在任何改进的话)。使用KSS和环硅氧烷的相应实验未显示增强的阻燃性能。
用相同的配方，但不包括KPFDS制备对比组合物。这些对比组合物中的硅氧烷量为0.05、0.1、0.2、1.0和2.0phr。所有对比样品未通过UL 94 V0测试。
表1A
表1B
表1C
表1D
实施例2
按照与实施例1相同的方式制备样品，不同的是使用的聚碳酸酯树脂为70重量份含0.42mol％ 1，1，1-三(羟苯基)乙烷的支化聚碳酸酯树脂和30重量份线性聚碳酸酯树脂的共混物，以使其达到目标熔体流动2至3，按照ASTM D1238在300℃、1.2kg下测量。还包括UV稳定剂(UV5411，2-(2-羟基-5-叔辛基苯基)苯并三唑)。将样品在240至305℃下挤出并在320-332℃注塑为具有厚度60mil、75mil和125mil的测试部件。这些配方和结果概述于表2A和B中。在60mil和125mil下进行对比性试验。60mil试验仅显示边缘性能，并且对于所有含KPFBS的样品无此趋势，并且对所有无KPFBS的样品滴淌失败。125mil测试对于具有0.07KPFBS的样品具有p(FTP)0.9867。其它含KPFBS的样品由于在75mil时通过因此未测试。无KPFBS的所有样品具有滴淌失败。
Claims (18)
1.一种包括聚碳酸酯树脂和阻燃组分的组合物，所述阻燃组分包括全氟链烷磺酸盐和环硅氧烷，其中所述环硅氧烷具有如下通式：
其中R独立地选自C1至C36烷基、氟化或全氟C1至C36烷基、C1至C36烷氧基、C6至C14芳基、6至14个碳原子的芳氧基、7至36个碳原子的芳烷氧基和C1至C36烷基取代的6至14个碳原子的芳基，其中全氟链烷磺酸盐的存在量相对于整个组合物为0.02至0.1phr，环硅氧烷的存在量相对于整个组合物为至少0.02phr。
2.根据权利要求1的组合物，其中环硅氧烷为八苯基环四硅氧烷。
3.根据权利要求1的组合物，其中全氟链烷磺酸盐为全氟丁烷磺酸钾。
4.根据权利要求2的组合物，其中全氟链烷磺酸盐为全氟丁烷磺酸钾。
5.根据权利要求1的组合物，其中聚碳酸酯树脂包括线性和支化聚碳酸酯的混合物。
6.根据权利要求1的组合物，其中R是相同的。
7.一种制备阻燃聚碳酸酯树脂组合物的方法，包括将该树脂与含全氟链烷磺酸盐和环硅氧烷的阻燃组分混合的步骤，其中所述环硅氧烷具有如下通式：
其中R独立地选自C1至C36烷基、氟化或全氟C1至C36烷基、C1至C36烷氧基、C6至C14芳基、6至14个碳原子的芳氧基、7至36个碳原子的芳烷氧基和C1至C36烷基取代的6至14个碳原子的芳基，其中全氟链烷磺酸盐的存在量相对于整个组合物为0.02至0.1phr，环硅氧烷的存在量相对于整个组合物为至少0.02phr。
8.根据权利要求7的方法，其中环硅氧烷为八苯基环四硅氧烷。
9.根据权利要求7的方法，其中全氟链烷磺酸盐为全氟丁烷磺酸钾。
10.根据权利要求9的方法，其中环硅氧烷为八苯基环四硅氧烷。
11.根据权利要求7的方法，其中聚碳酸酯树脂包括线性和支化聚碳酸酯的混合物。
12.根据权利要求7的方法，其中R是相同的。
13.一种改进包括聚碳酸酯和全氟链烷磺酸盐的聚碳酸酯树脂组合物的阻燃性能的方法，包括将环硅氧烷加入组合物中，其中所述环硅氧烷具有如下通式：
其中R独立地选自C1至C36烷基、氟化或全氟C1至C36烷基、C1至C36烷氧基、C6至C14芳基、6至14个碳原子的芳氧基、7至36个碳原子的芳烷氧基和C1至C36烷基取代的6至14个碳原子的芳基，其中全氟链烷磺酸盐的存在量相对于整个组合物为0.02至0.1phr，环硅氧烷的存在量相对于整个组合物为至少0.02phr。
14.根据权利要求13的方法，其中环硅氧烷为八苯基环四硅氧烷。
15.根据权利要求13的方法，其中全氟链烷磺酸盐为全氟丁烷磺酸钾。
16.根据权利要求15的方法，其中环硅氧烷为八苯基环四硅氧烷。
17.根据权利要求13的方法，其中聚碳酸酯树脂包括线性和支化聚碳酸酯的混合物。
18.根据权利要求13的方法，其中R是相同的。
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/560,770 US6353046B1 (en) | 2000-04-28 | 2000-04-28 | Fire-retarded polycarbonate resin composition |
| US09/560,770 | 2000-04-28 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006101603302A Division CN1955214B (zh) | 2000-04-28 | 2001-02-20 | 阻燃添加剂组合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1426436A CN1426436A (zh) | 2003-06-25 |
| CN100402590C true CN100402590C (zh) | 2008-07-16 |
Family
ID=24239292
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006101603302A Expired - Lifetime CN1955214B (zh) | 2000-04-28 | 2001-02-20 | 阻燃添加剂组合物 |
| CNB018086691A Expired - Lifetime CN100402590C (zh) | 2000-04-28 | 2001-02-20 | 阻燃聚碳酸酯树脂组合物 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006101603302A Expired - Lifetime CN1955214B (zh) | 2000-04-28 | 2001-02-20 | 阻燃添加剂组合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US6353046B1 (zh) |
| EP (2) | EP2065436B1 (zh) |
| JP (1) | JP2003531940A (zh) |
| KR (1) | KR100747011B1 (zh) |
| CN (2) | CN1955214B (zh) |
| WO (1) | WO2001083606A1 (zh) |
Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW538482B (en) * | 1999-04-26 | 2003-06-21 | Shinetsu Chemical Co | Semiconductor encapsulating epoxy resin composition and semiconductor device |
| JP3833056B2 (ja) * | 2000-08-07 | 2006-10-11 | 旭化成ケミカルズ株式会社 | 難燃性芳香族ポリカーボネート樹脂組成物 |
| US6730720B2 (en) * | 2000-12-27 | 2004-05-04 | General Electric Company | Method for reducing haze in a fire resistant polycarbonate composition |
| DE10118787A1 (de) * | 2001-04-17 | 2002-10-24 | Bayer Ag | Flammwidrige und anti-elektrostatisch ausgerüstete Polycarbonat-Formmassen |
| US6753367B2 (en) * | 2001-08-20 | 2004-06-22 | General Electric Company | Flame retardant polycarbonate compositions with improved weathering performance containing cyanoacrylic esters |
| KR100449881B1 (ko) * | 2001-12-07 | 2004-09-22 | 제일모직주식회사 | 난연성 열가소성 수지 조성물 |
| US6462111B1 (en) * | 2001-12-10 | 2002-10-08 | General Electric Company | Translucent flame retardant polycarbonate compositions |
| US7390450B2 (en) * | 2002-06-07 | 2008-06-24 | General Electric Company | Process for preparing a fire resistant polycarbonate composition |
| US6790899B2 (en) * | 2002-10-29 | 2004-09-14 | General Electric Company | Method for making fire-retarded polycarbonate and related compositions |
| US7019059B2 (en) * | 2002-12-16 | 2006-03-28 | General Electric Company | Method for making fire-retarded glass-filled polycarbonate and related compositions |
| US20050009968A1 (en) * | 2003-06-28 | 2005-01-13 | General Electric Company | Transparent Flame Retardant Polycarbonate Compositions |
| US20080014446A1 (en) * | 2004-10-07 | 2008-01-17 | General Electric Company | Window shade and a multi-layered article, and methods of making the same |
| US7728059B2 (en) * | 2006-02-14 | 2010-06-01 | Sabic Innovative Plastics Ip B.V. | Polycarbonate compositions and articles formed therefrom |
| US7632881B2 (en) | 2006-06-22 | 2009-12-15 | Sabic Innovative Plastics Ip B.V. | Polycarbonate compositions and articles formed therefrom |
| US20080015292A1 (en) * | 2006-07-12 | 2008-01-17 | General Electric Company | Flame retardant and scratch resistant thermoplastic polycarbonate compositions |
| US7652083B2 (en) * | 2006-09-29 | 2010-01-26 | Sabic Innovative Plastics Ip B.V. | Thermoplastic compostions, methods of making, and articles formed therefrom |
| DE102007017936A1 (de) * | 2007-04-13 | 2008-10-16 | Bayer Materialscience Ag | Erzeugnisse mit verbesserter Flammwidrigkeit |
| PL2155807T3 (pl) * | 2007-06-12 | 2011-10-31 | Styron Europe Gmbh | Przezroczysta i trudnopalna folia z żywicy poliwęglanowej |
| US20090062438A1 (en) * | 2007-08-30 | 2009-03-05 | Van De Grampel Robert Dirk | Copolyestercarbonate compositions |
| US20090062439A1 (en) * | 2007-08-30 | 2009-03-05 | Van De Grampel Robert Dirk | Polyestercarbonate compositions |
| JP5298529B2 (ja) * | 2007-12-25 | 2013-09-25 | 三菱エンジニアリングプラスチックス株式会社 | 芳香族ポリカーボネート樹脂組成物、及びその成形体 |
| US20090227707A1 (en) * | 2008-03-07 | 2009-09-10 | Domenico La Camera | Flame retardant polycarbonate based composition including carbon |
| JP5721308B2 (ja) | 2008-03-26 | 2015-05-20 | ローム株式会社 | 半導体装置 |
| CN101280072B (zh) * | 2008-04-25 | 2010-06-09 | 北京化工大学 | 类水滑石用作工程塑料阻燃抑烟剂及其制备方法 |
| US8771829B2 (en) * | 2008-09-25 | 2014-07-08 | Sabic Innovative Plastics Ip B.V. | Flame retardant thermoplastic polymer composition, method of manufacture, and articles formed therefrom |
| US20100280159A1 (en) * | 2008-09-25 | 2010-11-04 | Christianus Johannes Jacobus Maas | Flame retardant thermoplastic composition and articles formed therefrom |
| US8445568B2 (en) * | 2008-09-25 | 2013-05-21 | Sabic Innovative Plastics Ip B.V. | Flame retardant thermoplastic composition and articles formed therefrom |
| DE102008054329A1 (de) | 2008-11-03 | 2010-05-06 | Bayer Materialscience Ag | Erzeugnisse mit verbesserter Flammwidrigkeit |
| CN102282212B (zh) | 2009-02-09 | 2014-07-02 | 三菱工程塑胶株式会社 | 聚碳酸酯树脂组合物及其成形体 |
| JP5286110B2 (ja) * | 2009-03-09 | 2013-09-11 | 三菱エンジニアリングプラスチックス株式会社 | 芳香族ポリカーボネート樹脂組成物及びその成形体 |
| CN102666703B (zh) | 2009-11-05 | 2014-12-24 | 拜尔材料科学股份公司 | 具有改进的阻燃性的聚碳酸酯板 |
| CN103391970B (zh) * | 2010-11-05 | 2015-03-25 | 拜耳知识产权有限责任公司 | 具有低分子量的阻燃防紫外的聚碳酸酯模塑料 |
| EP2640782B1 (en) * | 2010-11-15 | 2021-04-07 | SHPP Global Technologies B.V. | Compositions and articles of manufacture containing siloxane |
| US9234096B2 (en) | 2011-02-03 | 2016-01-12 | Sabic Global Technologies B.V. | Color and heat stable polycarbonate compositions and methods of making |
| CN103619959A (zh) * | 2011-04-14 | 2014-03-05 | Frx聚合物股份有限公司 | 聚膦酸酯和共聚膦酸酯添加剂混合物 |
| TWI496877B (zh) * | 2012-01-20 | 2015-08-21 | Chi Lin Technology Co Ltd | Flame retardant and flame retardant composition |
| US8877876B2 (en) * | 2012-06-29 | 2014-11-04 | Sabic Global Technologies B.V. | High-temperature plastic article |
| US9145490B2 (en) * | 2013-02-28 | 2015-09-29 | Bayer Materialscience Llc | Flame-retardant polycarbonate compositions |
| WO2015073841A1 (en) * | 2013-11-15 | 2015-05-21 | Sabic Global Technologies B.V. | Methods for measuring properties in crosslinked polycarbonate |
| US10336901B2 (en) | 2014-03-20 | 2019-07-02 | Sabic Global Technologies B.V. | Polycarbonate compositions, methods of their manufacture, and articles thereof |
| CN104804389B (zh) * | 2015-03-20 | 2016-08-24 | 江苏瀚阳新材料科技有限公司 | 一种黑色无卤阻燃聚碳酸酯薄膜及其制备方法 |
| US10800903B2 (en) * | 2016-05-09 | 2020-10-13 | Bromine Compounds Ltd. | Flame-retarded transparent polycarbonate compositions |
| CN112143028B (zh) * | 2019-06-28 | 2021-07-27 | 中国科学院宁波材料技术与工程研究所 | 取代硅基苯磺酸盐在高分子材料阻燃改性中的应用及阻燃高分子材料 |
| EP4092075A1 (de) | 2021-05-17 | 2022-11-23 | Covestro Deutschland AG | Flammwidrige zusammensetzung umfassend 0,040 bis 0,095 gew.-% eines flammschutzmittels |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3971756A (en) * | 1974-08-09 | 1976-07-27 | General Electric Company | Flame retardant polycarbonate composition |
| GB2019422A (en) * | 1978-04-20 | 1979-10-31 | Gen Electric | Flame retardant crystalline polycarbonate compositions |
| JPH06128434A (ja) * | 1992-10-16 | 1994-05-10 | Shin Etsu Chem Co Ltd | 難燃性樹脂組成物 |
| EP0625547A1 (en) * | 1993-05-18 | 1994-11-23 | Idemitsu Petrochemical Co. Ltd. | Flame retardative polycarbonate resin composition |
| EP0918073A2 (en) * | 1997-11-19 | 1999-05-26 | Shin-Etsu Chemical Co., Ltd. | Flame retardant resin compositions |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3030331A (en) | 1957-08-22 | 1962-04-17 | Gen Electric | Process for preparing copolyesters comprising reacting a carbonyl halide with a dicarboxylic acid and a dihydroxy compound in the presence of a tertiary amine |
| BE570531A (zh) | 1957-08-22 | |||
| AT297333B (de) | 1969-06-13 | 1972-03-27 | Bayer Ag | Verfahren zur Herstellung von Polycarbonaten mit verminderter Brennbarkeit |
| US4028297A (en) | 1975-07-18 | 1977-06-07 | General Electric Company | Novel flame retardant polycarbonate compositions |
| US4110299A (en) | 1976-10-15 | 1978-08-29 | General Electric Company | Flame-retardant polycarbonate composition |
| US4286083A (en) | 1976-12-29 | 1981-08-25 | General Electric Company | Method of preparing polyester carbonates |
| US4130530A (en) * | 1977-04-08 | 1978-12-19 | General Electric Company | Cyclic siloxane plasticized polycarbonate composition |
| US4130548A (en) | 1977-10-21 | 1978-12-19 | General Electric | Preparation of polyester carbonates from polyanhydride ester intermediates |
| US4303575A (en) | 1980-02-07 | 1981-12-01 | Mobay Chemical Corporation | Flame retardant polycarbonate compositions |
| US4317944A (en) | 1980-08-15 | 1982-03-02 | General Electric Company | Preparation of 2,2-bis(4-hydroxyphenyl) propane |
| US4335038A (en) | 1980-09-26 | 1982-06-15 | The Dow Chemical Company | Polycarbonate containing a metal perfluoroborate and an organosilane as ignition depressants |
| DE3203905A1 (de) | 1982-02-05 | 1983-08-11 | Bayer Ag, 5090 Leverkusen | Polycarbonat-formmassen mit verbesserter flammwidrigkeit |
| US4552704A (en) | 1983-12-27 | 1985-11-12 | General Electric Company | Process for the production of aromatic carbonates |
| US5284981A (en) | 1986-06-10 | 1994-02-08 | Bayer Aktiengesellschaft | Ion exchangers modified with mercapto amines |
| GB8806497D0 (en) | 1988-03-18 | 1988-04-20 | Mortile Acoustic Ind Ltd | Non-toxic fire retardant thermoplastic material |
| JP2677402B2 (ja) | 1988-12-23 | 1997-11-17 | 松下電工株式会社 | インバータ装置 |
| JPH078151B2 (ja) | 1988-12-27 | 1995-01-30 | 株式会社コパル | 電歪アクチュエーター |
| US5084527A (en) | 1989-02-23 | 1992-01-28 | Mitsubishi Rayon Co., Ltd. | Thermoplastic resin composition |
| US4916194A (en) | 1989-03-06 | 1990-04-10 | General Electric Company | Flame retardant aromatic polycarbonate blends |
| JPH0692529B2 (ja) | 1989-12-28 | 1994-11-16 | 日本ジーイープラスチックス株式会社 | 芳香族系ポリカーボネートの製造方法 |
| US5210268A (en) | 1989-12-28 | 1993-05-11 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for continuously producing an aromatic carbonate |
| US5508323A (en) | 1992-06-29 | 1996-04-16 | Dow Corning Corporation | Method for imparting fire retardancy to organic resins |
| US5315042A (en) | 1993-03-22 | 1994-05-24 | General Electric Company | Use of partial acetone conversion for capacity increase and quality/yield improvement in the bisphenol-A reaction |
| JP2719486B2 (ja) | 1993-04-26 | 1998-02-25 | 出光石油化学株式会社 | 難燃性ポリカーボネート樹脂組成物 |
| JP2746519B2 (ja) * | 1993-05-28 | 1998-05-06 | 出光石油化学株式会社 | 難燃性ポリカーボネート樹脂組成物 |
| JP3185905B2 (ja) * | 1993-05-18 | 2001-07-11 | 出光石油化学株式会社 | ポリカーボネート樹脂組成物 |
| US5414152A (en) | 1994-05-10 | 1995-05-09 | General Electric Company | Method for extending the activity of acidic ion exchange catalysts |
| TW419458B (en) | 1994-07-21 | 2001-01-21 | Mitsui Chemicals Inc | Process for preparing bisphenol A |
| US5463140A (en) | 1994-08-31 | 1995-10-31 | The Dow Chemical Company | Process for making polyphenols from ketones or aldehydes and phenols |
| DE4440684A1 (de) * | 1994-11-15 | 1996-05-23 | Bayer Ag | Flammwidrige Polycarbonatformmassen |
| DE19539444A1 (de) | 1995-10-24 | 1997-04-30 | Bayer Ag | Verfahren zur Herstellung von Bisphenolen unter Verwendung neuer Cokatalysatoren |
| US5783733A (en) | 1996-06-13 | 1998-07-21 | General Electric Company | Process for manufacture of bisphenol |
| DE19638888A1 (de) | 1996-09-23 | 1998-03-26 | Bayer Ag | Cokatalysatoren für die Bisphenolsynthese |
| JP3614311B2 (ja) * | 1997-11-19 | 2005-01-26 | 信越化学工業株式会社 | 難燃性樹脂組成物 |
| JP2000297214A (ja) | 1999-02-08 | 2000-10-24 | Asahi Chem Ind Co Ltd | 珪素系難燃組成物 |
| JP3891382B2 (ja) | 1999-05-24 | 2007-03-14 | 住友ダウ株式会社 | 難燃性ポリカーボネート樹脂組成物 |
-
2000
- 2000-04-28 US US09/560,770 patent/US6353046B1/en not_active Expired - Lifetime
-
2001
- 2001-02-20 EP EP08165598A patent/EP2065436B1/en not_active Expired - Lifetime
- 2001-02-20 CN CN2006101603302A patent/CN1955214B/zh not_active Expired - Lifetime
- 2001-02-20 WO PCT/US2001/005427 patent/WO2001083606A1/en active Application Filing
- 2001-02-20 EP EP01911001A patent/EP1278798A1/en not_active Ceased
- 2001-02-20 JP JP2001580223A patent/JP2003531940A/ja active Pending
- 2001-02-20 CN CNB018086691A patent/CN100402590C/zh not_active Expired - Lifetime
- 2001-02-20 KR KR1020027014411A patent/KR100747011B1/ko active IP Right Grant
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3971756A (en) * | 1974-08-09 | 1976-07-27 | General Electric Company | Flame retardant polycarbonate composition |
| GB2019422A (en) * | 1978-04-20 | 1979-10-31 | Gen Electric | Flame retardant crystalline polycarbonate compositions |
| JPH06128434A (ja) * | 1992-10-16 | 1994-05-10 | Shin Etsu Chem Co Ltd | 難燃性樹脂組成物 |
| EP0625547A1 (en) * | 1993-05-18 | 1994-11-23 | Idemitsu Petrochemical Co. Ltd. | Flame retardative polycarbonate resin composition |
| EP0918073A2 (en) * | 1997-11-19 | 1999-05-26 | Shin-Etsu Chemical Co., Ltd. | Flame retardant resin compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2065436B1 (en) | 2012-10-31 |
| EP2065436A3 (en) | 2010-11-17 |
| WO2001083606A1 (en) | 2001-11-08 |
| CN1426436A (zh) | 2003-06-25 |
| KR100747011B1 (ko) | 2007-08-07 |
| CN1955214B (zh) | 2012-02-22 |
| CN1955214A (zh) | 2007-05-02 |
| EP2065436A8 (en) | 2010-06-30 |
| EP2065436A2 (en) | 2009-06-03 |
| EP1278798A1 (en) | 2003-01-29 |
| JP2003531940A (ja) | 2003-10-28 |
| KR20020091248A (ko) | 2002-12-05 |
| US6353046B1 (en) | 2002-03-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN100402590C (zh) | 阻燃聚碳酸酯树脂组合物 | |
| US6730720B2 (en) | Method for reducing haze in a fire resistant polycarbonate composition | |
| KR101866581B1 (ko) | 폴리카보네이트 수지 조성물 및 폴리카보네이트 수지 성형체 | |
| CN102027065B (zh) | 具有良好的光稳定性和尺寸稳定性的聚碳酸酯树脂组合物 | |
| CN107075140A (zh) | 阻燃性聚碳酸酯类树脂组合物及其模塑制品 | |
| CN101460568B (zh) | 阻燃和光漫射聚碳酸酯树脂组合物及其光漫射板 | |
| CA2231571C (en) | Carbonate polymer resins containing low volatility aromatic phosphate ester compounds | |
| CN109563336B (zh) | 聚碳酸酯组合物和包含其的制品 | |
| JP2004536193A (ja) | 透明難燃性ポリカーボネート組成物 | |
| JP5460190B2 (ja) | 帯電防止性ポリカーボネート樹脂組成物 | |
| KR101240320B1 (ko) | 투명성과 난연성이 우수한 폴리카보네이트 수지 조성물 | |
| KR101267270B1 (ko) | 투명성과 난연성이 우수한 비할로겐 폴리카보네이트 수지 조성물 | |
| CN1720288A (zh) | 制造阻燃聚碳酸酯的方法和相关组合物 | |
| KR101402579B1 (ko) | 투명성과 난연성이 우수한 폴리카보네이트 수지 조성물 | |
| JP6646396B2 (ja) | 難燃性ポリカーボネート樹脂組成物 | |
| CN111527149B (zh) | 热塑性树脂组合物和由其形成的模制产品 | |
| KR20120079874A (ko) | 투명성과 난연성이 우수한 폴리카보네이트 수지 조성물 | |
| DE60105789T2 (de) | Flammhemmendes kunststoff-formteil | |
| JP5725535B2 (ja) | 透明性に優れた難燃性ポリカーボネート樹脂組成物 | |
| KR20200033674A (ko) | 코폴리카보네이트 및 이를 포함하는 조성물 | |
| JP2007284462A (ja) | 成形加工性に優れた難燃性ポリカーボネート樹脂組成物。 | |
| KR102086051B1 (ko) | 코폴리카보네이트 및 이를 이용하여 제조되는 성형품 | |
| JPH1045981A (ja) | 耐光性樹脂組成物 | |
| TW201829536A (zh) | 聚碳酸酯樹脂組成物 | |
| JP2011111590A (ja) | 光反射性に優れた難燃性ポリカーボネート樹脂組成物およびそれからなる成形品 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: SEPIK INNOVATIVE PLASTICS IP CO., LTD. Free format text: FORMER OWNER: GENERAL ELECTRIC CO. Effective date: 20080725 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20080725 Address after: Bergen Op Zoom Holland Patentee after: GENERAL ELECTRIC CO. Address before: American New York Patentee before: General Electric Co. |
|
| C56 | Change in the name or address of the patentee | ||
| CP01 | Change in the name or title of a patent holder |
Address after: Holland city Aupu zoom Bergen Patentee after: SABIC INNOVATIVE PLASTICS IP B.V. Address before: Holland city Aupu zoom Bergen Patentee before: SABIC INNOVATIVE PLASTICS IP B.V. |
|
| CP03 | Change of name, title or address |
Address after: Holland city Aupu zoom Bergen Patentee after: SABIC INNOVATIVE PLASTICS IP B.V. Address before: Bergen Op Zoom Holland Patentee before: GENERAL ELECTRIC CO. |
|
| CX01 | Expiry of patent term |
Granted publication date: 20080716 |
|
| CX01 | Expiry of patent term |