CA1247771A - Polyphenylene ether blends containing electrostatically bound additive - Google Patents
Polyphenylene ether blends containing electrostatically bound additiveInfo
- Publication number
- CA1247771A CA1247771A CA000489344A CA489344A CA1247771A CA 1247771 A CA1247771 A CA 1247771A CA 000489344 A CA000489344 A CA 000489344A CA 489344 A CA489344 A CA 489344A CA 1247771 A CA1247771 A CA 1247771A
- Authority
- CA
- Canada
- Prior art keywords
- component
- groups
- parts
- composition
- resin
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000000654 additive Substances 0.000 title claims abstract description 34
- 229920001955 polyphenylene ether Polymers 0.000 title claims abstract description 19
- 230000000996 additive effect Effects 0.000 title abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 37
- 239000011347 resin Substances 0.000 claims abstract description 37
- 239000002216 antistatic agent Substances 0.000 claims abstract description 18
- 125000003010 ionic group Chemical group 0.000 claims abstract description 16
- -1 poly(2,6-dimethyl-1,4-phenylene) Polymers 0.000 claims description 28
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 229920001971 elastomer Polymers 0.000 claims description 11
- 239000005060 rubber Substances 0.000 claims description 11
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 229920001467 poly(styrenesulfonates) Polymers 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 8
- 229920001169 thermoplastic Polymers 0.000 claims description 6
- 150000001412 amines Chemical group 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 3
- 239000004611 light stabiliser Substances 0.000 claims description 2
- 229920005990 polystyrene resin Polymers 0.000 claims description 2
- 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 claims description 2
- 239000004416 thermosoftening plastic Substances 0.000 claims 3
- 239000012757 flame retardant agent Substances 0.000 claims 2
- YLHNNWUZOGHCSP-UHFFFAOYSA-M bis(2-hydroxyethyl)-methyl-octylazanium;4-methylbenzenesulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1.CCCCCCCC[N+](C)(CCO)CCO YLHNNWUZOGHCSP-UHFFFAOYSA-M 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract description 3
- 238000013508 migration Methods 0.000 abstract description 2
- 230000005012 migration Effects 0.000 abstract description 2
- 238000005406 washing Methods 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 20
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 12
- 230000003068 static effect Effects 0.000 description 11
- 238000012360 testing method Methods 0.000 description 10
- 238000000465 moulding Methods 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 7
- 239000004615 ingredient Substances 0.000 description 7
- 239000004014 plasticizer Substances 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 230000000694 effects Effects 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 238000012545 processing Methods 0.000 description 5
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 4
- 239000004793 Polystyrene Substances 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229920002223 polystyrene Polymers 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 4
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 236TMPh Natural products CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 102100030852 Run domain Beclin-1-interacting and cysteine-rich domain-containing protein Human genes 0.000 description 3
- MVDBOLCHRMMMHM-UHFFFAOYSA-N bis(2-hydroxyethyl)-methyl-octylazanium Chemical compound CCCCCCCC[N+](C)(CCO)CCO MVDBOLCHRMMMHM-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 230000001965 increasing effect Effects 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229920006380 polyphenylene oxide Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KLAQSPUVCDBEGF-UHFFFAOYSA-N 2,3,5,6-tetramethylphenol Chemical compound CC1=CC(C)=C(C)C(O)=C1C KLAQSPUVCDBEGF-UHFFFAOYSA-N 0.000 description 2
- KLIDCXVFHGNTTM-UHFFFAOYSA-N 2,6-dimethoxyphenol Chemical compound COC1=CC=CC(OC)=C1O KLIDCXVFHGNTTM-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- CIRRFAQIWQFQSS-UHFFFAOYSA-N 6-ethyl-o-cresol Chemical compound CCC1=CC=CC(C)=C1O CIRRFAQIWQFQSS-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 239000012963 UV stabilizer Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 229920005669 high impact polystyrene Polymers 0.000 description 2
- 239000004797 high-impact polystyrene Substances 0.000 description 2
- 235000000396 iron Nutrition 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000006396 nitration reaction Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- MNCGMVDMOKPCSQ-UHFFFAOYSA-M sodium;2-phenylethenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C=CC1=CC=CC=C1 MNCGMVDMOKPCSQ-UHFFFAOYSA-M 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 2
- 229920001897 terpolymer Polymers 0.000 description 2
- 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 description 1
- PZPVXSMCRLNVRD-UHFFFAOYSA-N 2,6-dibutylphenol Chemical compound CCCCC1=CC=CC(CCCC)=C1O PZPVXSMCRLNVRD-UHFFFAOYSA-N 0.000 description 1
- RGWXSQCOYFRTKU-UHFFFAOYSA-N 2,6-didodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC(CCCCCCCCCCCC)=C1O RGWXSQCOYFRTKU-UHFFFAOYSA-N 0.000 description 1
- SMSZXONJAYKZCU-UHFFFAOYSA-N 2,6-diethoxyphenol Chemical compound CCOC1=CC=CC(OCC)=C1O SMSZXONJAYKZCU-UHFFFAOYSA-N 0.000 description 1
- METWAQRCMRWDAW-UHFFFAOYSA-N 2,6-diethylphenol Chemical compound CCC1=CC=CC(CC)=C1O METWAQRCMRWDAW-UHFFFAOYSA-N 0.000 description 1
- ATGFTMUSEPZNJD-UHFFFAOYSA-N 2,6-diphenylphenol Chemical compound OC1=C(C=2C=CC=CC=2)C=CC=C1C1=CC=CC=C1 ATGFTMUSEPZNJD-UHFFFAOYSA-N 0.000 description 1
- NAILKKRDWBJCNH-UHFFFAOYSA-N 2,6-dipropylphenol Chemical compound CCCC1=CC=CC(CCC)=C1O NAILKKRDWBJCNH-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- KUNNUNBSGQSGDY-UHFFFAOYSA-N 2-butyl-6-methylphenol Chemical compound CCCCC1=CC=CC(C)=C1O KUNNUNBSGQSGDY-UHFFFAOYSA-N 0.000 description 1
- YCUALLYXPZGZFN-UHFFFAOYSA-N 2-cyclohexyl-6-methylphenol Chemical compound CC1=CC=CC(C2CCCCC2)=C1O YCUALLYXPZGZFN-UHFFFAOYSA-N 0.000 description 1
- WBHAUHHMPXBZCQ-UHFFFAOYSA-N 2-methoxy-6-methylphenol Chemical compound COC1=CC=CC(C)=C1O WBHAUHHMPXBZCQ-UHFFFAOYSA-N 0.000 description 1
- TVOICAOPKRBXDY-UHFFFAOYSA-N 2-methyl-6-(2-methylphenyl)phenol Chemical compound CC1=CC=CC(C=2C(=CC=CC=2)C)=C1O TVOICAOPKRBXDY-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- UAUDZVJPLUQNMU-UHFFFAOYSA-N Erucasaeureamid Natural products CCCCCCCCC=CCCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920000181 Ethylene propylene rubber Polymers 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- HZWXJJCSDBQVLF-UHFFFAOYSA-N acetoxysulfonic acid Chemical compound CC(=O)OS(O)(=O)=O HZWXJJCSDBQVLF-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000009412 basement excavation Methods 0.000 description 1
- KULDXINYXFTXMO-UHFFFAOYSA-N bis(2-chloroethyl) (3-chloro-4-methyl-2-oxochromen-7-yl) phosphate Chemical compound C1=C(OP(=O)(OCCCl)OCCCl)C=CC2=C1OC(=O)C(Cl)=C2C KULDXINYXFTXMO-UHFFFAOYSA-N 0.000 description 1
- 150000003842 bromide salts Chemical class 0.000 description 1
- MAYCNCJAIFGQIH-UHFFFAOYSA-N buta-1,3-diene 5-phenylpenta-2,4-dienenitrile Chemical compound C=CC=C.N#CC=CC=CC1=CC=CC=C1 MAYCNCJAIFGQIH-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- UAUDZVJPLUQNMU-KTKRTIGZSA-N erucamide Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(N)=O UAUDZVJPLUQNMU-KTKRTIGZSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- JCYWCSGERIELPG-UHFFFAOYSA-N imes Chemical class CC1=CC(C)=CC(C)=C1N1C=CN(C=2C(=CC(C)=CC=2C)C)[C]1 JCYWCSGERIELPG-UHFFFAOYSA-N 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000004377 microelectronic Methods 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000000615 nonconductor Substances 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000012899 standard injection Substances 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- GAJQCIFYLSXSEZ-UHFFFAOYSA-L tridecyl phosphate Chemical compound CCCCCCCCCCCCCOP([O-])([O-])=O GAJQCIFYLSXSEZ-UHFFFAOYSA-L 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
POLYPHENYLENE ETHER BLENDS
CONTAINING ELECTROSTATICALLLY
BOUND ADDITIVE
ABSTRACT OF THE DISCLOSURE
Compositions of a polyphenylene ether resin, poly(alkenyl aromatic)resins having pendant highly polar ionic groups and additives capable of electro-static bonding with the polar ionic groups are described. Especially useful as the ionic groups are sulfonate groups and as the addivies are antistatic agents. The additives are more stable against losses due to migration, volatilization, washing cut and the like, due to the electrostatic attraction to the ionic groups on the poly(alkenyl aromatic)resins.
CONTAINING ELECTROSTATICALLLY
BOUND ADDITIVE
ABSTRACT OF THE DISCLOSURE
Compositions of a polyphenylene ether resin, poly(alkenyl aromatic)resins having pendant highly polar ionic groups and additives capable of electro-static bonding with the polar ionic groups are described. Especially useful as the ionic groups are sulfonate groups and as the addivies are antistatic agents. The additives are more stable against losses due to migration, volatilization, washing cut and the like, due to the electrostatic attraction to the ionic groups on the poly(alkenyl aromatic)resins.
Description
77~
POLYPHENYLENE ETHER BLENDS
CONTAINING ELECTROSTATICALLY
BOUND ADDITIVE .
BAC~GROUND OF THE I~VENTION
Many synthetic thermoplastic polymers are poor conductors, or nonconductors, of electricity. A con-sequence is that aftPr the polymer or a blend of the p~lymer and other ingredients has been fashioned into a molded article, coating, film or fiber, electrostatic charges tend to accumulate on the surface and are not freely dissipated. This is especially characteristic of polymers having surface resistivities greater than lO
(ohms Gr ohms/square), many of which are commercially important. Electrostatic charges can accumulate on the surface of these polymeric materials to levels equivalent to 20,0~0 to 30,0~0 volts. Even with lower levels of static build-up, however, many undesirable effects can still occur. Contact with synthetic materials in auto-mobile seat covers, floor rugs, clothing, and 80 forth may create a high static charge on a person which, when subsequently discharged by contact with a grounded object, causes an unpleasant sensation of shock. The accompanying spark, moreover, can create a serious hazard in flammable or explosive atmospheres, such as found in hospital operating rooms (anesthesia gases) and underground excavations for the mining of ore.
The problem is especially acute in the elec-tronics industry, where relatively low static charges ~' ~ 7~7~ 8CN 0~102 can res~lt in a catastrophic failure of sensitive micro-electronics devices, and in the business machine ind~stry, where paper jam-ups in photocopiers are often directly attributable to the accumulation of electrostatic charges as the copy paper passes over plastic platens and guides.
Various ways have been proposed in the past for treating at least some of these polymers to make them more dissipative of surface charges. Some involve modification of the polymer itself. For instance, Ohya, et al., in U.S. Patent No. 4,38~,078, have proposed that a more static resistant polymeric material can be obtained by graft polymerizing a vinyl or vinylidene monomer, such as sodium styrene sulfonate, onto a rubbery co-polymer of an alkylene oxide and a conjugated diene.
The resulting product is said to be blendable with other thermoplastic resins and utilizable in conjunction with conventional antistatic agents. Borman, on the other hand, has disclosed in U.S. 3,259,520 that polyphenylene oxide resins can be altered to be antistatic by forming certain ionic derivatives through nuclear substitution with groups such as sulfonate groups.
Still other methods involve the formation of blends of antistatic agents with the polymer. Castro, et al., in U.S. Patent No. 4,210,556, teach that a liquid ethoxylated amine such as N,N-bis~2-hydroxyethyl) all;enyl or a mixture of alkenyl and alkenyl amines can be admixed with a polymer, for example, a polyolefin or polyphenylene oxide, to form a homogeneous liguid which can then be cooled to a solid antistatic agent. The solid can be blended into a polymer to impart antistatic properties.
Baron, et al., in U.S. 3,933,779, disclose that certain bis-ethoxylated quaternary ammonium salts of paratoluene sulfonic acid are useful as antistatic agents for various synthetic polymers, including poly-~L~`7~ 8CN 8102 styrenes, polyesters, p~lyamides, polycarbonates, poly-olefins, and ABS resins.
Abolins and Katchman have found that an anti-static agent based on a mixture of triethanolamine, toluene sulfonic acid and sodium lauryl sulfate, is an effective additive for polyphenylene ether resins and blends. This discovery is described in U.S. 4,123,475.
Japan Patent 47-22474 discloses that certain metal salts of a sulphonated vinyl aromatic compounds, for example, sulphonated polystyrene, are useful as antistatic agents for polymeric materials.
U.S. Patent 4,341,882 describes blends of polyphenylene ether, polystyrene and an antistatic agent which can be a styrene-allyl alcohol copolymer, an anionically polymerized poly(ethylene oxide) and a combination of both.
More recently, Luxon has shown in U.S. 4,384,063 that the antistatic behavior of N,N-bis-(2-hydroxyethyl-N-octyl-N-methyl ammonium para toluene sulfonate talso identified in the above mentioned Baron, et al. patent as methyl-octyl-bis(2-hydroxyethyl) ammonium para-toluene sulfonate), is enhanced in a polyphenylene ether resin blend when used in conjunction with a 6mall amount of a polyethylene glycol ester.
Polymer blends modified by the addition of antistatic compounds based on amines often suffer from certain deleterious effects, however. The additive can often be removed from the surface of a molded part by simply rinsing with water or a non-aqueous solvent, and this detracts from the surface antistatic behavior. In the case of some polymers where migration of the additive to the ~urface occurs, the antistatic effect may return after only several hours or days. For other polymer6, however, examples of which are polyphenylene ether resins and polystyrenes, the antistatic behavior recovers ~ 7 77~ 8CN 8102 much more slowly, and may not fully return for several months. Moreover, many antistatic amines have poor compatibility with the polymer, a result of which is that only small amounts of the additive will be tolerated.
The latter phenomenon can present the following dilemma.
On the one hand, the use of concentrations of additive above the threshold of compatibility may lead to processing difficulties during injection molding.
Typically, this is manifested by extruder screw slippage as a result of lubrication from excess (incompatible) amounts of the additive, and by erratic molding cycle ~imes. On the other hand, the relatively small amounts of additive dictated by these processing requirements necessarily limi~s the antistatic performance of the molded article.
S~MMARY OF THE INVENTION
This invention provides, in one aspect, com-positions of (a) a polyphenylene ether resin, (b) an alkenyl aromatic resin having highly polar ionic substituents, or groups, appended to the polymer chain, and (c) one or more property modifying additives which are electrostatically bound to component (b) through the charged sub6tituents.
The aforementioned substituents, which are characterized by a high charge density, will al80 be referred to in this disclosure as "ionomeric"
substituents.
The compositions of this invention are capable of tolerating larger amounts of the additives than previously possible while avoiding the aforementioned problems usually associated with them, due to the electrostatic attraction between the additive and charged pendant groups of the alkenyl axomatic resin. More o specifically, th~ additive is more resistant to being washed out, and processing difficulties such as screw slippage and erratic molding cycle times are sharply reduced or entirely eliminated.
Another aspect of the invention comprises articles molded from the described blend compositions of (a), (b) and (c).
Still another aspect involves articles molded from blends of (a) and ~b), with (c) being applied on the surface of the article.
Notably, the present invention extends not just to antistatic agents, but also to the use of any additives or types of additives capable of electro-static attraction to component (b).
This invention is especially efficacious for a number of reasons. ~or instance, the properties of electrostatic decay and ultraviolet (U~T) light degrada-tion are, for the most part, surface effects. The melt blending of an antistatic agent or UV stabilizer into the resin matrix normally requires much more active ingredient than otherwise necessary if the additive were confined merely to the surface of the molded article.
In practice, the additive, being more or less uniformly distributed throushout the bulk of the molded article, is mostly wasted because only that amount actually on the surface is useful to achieve the desired result.
Thus, the majority of the additive is spent in needlessly filling up the interior of the molded article. These agents could, of course, be topically applied to the resin but, in the normal case, they subsequently ~ould tend to be easily rubbed or washed off during normal use. ~ith the present invention, the ionic groups on the poly(alkenyl aromatic)resin tenaciously bind the additive, e.g., UV-stabilizer or antistatic agent, to the surface of the article, preventing or minimizing its ~7~71 o remo~al. The invention thus permits use of the additive either as an ingredient incorp~rated in the resin ma~rix itself, o~ safely applied to and affixed on the surface of an article molded from the matrix.
Good melt flow is another important property in the case of polyphenylene ether resin molding compositions. The property is often measured as channel flow length, with longer lengths representing better melt flow. Flow improvements are conventionally obtained by the addition of plasticizers which are typically dispersed throughout the resin matrix.
Unfortunately, such improvements are all too often accompanied by decreases in the heat distor~ion temperature of the molded composition, making the moldings more susceptible to effects such as warpage and the like when exposed to above normal temperatures.
Thus, many commercial molding compositions represent a compromise, falling somewhere between as high a heat distortion temperature as possible, on the one hand, and as long a channel flow as possible, on the other hand.
Heretofore, one could rarely optimize both properties.
Increased melt flow is a highly sought after property. Longer melt flow easily translates into reduced cycle times, lower pressures, lower temperatures, and reduced equipment costs, and concomitantly, increased productivity, lower energy costs and reduced capitalization.
With the present invention, melt flow enhanc-ing additives such as plasticizers manifest an improved combination of high melt flow and high heat distortion temperature, apparently again due to the electrostatic interfacing between the aforementioned pendant ionic groups and the plasticizer.
~2~77~
o DESCRIPTION OF THE INVENTIO~
Preferred polyphenylene ether resins for use as component (a) are homopolymers or copolymers having uni.ts of the formula 10 ~ J~, in which Q, Q', Q'' and Q''' are independently selected from the group consisting of hydrogen, halogen, hydro-carbon radicals, halohydrocarbon radicals, hydrocarbonoxyradicals and halohydrocarbonoxy radicals; and n represents the total number of monomer units and is an integer of at least about 20, and more usually at least 50.
These resins are, in general, self-condensation products of monohydric, monocyclic phenols produced by reacting the phenols with oxygen in the presence of complex metal catalysts, with the molecular weight being controlled by the reaction time, longer times providing a higher average number of repeating unit~. Particular procedures are known to those skilled in the art and are described in the patent literature, including the Hay and Stamatoff patent~ mentioned above.
Suitable phenolic monomers include but are not limited to: 2,6-dimethylphenol; 2,6-diethylphenol;
POLYPHENYLENE ETHER BLENDS
CONTAINING ELECTROSTATICALLY
BOUND ADDITIVE .
BAC~GROUND OF THE I~VENTION
Many synthetic thermoplastic polymers are poor conductors, or nonconductors, of electricity. A con-sequence is that aftPr the polymer or a blend of the p~lymer and other ingredients has been fashioned into a molded article, coating, film or fiber, electrostatic charges tend to accumulate on the surface and are not freely dissipated. This is especially characteristic of polymers having surface resistivities greater than lO
(ohms Gr ohms/square), many of which are commercially important. Electrostatic charges can accumulate on the surface of these polymeric materials to levels equivalent to 20,0~0 to 30,0~0 volts. Even with lower levels of static build-up, however, many undesirable effects can still occur. Contact with synthetic materials in auto-mobile seat covers, floor rugs, clothing, and 80 forth may create a high static charge on a person which, when subsequently discharged by contact with a grounded object, causes an unpleasant sensation of shock. The accompanying spark, moreover, can create a serious hazard in flammable or explosive atmospheres, such as found in hospital operating rooms (anesthesia gases) and underground excavations for the mining of ore.
The problem is especially acute in the elec-tronics industry, where relatively low static charges ~' ~ 7~7~ 8CN 0~102 can res~lt in a catastrophic failure of sensitive micro-electronics devices, and in the business machine ind~stry, where paper jam-ups in photocopiers are often directly attributable to the accumulation of electrostatic charges as the copy paper passes over plastic platens and guides.
Various ways have been proposed in the past for treating at least some of these polymers to make them more dissipative of surface charges. Some involve modification of the polymer itself. For instance, Ohya, et al., in U.S. Patent No. 4,38~,078, have proposed that a more static resistant polymeric material can be obtained by graft polymerizing a vinyl or vinylidene monomer, such as sodium styrene sulfonate, onto a rubbery co-polymer of an alkylene oxide and a conjugated diene.
The resulting product is said to be blendable with other thermoplastic resins and utilizable in conjunction with conventional antistatic agents. Borman, on the other hand, has disclosed in U.S. 3,259,520 that polyphenylene oxide resins can be altered to be antistatic by forming certain ionic derivatives through nuclear substitution with groups such as sulfonate groups.
Still other methods involve the formation of blends of antistatic agents with the polymer. Castro, et al., in U.S. Patent No. 4,210,556, teach that a liquid ethoxylated amine such as N,N-bis~2-hydroxyethyl) all;enyl or a mixture of alkenyl and alkenyl amines can be admixed with a polymer, for example, a polyolefin or polyphenylene oxide, to form a homogeneous liguid which can then be cooled to a solid antistatic agent. The solid can be blended into a polymer to impart antistatic properties.
Baron, et al., in U.S. 3,933,779, disclose that certain bis-ethoxylated quaternary ammonium salts of paratoluene sulfonic acid are useful as antistatic agents for various synthetic polymers, including poly-~L~`7~ 8CN 8102 styrenes, polyesters, p~lyamides, polycarbonates, poly-olefins, and ABS resins.
Abolins and Katchman have found that an anti-static agent based on a mixture of triethanolamine, toluene sulfonic acid and sodium lauryl sulfate, is an effective additive for polyphenylene ether resins and blends. This discovery is described in U.S. 4,123,475.
Japan Patent 47-22474 discloses that certain metal salts of a sulphonated vinyl aromatic compounds, for example, sulphonated polystyrene, are useful as antistatic agents for polymeric materials.
U.S. Patent 4,341,882 describes blends of polyphenylene ether, polystyrene and an antistatic agent which can be a styrene-allyl alcohol copolymer, an anionically polymerized poly(ethylene oxide) and a combination of both.
More recently, Luxon has shown in U.S. 4,384,063 that the antistatic behavior of N,N-bis-(2-hydroxyethyl-N-octyl-N-methyl ammonium para toluene sulfonate talso identified in the above mentioned Baron, et al. patent as methyl-octyl-bis(2-hydroxyethyl) ammonium para-toluene sulfonate), is enhanced in a polyphenylene ether resin blend when used in conjunction with a 6mall amount of a polyethylene glycol ester.
Polymer blends modified by the addition of antistatic compounds based on amines often suffer from certain deleterious effects, however. The additive can often be removed from the surface of a molded part by simply rinsing with water or a non-aqueous solvent, and this detracts from the surface antistatic behavior. In the case of some polymers where migration of the additive to the ~urface occurs, the antistatic effect may return after only several hours or days. For other polymer6, however, examples of which are polyphenylene ether resins and polystyrenes, the antistatic behavior recovers ~ 7 77~ 8CN 8102 much more slowly, and may not fully return for several months. Moreover, many antistatic amines have poor compatibility with the polymer, a result of which is that only small amounts of the additive will be tolerated.
The latter phenomenon can present the following dilemma.
On the one hand, the use of concentrations of additive above the threshold of compatibility may lead to processing difficulties during injection molding.
Typically, this is manifested by extruder screw slippage as a result of lubrication from excess (incompatible) amounts of the additive, and by erratic molding cycle ~imes. On the other hand, the relatively small amounts of additive dictated by these processing requirements necessarily limi~s the antistatic performance of the molded article.
S~MMARY OF THE INVENTION
This invention provides, in one aspect, com-positions of (a) a polyphenylene ether resin, (b) an alkenyl aromatic resin having highly polar ionic substituents, or groups, appended to the polymer chain, and (c) one or more property modifying additives which are electrostatically bound to component (b) through the charged sub6tituents.
The aforementioned substituents, which are characterized by a high charge density, will al80 be referred to in this disclosure as "ionomeric"
substituents.
The compositions of this invention are capable of tolerating larger amounts of the additives than previously possible while avoiding the aforementioned problems usually associated with them, due to the electrostatic attraction between the additive and charged pendant groups of the alkenyl axomatic resin. More o specifically, th~ additive is more resistant to being washed out, and processing difficulties such as screw slippage and erratic molding cycle times are sharply reduced or entirely eliminated.
Another aspect of the invention comprises articles molded from the described blend compositions of (a), (b) and (c).
Still another aspect involves articles molded from blends of (a) and ~b), with (c) being applied on the surface of the article.
Notably, the present invention extends not just to antistatic agents, but also to the use of any additives or types of additives capable of electro-static attraction to component (b).
This invention is especially efficacious for a number of reasons. ~or instance, the properties of electrostatic decay and ultraviolet (U~T) light degrada-tion are, for the most part, surface effects. The melt blending of an antistatic agent or UV stabilizer into the resin matrix normally requires much more active ingredient than otherwise necessary if the additive were confined merely to the surface of the molded article.
In practice, the additive, being more or less uniformly distributed throushout the bulk of the molded article, is mostly wasted because only that amount actually on the surface is useful to achieve the desired result.
Thus, the majority of the additive is spent in needlessly filling up the interior of the molded article. These agents could, of course, be topically applied to the resin but, in the normal case, they subsequently ~ould tend to be easily rubbed or washed off during normal use. ~ith the present invention, the ionic groups on the poly(alkenyl aromatic)resin tenaciously bind the additive, e.g., UV-stabilizer or antistatic agent, to the surface of the article, preventing or minimizing its ~7~71 o remo~al. The invention thus permits use of the additive either as an ingredient incorp~rated in the resin ma~rix itself, o~ safely applied to and affixed on the surface of an article molded from the matrix.
Good melt flow is another important property in the case of polyphenylene ether resin molding compositions. The property is often measured as channel flow length, with longer lengths representing better melt flow. Flow improvements are conventionally obtained by the addition of plasticizers which are typically dispersed throughout the resin matrix.
Unfortunately, such improvements are all too often accompanied by decreases in the heat distor~ion temperature of the molded composition, making the moldings more susceptible to effects such as warpage and the like when exposed to above normal temperatures.
Thus, many commercial molding compositions represent a compromise, falling somewhere between as high a heat distortion temperature as possible, on the one hand, and as long a channel flow as possible, on the other hand.
Heretofore, one could rarely optimize both properties.
Increased melt flow is a highly sought after property. Longer melt flow easily translates into reduced cycle times, lower pressures, lower temperatures, and reduced equipment costs, and concomitantly, increased productivity, lower energy costs and reduced capitalization.
With the present invention, melt flow enhanc-ing additives such as plasticizers manifest an improved combination of high melt flow and high heat distortion temperature, apparently again due to the electrostatic interfacing between the aforementioned pendant ionic groups and the plasticizer.
~2~77~
o DESCRIPTION OF THE INVENTIO~
Preferred polyphenylene ether resins for use as component (a) are homopolymers or copolymers having uni.ts of the formula 10 ~ J~, in which Q, Q', Q'' and Q''' are independently selected from the group consisting of hydrogen, halogen, hydro-carbon radicals, halohydrocarbon radicals, hydrocarbonoxyradicals and halohydrocarbonoxy radicals; and n represents the total number of monomer units and is an integer of at least about 20, and more usually at least 50.
These resins are, in general, self-condensation products of monohydric, monocyclic phenols produced by reacting the phenols with oxygen in the presence of complex metal catalysts, with the molecular weight being controlled by the reaction time, longer times providing a higher average number of repeating unit~. Particular procedures are known to those skilled in the art and are described in the patent literature, including the Hay and Stamatoff patent~ mentioned above.
Suitable phenolic monomers include but are not limited to: 2,6-dimethylphenol; 2,6-diethylphenol;
2,6-dibutylphenol; 2,6-dilaurylphenol; 2,6-dipropylphenol;
2,6-diphenylphenol; 2-methyl-6-ethylphenol; 2-methyl-6-cyclohexylphenol; 2-methyl-6-tolylphenol; 2-methyl-6-methoxyphenol; 2-methyl-6-butylphenol; 2,6-dimethoxy-phenol; 2,3,6-trimethylphenol; 2,3,5,6-tetramethylphenol, and 2,6-diethoxyphenol.
77~
Some of the polymers which can be produced and which are within the above formula are: poly(2,6-dilauryl-1,4-phenylene)ether; poly(2,6-diphenyl-1,4-phenylene) ether; poly(2,6-dimethoxy-1,4-phenylene)ether; poly(2, 6-diethoxy-1,4-phenylene)ether; poly(2-methoxy-6-ethoxy-1, 4-phenylene)ether; poly~2-ethyl-6-stearyloxy-1,4-phenylene)ether; poly(2,6-dichloro-1,4-phenylene)ether;
poly(2-methyl-6-phenyl-1,4-phenylene)ether; poly(2,6-dibenzyl-1,4-phenylene)ether; poly(2-ethoxy-1,4-phenylene) ether; poly(2-chloro-1,4-phenylene)ether; poly(2,6-dibromo-1,4-phenylene)ether; and the like.
Also included within the above formula are copolymers prepared from mixtures of phenolic monomers.
Special mention is made of those based on the reaction of 2,6-dimethylphenol with other phenols, for example, with 2,3,6-trimethylphenol or 2~methyl-6-butylphenol, to produce the corresponding copolymer, for example, poly(2,6-dimethyl-co-2,3,6-trimethylphenol), poly(2,6-dimethyl-co-2-methyl-6-butylphenol), and so forth.
Especially preferred for use in this invention are homopolymers having alkyl substituents in the two positions ortho to the oxygen ether atom, that is, those of the above formula in which Q and Q' are alkyl, and particularly alkyl having from 1 to 4 carbon atoms.
Most preferred is poly(2,6-dimethyl-1,4-phenylene ether).
The polyphenylene ether resin may al80 be used together with other polymers in the present kinds of blends, for example, with aromatic polycarbonates, polyesters, polyamides, poly(vinyl chlorides) and 90 forth. Particularly preferred are poly(alkenyl aromatics), for example, polystyrene, which are essentially non-ionomerized, that is, devoid of the aforementioned ionic substitutents mentioned above with respect to component (b). Examples of such suitable 7~
g o poly(alkenyl aromatics) are disclosed in Cizek, V.S.
2,6-diphenylphenol; 2-methyl-6-ethylphenol; 2-methyl-6-cyclohexylphenol; 2-methyl-6-tolylphenol; 2-methyl-6-methoxyphenol; 2-methyl-6-butylphenol; 2,6-dimethoxy-phenol; 2,3,6-trimethylphenol; 2,3,5,6-tetramethylphenol, and 2,6-diethoxyphenol.
77~
Some of the polymers which can be produced and which are within the above formula are: poly(2,6-dilauryl-1,4-phenylene)ether; poly(2,6-diphenyl-1,4-phenylene) ether; poly(2,6-dimethoxy-1,4-phenylene)ether; poly(2, 6-diethoxy-1,4-phenylene)ether; poly(2-methoxy-6-ethoxy-1, 4-phenylene)ether; poly~2-ethyl-6-stearyloxy-1,4-phenylene)ether; poly(2,6-dichloro-1,4-phenylene)ether;
poly(2-methyl-6-phenyl-1,4-phenylene)ether; poly(2,6-dibenzyl-1,4-phenylene)ether; poly(2-ethoxy-1,4-phenylene) ether; poly(2-chloro-1,4-phenylene)ether; poly(2,6-dibromo-1,4-phenylene)ether; and the like.
Also included within the above formula are copolymers prepared from mixtures of phenolic monomers.
Special mention is made of those based on the reaction of 2,6-dimethylphenol with other phenols, for example, with 2,3,6-trimethylphenol or 2~methyl-6-butylphenol, to produce the corresponding copolymer, for example, poly(2,6-dimethyl-co-2,3,6-trimethylphenol), poly(2,6-dimethyl-co-2-methyl-6-butylphenol), and so forth.
Especially preferred for use in this invention are homopolymers having alkyl substituents in the two positions ortho to the oxygen ether atom, that is, those of the above formula in which Q and Q' are alkyl, and particularly alkyl having from 1 to 4 carbon atoms.
Most preferred is poly(2,6-dimethyl-1,4-phenylene ether).
The polyphenylene ether resin may al80 be used together with other polymers in the present kinds of blends, for example, with aromatic polycarbonates, polyesters, polyamides, poly(vinyl chlorides) and 90 forth. Particularly preferred are poly(alkenyl aromatics), for example, polystyrene, which are essentially non-ionomerized, that is, devoid of the aforementioned ionic substitutents mentioned above with respect to component (b). Examples of such suitable 7~
g o poly(alkenyl aromatics) are disclosed in Cizek, V.S.
3,383,435. Amounts ranging from 99:1 to 1:99, stated as a weight ratio of these two polymers, are permissible for use in this invention.
Component (b) is, as explained, a polymer which contains highly polar pendant ionic substituents, that is, substituents having a high charge density.
The ionomeric substituents are preferably strongly acidic or strongly basic groups, most often acidic, or salts thereof. Examples are sulfonic acid (which are most preferred), phosphorous acid and quaternary ammonium base groups and their salts which are stable at the processing temperatures of the compositions of this invention.
Examples of suitable acid salts are those of metals, ammonium, alkylammonium, phosphonium and alkyl phosphonium. The metal salts are illustrated by alkali metals, alkaline earth metals and zinc. Typical basic salts are the chlorides, bromides, sulfates, sulfonates, and phosphonates.
Component (b) is preferably an elastomeric polymer or a polymer that has been modified with a rubber, any o F which will serve to upgrade the impact resistance of the composition after molding. Preferred elastomeric polymers are those having a carbon atom backbone, including but not limited to natural rubber;
synthetic diene rubber~, e.g., polybutadiene and poly-isoprene; butyl rubbers; polyisobutene rubbers; ethylene-propylene rubbers; ethylene-propylene-diene rubbers;
chloroprene rubbers, and other~ known in the art.
Especially preferred for component (b), however, are elastomertic co- and terpolymers or rubber modified homopolymers based alkenyl aromatic compounds of the formula -- 1 o ~ ~L7 7~
o R5 CR =CHR
1 R ~ R
wherein R and R are selected from the group consisting of lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, and hydrogen; ~ and R are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms R and R are ~elected from the group consist~ng of hydrogen and lower alk~l or alkenyl groups of from 1 to 6 carbon atoms, or R or R may be concatenated together with hydrocarbyl groups to form a naphthyl group.
Examples include rubber modified high impact polystyrene ~HIPS), styrene-acrylonitrile (SAN) rubber, styrene-butadiene (SBR) rubber, linear, graft and radial teleblock copolymers of styrene and butadiene (or of styrene and isoprene), styrene-acrylonitrile-butadiene (ABS) terpolymers, and so forth.
Component (b) may also be an elastomeric poly-mer having a hetero backbone, that is, containing more than one element in the polymer chain. Such elements may include, for instance, carbon, oxygen, nitrogen and silicon. Illustrative of these polymer6 are poly-urethanes, polyethers and polysiloxanes.
Ionomerization of component ~b) to add the ionic substituents, or groups, may be carried out using methods known in the art. For example, sulfonate groups may be incorporated by reaction of the polymer with sulfonating agents such as sulfur trioxide or acetyl sulfate, or in the case of an addition polymer by poly-merizing a monomer system which includes a sulfonated monomer such as sodium styrenesulfonate. Quaternary 7~
D
ammonium ~roups may be introduced by nitration followed by reduction and quaterni~ation; phosphonic acid gro~ps by nitration, reduction, formation of a diazonium salt (e.g., the fluoroborate), reaction of the salt with phosphorus trichloride, and hydrolysis.
In general, the degree of ionomerization is dependent on the amount of additive~s) to be added to the composition. It is necessary only to incorporate enouqh ionic groups to satisfactorily compatibilize the additive, but addin~ an excess amount of groups is not precluded. Typically, the degree of ionomerization of component (b) is about 0.1 to about 10 mole percent.
For component (c), any conventional additive or combination of two or more additives may be selected which are electrostatically attracted to the ionic groups of component (b) dispersed throughout the blend.
The same or similar effects of electrostatic bonding should be exhibited, whether the additive functions as a conductive antistatic agent, a color stabilizer, an ultraviolet light stabilizer, plasticizer, and so forth.
Special mention is made, however, of additive compounds having an amine functionality, and especially quaternary or tertiary amine antistatic agents.
Especially preferred are antistatic compounds such as described in the above-cited Baron, et al.
patent, having the formula:
~ HOC}12C~12 ~ +
~ CH N-R J 3 ~ ~ so3 ~ HOCH2CH2 ~ \==~/
in which R is alkyl of from 4 to 18 carbon atoms, un-substituted or substituted with halo or aryl.
Most preferred for use in this invention is methyl-octyl-bis~2-hydroxyethyl)ammonium para-toluene 7~
o sulfonate (the compound of t~e above formula where R is octyl), which is also termed N,N-bis-(2-hydroxyethyl)-N-octyl-N-methyl ammonium para-toluene sulfonate.
Relative amounts of (a), (b) and (c) can vary widely in accordance with this invention. For instance, the blends can comprise from about 5 to about 95 parts by weight of component (a) and from about 95 to about 5 parts by weight of component (b), with component (c) bein present in concentrations of from about 1 to about 15 parts by weight for each 100 parts of (a) and (b) combined.
The preferred embodiments of this invention will be formulated in accordance with the following:
15 Ingredients Amount, Parts by Weight Polyphenylene oxide about 27.8 to about 50.0 Non-sulfonated polystyrene about 64.8 to about 21.4 Sulfonated polystyrene, (b) about 4.6 to about 17.9 Antistatic agent, (c) about 2.8 to about 10.7 based on a total of 100 parts of (a), (b) and (c) together.
The compositions may be prepared for molding by forming a dry admixture of the ingredients, which is then extruded and injection molded into a shaped article.
As mentioned, depending on requirements the additive may be included in the blend or coated on the surface of the blend after molding.
Various types of articles may be produced and, in general, the same kinds known to be prepared from engineering resins and plastics in general~ By way of illustration, the blends of this invention may be fabricated into personal care products, such as hair dryers and hair curling irons; household articles, such as clothes irons, coffee makers and food processors;
interior panels and exterior grilles and decorative trim ~2L'17~77 for automobiles, housings and internal component parts, e.g., guides, in computers or business machines; TV or radio cabinets, and so forth.
DESCRIPTIO~ OF THE SPECIFIC EMBODIMENTS
The invention is illustrated in the examples below, which are intended for instructive purposes and is not meant to be limiting. Amounts are stated in parts by weight. Static decay was measured using an ETS
Model 406B Static Decay Meter, in accordance with Federal ~est Method 101B, without conditioning.
The compositions shown below were prepared by mixing the ingredients, passing the mixture through a twin-screw extruder at 540F., cooling the extrudate and chopping it into pellets, and injection molding the pellets into test pieces using an injection temperature of 450F. and a mold temperature of 150F.
The test results (antistatic behavior is expressed as "static decay time") are reported in Table 1.
\
.
777~
INGREDIENTS 1 lA* lB*
Poly(2,6-dimethyl-1,4~phenylene ether) resin 50 55 50 High impact rubber modified polystyrene resin 35 45 25 Isopropylated triphenyl phosphate flame retardant/plasticizer 8 10 8 Tridecyl phosphate 0,5 0.5 0.5 Zinc oxide 0.15 0.15 0.15 Zinc sulfide 0.15 0.15 0.15 Erucamide -- 1.5 --Polyethylene 1.0 -- 1.5 Polyethylene glycol 0 5 --15 Methyl-octyl-bis(2-hydroxyethyl) ammonium para-toluene sulfonate (Hexcel 106-G antistatic agent) 5 3 --Nopcostat 2152 P -- 1 --Sulfonated polystyrene (4 mol% sulfonation) 15 __ 25 Static Decay Time 5000 VDC to ground at 15%
rel. humidity, 23C.
(1) As molded 1.0 20 No sec.- sec. decay (2) After water wash 1.0 No N/A
sec. decay (3) After isopropyl 1.0 No l~/~
alcohol wash sec. decay 30 (4~ After automatic 0.1 No N!A
dishwasher cycle sec. decay N/A = not applicable, no further testing necessary 35 * comparison experiment - 1 s ~ iL2~77~
o Compar son lA was included because 3 parts by weight of Hexcel 106G is usually regarded as the upper limit usable without encountering severe processing difficulties as previously described. Comparison lB was included to show the effect of using the sulfonated polystyrene without an antistatic additive. As can be seen, the test sample of Example l, in accordance with the invention, is clearly superior.
As is shown, while the Comparison lA test sample decays a 5000 VDC charge to ground potential in the as m~lded state, no static decay was observed af~er it was washed with water, with isopropyl alcohol, and with detergent in a dishwasher. This no decay condition was observed, moreover, for five minutes, after which the test was discontinued. Comparison lB was even worse. It would not decay an induced static charge even in the as molded (unwashed) condition. The test sample of Example l, on the other hand, decays a static charge in the as molded condition in only one second, and this ability is unaffected by washing. Moreover, even though it contained more than 3 parts of Hexcel 106G, it was found to be easily processable on the standard injection molding equipment used.
The ingredients listed in Table 2 were melt blended on a 28-mm Werner-Pfleiderer twin-screw extruder using a melt temperature of 540F., followed by molding into test samples on a 4 ounce capacity Newbury injection molding machine with 450F. front/450'F. rear/450-F.
nozzle/lO0 rpm/150F. mold settings.
The channel flow data was collected at 500F.
for all of the test samples. The injection pressure was lO,000 psi. The melt viscosity was measured using an ~4777~
Instron capillary rheometer at 2~2C.; the capillary had diameter of 0.050 inch and a length of l.O inch.
~eat distortion temperature data was determined using 2-l/4 inch x l/2 inch x l/8 inch test bars. The results are shown in Table 2.
L~
~ ~4t7~7 ~
o S ~
o ,.
U~
~ In o o o o. . ~ o ~ r- o V U~ I o O O _IO _1_1 N
O O O ~ O O ~ U~ O
IS~ l O O O ~ I Z ~ N
Il') 1~
O O O ' O ~D O O
Il') ~_I_I O O O _I 1` N 1-- N
0 ~ ~ 1--o o o. . . . o. ~ _~ o o o o ~u~ Z v~
L ~In ~
~v o o o. . o. CO ~ o _1~1 0 0 0 ~ ~ _~
C~ ,~
,~c E~ ~ ~ ' a) Q) ~ s ~o O _I ~n o - C o 2 S ~ ~ ~ ~ ~ In ~4 o D
O ~ ~ C
0E~ O
a) ~ O a~
~1 ~ C S~
~ .a ~ ~ ~ ~ In o u~ ~ o S ~ ~ ~~1S ~ ~ C O` C
C O>1 0 .~v E--~ ~ C ~aJO a) C~ ~O ~ S .,1 ~
~n .rl Lq ~ ~ 0 ~^
Component (b) is, as explained, a polymer which contains highly polar pendant ionic substituents, that is, substituents having a high charge density.
The ionomeric substituents are preferably strongly acidic or strongly basic groups, most often acidic, or salts thereof. Examples are sulfonic acid (which are most preferred), phosphorous acid and quaternary ammonium base groups and their salts which are stable at the processing temperatures of the compositions of this invention.
Examples of suitable acid salts are those of metals, ammonium, alkylammonium, phosphonium and alkyl phosphonium. The metal salts are illustrated by alkali metals, alkaline earth metals and zinc. Typical basic salts are the chlorides, bromides, sulfates, sulfonates, and phosphonates.
Component (b) is preferably an elastomeric polymer or a polymer that has been modified with a rubber, any o F which will serve to upgrade the impact resistance of the composition after molding. Preferred elastomeric polymers are those having a carbon atom backbone, including but not limited to natural rubber;
synthetic diene rubber~, e.g., polybutadiene and poly-isoprene; butyl rubbers; polyisobutene rubbers; ethylene-propylene rubbers; ethylene-propylene-diene rubbers;
chloroprene rubbers, and other~ known in the art.
Especially preferred for component (b), however, are elastomertic co- and terpolymers or rubber modified homopolymers based alkenyl aromatic compounds of the formula -- 1 o ~ ~L7 7~
o R5 CR =CHR
1 R ~ R
wherein R and R are selected from the group consisting of lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, and hydrogen; ~ and R are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms R and R are ~elected from the group consist~ng of hydrogen and lower alk~l or alkenyl groups of from 1 to 6 carbon atoms, or R or R may be concatenated together with hydrocarbyl groups to form a naphthyl group.
Examples include rubber modified high impact polystyrene ~HIPS), styrene-acrylonitrile (SAN) rubber, styrene-butadiene (SBR) rubber, linear, graft and radial teleblock copolymers of styrene and butadiene (or of styrene and isoprene), styrene-acrylonitrile-butadiene (ABS) terpolymers, and so forth.
Component (b) may also be an elastomeric poly-mer having a hetero backbone, that is, containing more than one element in the polymer chain. Such elements may include, for instance, carbon, oxygen, nitrogen and silicon. Illustrative of these polymer6 are poly-urethanes, polyethers and polysiloxanes.
Ionomerization of component ~b) to add the ionic substituents, or groups, may be carried out using methods known in the art. For example, sulfonate groups may be incorporated by reaction of the polymer with sulfonating agents such as sulfur trioxide or acetyl sulfate, or in the case of an addition polymer by poly-merizing a monomer system which includes a sulfonated monomer such as sodium styrenesulfonate. Quaternary 7~
D
ammonium ~roups may be introduced by nitration followed by reduction and quaterni~ation; phosphonic acid gro~ps by nitration, reduction, formation of a diazonium salt (e.g., the fluoroborate), reaction of the salt with phosphorus trichloride, and hydrolysis.
In general, the degree of ionomerization is dependent on the amount of additive~s) to be added to the composition. It is necessary only to incorporate enouqh ionic groups to satisfactorily compatibilize the additive, but addin~ an excess amount of groups is not precluded. Typically, the degree of ionomerization of component (b) is about 0.1 to about 10 mole percent.
For component (c), any conventional additive or combination of two or more additives may be selected which are electrostatically attracted to the ionic groups of component (b) dispersed throughout the blend.
The same or similar effects of electrostatic bonding should be exhibited, whether the additive functions as a conductive antistatic agent, a color stabilizer, an ultraviolet light stabilizer, plasticizer, and so forth.
Special mention is made, however, of additive compounds having an amine functionality, and especially quaternary or tertiary amine antistatic agents.
Especially preferred are antistatic compounds such as described in the above-cited Baron, et al.
patent, having the formula:
~ HOC}12C~12 ~ +
~ CH N-R J 3 ~ ~ so3 ~ HOCH2CH2 ~ \==~/
in which R is alkyl of from 4 to 18 carbon atoms, un-substituted or substituted with halo or aryl.
Most preferred for use in this invention is methyl-octyl-bis~2-hydroxyethyl)ammonium para-toluene 7~
o sulfonate (the compound of t~e above formula where R is octyl), which is also termed N,N-bis-(2-hydroxyethyl)-N-octyl-N-methyl ammonium para-toluene sulfonate.
Relative amounts of (a), (b) and (c) can vary widely in accordance with this invention. For instance, the blends can comprise from about 5 to about 95 parts by weight of component (a) and from about 95 to about 5 parts by weight of component (b), with component (c) bein present in concentrations of from about 1 to about 15 parts by weight for each 100 parts of (a) and (b) combined.
The preferred embodiments of this invention will be formulated in accordance with the following:
15 Ingredients Amount, Parts by Weight Polyphenylene oxide about 27.8 to about 50.0 Non-sulfonated polystyrene about 64.8 to about 21.4 Sulfonated polystyrene, (b) about 4.6 to about 17.9 Antistatic agent, (c) about 2.8 to about 10.7 based on a total of 100 parts of (a), (b) and (c) together.
The compositions may be prepared for molding by forming a dry admixture of the ingredients, which is then extruded and injection molded into a shaped article.
As mentioned, depending on requirements the additive may be included in the blend or coated on the surface of the blend after molding.
Various types of articles may be produced and, in general, the same kinds known to be prepared from engineering resins and plastics in general~ By way of illustration, the blends of this invention may be fabricated into personal care products, such as hair dryers and hair curling irons; household articles, such as clothes irons, coffee makers and food processors;
interior panels and exterior grilles and decorative trim ~2L'17~77 for automobiles, housings and internal component parts, e.g., guides, in computers or business machines; TV or radio cabinets, and so forth.
DESCRIPTIO~ OF THE SPECIFIC EMBODIMENTS
The invention is illustrated in the examples below, which are intended for instructive purposes and is not meant to be limiting. Amounts are stated in parts by weight. Static decay was measured using an ETS
Model 406B Static Decay Meter, in accordance with Federal ~est Method 101B, without conditioning.
The compositions shown below were prepared by mixing the ingredients, passing the mixture through a twin-screw extruder at 540F., cooling the extrudate and chopping it into pellets, and injection molding the pellets into test pieces using an injection temperature of 450F. and a mold temperature of 150F.
The test results (antistatic behavior is expressed as "static decay time") are reported in Table 1.
\
.
777~
INGREDIENTS 1 lA* lB*
Poly(2,6-dimethyl-1,4~phenylene ether) resin 50 55 50 High impact rubber modified polystyrene resin 35 45 25 Isopropylated triphenyl phosphate flame retardant/plasticizer 8 10 8 Tridecyl phosphate 0,5 0.5 0.5 Zinc oxide 0.15 0.15 0.15 Zinc sulfide 0.15 0.15 0.15 Erucamide -- 1.5 --Polyethylene 1.0 -- 1.5 Polyethylene glycol 0 5 --15 Methyl-octyl-bis(2-hydroxyethyl) ammonium para-toluene sulfonate (Hexcel 106-G antistatic agent) 5 3 --Nopcostat 2152 P -- 1 --Sulfonated polystyrene (4 mol% sulfonation) 15 __ 25 Static Decay Time 5000 VDC to ground at 15%
rel. humidity, 23C.
(1) As molded 1.0 20 No sec.- sec. decay (2) After water wash 1.0 No N/A
sec. decay (3) After isopropyl 1.0 No l~/~
alcohol wash sec. decay 30 (4~ After automatic 0.1 No N!A
dishwasher cycle sec. decay N/A = not applicable, no further testing necessary 35 * comparison experiment - 1 s ~ iL2~77~
o Compar son lA was included because 3 parts by weight of Hexcel 106G is usually regarded as the upper limit usable without encountering severe processing difficulties as previously described. Comparison lB was included to show the effect of using the sulfonated polystyrene without an antistatic additive. As can be seen, the test sample of Example l, in accordance with the invention, is clearly superior.
As is shown, while the Comparison lA test sample decays a 5000 VDC charge to ground potential in the as m~lded state, no static decay was observed af~er it was washed with water, with isopropyl alcohol, and with detergent in a dishwasher. This no decay condition was observed, moreover, for five minutes, after which the test was discontinued. Comparison lB was even worse. It would not decay an induced static charge even in the as molded (unwashed) condition. The test sample of Example l, on the other hand, decays a static charge in the as molded condition in only one second, and this ability is unaffected by washing. Moreover, even though it contained more than 3 parts of Hexcel 106G, it was found to be easily processable on the standard injection molding equipment used.
The ingredients listed in Table 2 were melt blended on a 28-mm Werner-Pfleiderer twin-screw extruder using a melt temperature of 540F., followed by molding into test samples on a 4 ounce capacity Newbury injection molding machine with 450F. front/450'F. rear/450-F.
nozzle/lO0 rpm/150F. mold settings.
The channel flow data was collected at 500F.
for all of the test samples. The injection pressure was lO,000 psi. The melt viscosity was measured using an ~4777~
Instron capillary rheometer at 2~2C.; the capillary had diameter of 0.050 inch and a length of l.O inch.
~eat distortion temperature data was determined using 2-l/4 inch x l/2 inch x l/8 inch test bars. The results are shown in Table 2.
L~
~ ~4t7~7 ~
o S ~
o ,.
U~
~ In o o o o. . ~ o ~ r- o V U~ I o O O _IO _1_1 N
O O O ~ O O ~ U~ O
IS~ l O O O ~ I Z ~ N
Il') 1~
O O O ' O ~D O O
Il') ~_I_I O O O _I 1` N 1-- N
0 ~ ~ 1--o o o. . . . o. ~ _~ o o o o ~u~ Z v~
L ~In ~
~v o o o. . o. CO ~ o _1~1 0 0 0 ~ ~ _~
C~ ,~
,~c E~ ~ ~ ' a) Q) ~ s ~o O _I ~n o - C o 2 S ~ ~ ~ ~ ~ In ~4 o D
O ~ ~ C
0E~ O
a) ~ O a~
~1 ~ C S~
~ .a ~ ~ ~ ~ In o u~ ~ o S ~ ~ ~~1S ~ ~ C O` C
C O>1 0 .~v E--~ ~ C ~aJO a) C~ ~O ~ S .,1 ~
~n .rl Lq ~ ~ 0 ~^
4) ~ 1 ~4 ~ dO ~ Lq 1~ o o~,~
cI ~ ~ o ~ c c~
a~ ~ O Lq U~ LO
.,, ~ ~ e u~ x :1 ~ o ," ~
'O ~ OJ~ C O ~ E ~ ~ r a~ --s ~1~ a~ a) o a L~ ~ ~S OC~ ~ U Q Q~
~_I ~ ~ Q.O ~ ~ C O .,~., cO .,,u~ o ~ . e 7~
~ 8CN 8102 As is shown, the melt viscosity of the composition decreases and, concomitantly, the channel flow length increases with increasing amount of Hexcel 106G, which functions here as a plasticizer.
These properties would be expected for a plasticizer.
However, it is noteworthy that there is virtually no decrease in the heat distortion temperature, even with amounts of Hexcel 106G as high as 10 parts, which is totally unexpected.
Other modifications and variations of the invention are possible. It should be understood, therefore, that changes may be made in the particular embodiments shown which are within the scopt of the invention defined in the appn~eded claims.
cI ~ ~ o ~ c c~
a~ ~ O Lq U~ LO
.,, ~ ~ e u~ x :1 ~ o ," ~
'O ~ OJ~ C O ~ E ~ ~ r a~ --s ~1~ a~ a) o a L~ ~ ~S OC~ ~ U Q Q~
~_I ~ ~ Q.O ~ ~ C O .,~., cO .,,u~ o ~ . e 7~
~ 8CN 8102 As is shown, the melt viscosity of the composition decreases and, concomitantly, the channel flow length increases with increasing amount of Hexcel 106G, which functions here as a plasticizer.
These properties would be expected for a plasticizer.
However, it is noteworthy that there is virtually no decrease in the heat distortion temperature, even with amounts of Hexcel 106G as high as 10 parts, which is totally unexpected.
Other modifications and variations of the invention are possible. It should be understood, therefore, that changes may be made in the particular embodiments shown which are within the scopt of the invention defined in the appn~eded claims.
Claims (35)
1. A thermoplastic composition comprising:
(a) a polyphenylene ether resin, alone, or together with another non-ionomerized thermoplastic polymer;
(b) an alkenyl aromatic resin having pendant polar ionic groups thereon; and (c) one or more property modifying additives bound to the pendant ionic groups of component (b) by electrostatic attraction.
(a) a polyphenylene ether resin, alone, or together with another non-ionomerized thermoplastic polymer;
(b) an alkenyl aromatic resin having pendant polar ionic groups thereon; and (c) one or more property modifying additives bound to the pendant ionic groups of component (b) by electrostatic attraction.
2. A composition according to claim 1, in which component (a) comprises a polyphenylene ether resin and a non-ionomerized poly(alkenyl aromatic) resin.
3. A composition according to claim 1, in which the polyphenylene ether resin in poly(2,6-dimethyl-1,4-phenylene)ether.
4. A composition according to claim 1, in which the polar ionic groups are selected from the groups consisting of strong acid groups, strong basic groups and salts thereof.
5. A composition according to claim 1, in which the polar ionic groups are comprised of a quaternary ammonium salt.
6. A composition according to claim 1, in which component (b) comprises units of the formula:
wherein R1 and R2 are selected from the group consisting of lower alkyl or alkenyl groups having from 1 to 6 carbon atoms, and hydrogen; R3 and R4 are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms; R5 and R6 are selected from the group consisting of hydrogen and lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, or R5 and R6 may be concatenated together with hydrocarbyl groups to form a naphthyl group.
wherein R1 and R2 are selected from the group consisting of lower alkyl or alkenyl groups having from 1 to 6 carbon atoms, and hydrogen; R3 and R4 are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms; R5 and R6 are selected from the group consisting of hydrogen and lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, or R5 and R6 may be concatenated together with hydrocarbyl groups to form a naphthyl group.
7. A composition according to claim 1, in which component (b) is rubber modified.
8. A composition according to claim 1, in which component (b) is a sulfonated polystyrene resin or a rubber modified sulfonated polystyrene resin.
9. A composition according to claim 1, in which component (c) is an antistatic agent or a plasticier.
10. A composition according to claim 9, in which component (c) has an amine functionality.
11. A composition according to claim 9, in which component (c) is of the formula:
in which R is alkyl having from 4 to 18 carbon atoms unsubstituted or substituted with halo or aryl.
in which R is alkyl having from 4 to 18 carbon atoms unsubstituted or substituted with halo or aryl.
12. A composition according to claim 11, in which component (c) comprises methyl-ocyty-bis(2-hydroxyethyl)ammonium-para toluene sulfonate.
13. A composition according to claim 1, comprising from about 5 to about 95 parts by weight of (a), and from about 95 to about 5 parts by weight of (b), based on 100 parts of (a) and (b) combined.
14. A composition according to claim 13, comprising from about 1 to about 15 parts by weight of component (c), per each 100 parts by weight of (a) and (b) combined.
15. A thermoplastic composition, comprising:
(a) from about 27.8 to about 50.0 parts by weight of a polyphenylene ether resin and from about 64.8 to about 21.4 parts by weight of non-ionomerized polystyrene resin;
(b) from about 4.6 to about 17.9 parts by weight of a sulfonated polystyrene resin; and (c) from about 2.8 to about 10.7 parts by weight of an antistatic agent bound to the sulfonated groups of the component (b) by electrostatic attraction, based on 100 parts of (a), (b) and (c) combined.
(a) from about 27.8 to about 50.0 parts by weight of a polyphenylene ether resin and from about 64.8 to about 21.4 parts by weight of non-ionomerized polystyrene resin;
(b) from about 4.6 to about 17.9 parts by weight of a sulfonated polystyrene resin; and (c) from about 2.8 to about 10.7 parts by weight of an antistatic agent bound to the sulfonated groups of the component (b) by electrostatic attraction, based on 100 parts of (a), (b) and (c) combined.
16. An article molded from the composition of claim 1.
17. An article molded from the composition of claim 3.
18. An article molded from the composition of claim 8.
19. An article molded from the composition of claim 12.
20. An article molded from a thermoplastic composition comprising:
(a) a polyphenylene ether resin, alone, or with another thermoplastic polymer, (b) an alkenyl aromatic resin having pendant polar ionic groups thereon, said article having on the surface thereof, and (c) a layer of one or more property modifying additives electrostatically bound to pendant polar ionic groups of component (b).
(a) a polyphenylene ether resin, alone, or with another thermoplastic polymer, (b) an alkenyl aromatic resin having pendant polar ionic groups thereon, said article having on the surface thereof, and (c) a layer of one or more property modifying additives electrostatically bound to pendant polar ionic groups of component (b).
21. An article according to claim 20, in which component (a) comprises a polyphenylene ether resin and a poly(alkenyl aromatic) resin.
22. An article according to claim 20, in which the polyphenylene ether resin is poly(2,6-dimethyl-1,4-phenylene)ether.
23. An article according to claim 20, in which the polar ionic groups are selected from the group consisting of strong acid groups, strong basic groups and salts thereof.
24. An article according to claim 20, in which the ionic groups are comprised of a quaternary ammonium salt.
25. An article according to claim 20, in which component (b) comprises units of the formula:
wherein R1 and R2 are selected from the group consisting of lower alkyl or alkenyl groups having from 1 to 6 carbon atoms, and hydrogen; R3 and R4 are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms; R5 and R6 are selected from the group consisting of hydrogen and lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, or R5 and R6 may be concatenated together with hydrocarbyl groups to form a naphthyl groups.
wherein R1 and R2 are selected from the group consisting of lower alkyl or alkenyl groups having from 1 to 6 carbon atoms, and hydrogen; R3 and R4 are selected from the group consisting of chloro, bromo, hydrogen and lower alkyl of from 1 to 6 carbon atoms; R5 and R6 are selected from the group consisting of hydrogen and lower alkyl or alkenyl groups of from 1 to 6 carbon atoms, or R5 and R6 may be concatenated together with hydrocarbyl groups to form a naphthyl groups.
26. An article according to claim 20, in which component (b) is rubber modified.
27. An article according to claim 26, in which component (b) is rubber modified sulfonated polystyrene resin.
28. An article according to claim 20, in which (c) is an antistatic agent.
29. An article according to claim 20, in which (c) is an ultraviolet light stabilizer.
30. An article according to claim 28, in which (c) is of the formula:
in which R is alkyl having from 4 to 18 carbon atoms, unsubstituted or substituted with halo or aryl.
in which R is alkyl having from 4 to 18 carbon atoms, unsubstituted or substituted with halo or aryl.
31. An article according to claim 30, in which component (c) comprises methyl-octyl-bis(2-hydroxyethyl) ammonium-para toluene sulfonate.
32. An article according to claim 20, comprising from about 5 to about 95 parts by weight of (a) and from about 95 to about 5 parts by weight of (b), based on 100 parts of (a) and (b) combined.
33. An article according to claim 20, including a flame retardant agent in the composition of (a) and (b).
34. An article according to claim 33, in which the flame retardant agent is isopropylated triphenyl phosphate.
35. An article according to claim 20 wherein component (b) is a sulfonated polystyrene resin.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US669,461 | 1984-11-07 | ||
US06/669,461 US4537925A (en) | 1984-04-04 | 1984-11-07 | Polyphenylene ether blends containing electrostatically bound additive |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1247771A true CA1247771A (en) | 1988-12-28 |
Family
ID=24686401
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA000489344A Expired CA1247771A (en) | 1984-11-07 | 1985-08-23 | Polyphenylene ether blends containing electrostatically bound additive |
Country Status (1)
Country | Link |
---|---|
CA (1) | CA1247771A (en) |
-
1985
- 1985-08-23 CA CA000489344A patent/CA1247771A/en not_active Expired
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