CA2033332C - Polystyrene a resilience elevee, renfermant du polystyrene brome de faible masse moleculaire - Google Patents
Polystyrene a resilience elevee, renfermant du polystyrene brome de faible masse moleculaire Download PDFInfo
- Publication number
- CA2033332C CA2033332C CA002033332A CA2033332A CA2033332C CA 2033332 C CA2033332 C CA 2033332C CA 002033332 A CA002033332 A CA 002033332A CA 2033332 A CA2033332 A CA 2033332A CA 2033332 C CA2033332 C CA 2033332C
- Authority
- CA
- Canada
- Prior art keywords
- percent
- weight
- polystyrene
- amount
- molecular weight
- 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
- 239000004793 Polystyrene Substances 0.000 title claims abstract description 72
- 229920002223 polystyrene Polymers 0.000 title claims abstract description 70
- 229920005669 high impact polystyrene Polymers 0.000 title claims abstract description 25
- 239000004797 high-impact polystyrene Substances 0.000 title claims abstract description 23
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 23
- 230000014759 maintenance of location Effects 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims description 32
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 22
- 229910052794 bromium Inorganic materials 0.000 claims description 22
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 21
- 229910052787 antimony Inorganic materials 0.000 claims description 8
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 230000000704 physical effect Effects 0.000 claims description 6
- 238000012360 testing method Methods 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 abstract description 13
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 125000003011 styrenyl group Chemical class [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 9
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 8
- 230000031709 bromination Effects 0.000 description 5
- 238000005893 bromination reaction Methods 0.000 description 5
- 239000003063 flame retardant Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 150000003440 styrenes Chemical class 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- 239000004416 thermosoftening plastic Substances 0.000 description 5
- 239000000178 monomer Substances 0.000 description 4
- 238000009757 thermoplastic moulding Methods 0.000 description 4
- 239000000654 additive Substances 0.000 description 3
- -1 aromatic bromine compound Chemical class 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 150000005526 organic bromine compounds Chemical class 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- 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 2
- 239000002841 Lewis acid Substances 0.000 description 2
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 150000005826 halohydrocarbons Chemical class 0.000 description 2
- 239000011968 lewis acid catalyst Substances 0.000 description 2
- 150000007517 lewis acids Chemical class 0.000 description 2
- 239000012778 molding material Substances 0.000 description 2
- 150000004045 organic chlorine compounds Chemical class 0.000 description 2
- LIYKJALVRPGQTR-UHFFFAOYSA-M oxostibanylium;chloride Chemical compound [Cl-].[Sb+]=O LIYKJALVRPGQTR-UHFFFAOYSA-M 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000012747 synergistic agent Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NDRKXFLZSRHAJE-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-(2,3,4-tribromophenyl)benzene Chemical group BrC1=C(Br)C(Br)=CC=C1C1=C(Br)C(Br)=C(Br)C(Br)=C1Br NDRKXFLZSRHAJE-UHFFFAOYSA-N 0.000 description 1
- 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 1
- JDCCCHBBXRQRGU-UHFFFAOYSA-N 5-phenylpenta-2,4-dienenitrile Chemical class N#CC=CC=CC1=CC=CC=C1 JDCCCHBBXRQRGU-UHFFFAOYSA-N 0.000 description 1
- 238000004972 CNDO calculation Methods 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 231100000989 no adverse effect Toxicity 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/02—Homopolymers or copolymers of hydrocarbons
- C08L25/04—Homopolymers or copolymers of styrene
- C08L25/06—Polystyrene
-
- 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
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/16—Halogen-containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/003—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L25/00—Compositions of, homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Compositions of derivatives of such polymers
- C08L25/18—Homopolymers or copolymers of aromatic monomers containing elements other than carbon and hydrogen
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)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
L'adjonction à des polystyrènes à résistance élevée aux impacts de quantités efficaces de polystyrènes bromés à faible poids moléculaire permet d'obtenir de manière inattendue une bonne rétention des propriétés des polystyrènes en même temps qu'une propriété ignifuge voulue, par exemple UL-94 VO. Par contraste, des polymères de styrène bromé de poids moléculaire élevé (ayant un degré de polymérisation égal à 2000) ne transmettent pas à des polystyrènes à résistance élevée aux impacts une bonne qualité de rétention de propriétés telles que la résistance aux impacts et la dureté. Le degré de polymérisation des polystyrènes bromés décrits est généralement compris entre 3 et 20 environ et leur halogénation peut varier considérablement. Ces polystyrènes à résistance élevée aux impacts, mélangés à ces polystyrènes bromés à faible poids moléculaire, peuvent être aisément traités par des équipements classiques.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US36212989A | 1989-06-06 | 1989-06-06 | |
| US362,129 | 1989-06-06 | ||
| PCT/US1990/003150 WO1990015095A1 (fr) | 1989-06-06 | 1990-06-04 | Polystyrene a resistance elevee aux impacts contenant du polystyrene brome a faible poids moleculaire |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2033332A1 CA2033332A1 (fr) | 1990-12-07 |
| CA2033332C true CA2033332C (fr) | 2001-03-20 |
Family
ID=23424801
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002033332A Expired - Lifetime CA2033332C (fr) | 1989-06-06 | 1990-06-04 | Polystyrene a resilience elevee, renfermant du polystyrene brome de faible masse moleculaire |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0431119A4 (fr) |
| JP (1) | JPH04500382A (fr) |
| KR (1) | KR0168325B1 (fr) |
| AU (1) | AU5833890A (fr) |
| CA (1) | CA2033332C (fr) |
| WO (1) | WO1990015095A1 (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100761653B1 (ko) | 2005-12-29 | 2007-10-04 | 제일모직주식회사 | 내충격성 및 내열도가 우수한 난연성 스티렌계 수지 조성물 |
| TW200838919A (en) * | 2007-01-10 | 2008-10-01 | Albemarle Corp | Brominated styrenic polymer compositions and processes for producing same |
| ES2708852T3 (es) | 2007-06-07 | 2019-04-11 | Albemarle Corp | Aductos, aductos y oligómeros, o aductos, oligómeros y polímeros de bajo peso molecular, y su preparación |
| US8993684B2 (en) | 2008-06-06 | 2015-03-31 | Albemarle Corporation | Low molecular weight brominated polymers, processes for their manufacture and their use in thermoplastic formulations |
| CN102272176A (zh) | 2008-12-02 | 2011-12-07 | 雅宝公司 | 支化和星形支化的苯乙烯聚合物、调聚物和加合物，其合成、其溴化及其用途 |
| WO2010065462A2 (fr) | 2008-12-02 | 2010-06-10 | Albemarle Corporation | Distributions de télomères dérivés du toluène et du styrène et ignifugeants bromés produire à partir de celles-ci |
| JO3423B1 (ar) | 2008-12-02 | 2019-10-20 | Albemarle Corp | مؤخرات لهب معالجة بالبروم و مواد مشتقه منها |
| CA2743025A1 (fr) | 2008-12-02 | 2010-06-10 | Albemarle Corporation | Bromation de melanges de telomeres issus du toluene et du styrene |
| KR20120088535A (ko) | 2009-05-01 | 2012-08-08 | 알베마를 코포레이션 | 펠렛화된 저분자량 브롬화 방향족 고분자 조성물 |
| JO3059B1 (ar) | 2009-05-01 | 2017-03-15 | Albemarle Corp | معالجة بالبروم لتراكيب بوليمرات عطرية ذات وزن جزيئي منخفض |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2515473C3 (de) * | 1975-04-09 | 1987-01-22 | Basf Ag, 6700 Ludwigshafen | Flammwidrige, lineare Polyester |
| DE2703419B1 (de) * | 1977-01-28 | 1978-02-02 | Basf Ag | Flammwidrig ausgeruestete polyamid- formmassen |
| DE2727483A1 (de) * | 1977-06-18 | 1979-01-11 | Basf Ag | Selbstverloeschende thermoplastische formmassen |
| NL7812461A (nl) * | 1978-12-22 | 1980-06-24 | Stamicarbon | Thermoplastische vormmassa. |
| DE2905253C3 (de) * | 1979-02-12 | 1986-01-09 | Chemische Fabrik Kalk GmbH, 5000 Köln | Brandschutzkomponenten für thermoplastische Kunststoffe |
| DE3006448A1 (de) * | 1980-02-21 | 1981-08-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von mischungen aus bromierten polystyrolen und bromierten aromatischen verbindungen |
| JPS61179249A (ja) * | 1985-02-05 | 1986-08-11 | Mitsui Toatsu Chem Inc | 難燃性スチレン系樹脂組成物 |
| US4755573A (en) * | 1985-11-15 | 1988-07-05 | General Electric Company | Cationic polymerization of bromoalkenyl aromatic compounds with aromatic chain transfer agent, and products |
| CA1324227C (fr) * | 1987-07-16 | 1993-11-09 | Masafumi Hongo | Composition de resine ignifuge a l'epreuve des chocs |
-
1990
- 1990-06-04 WO PCT/US1990/003150 patent/WO1990015095A1/fr not_active Ceased
- 1990-06-04 AU AU58338/90A patent/AU5833890A/en not_active Abandoned
- 1990-06-04 CA CA002033332A patent/CA2033332C/fr not_active Expired - Lifetime
- 1990-06-04 EP EP19900909421 patent/EP0431119A4/en not_active Withdrawn
- 1990-06-04 KR KR1019910700136A patent/KR0168325B1/ko not_active Expired - Fee Related
- 1990-06-04 JP JP2508852A patent/JPH04500382A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| EP0431119A1 (fr) | 1991-06-12 |
| KR0168325B1 (ko) | 1999-03-20 |
| JPH04500382A (ja) | 1992-01-23 |
| KR920700256A (ko) | 1992-02-19 |
| AU5833890A (en) | 1991-01-07 |
| EP0431119A4 (en) | 1992-12-09 |
| CA2033332A1 (fr) | 1990-12-07 |
| WO1990015095A1 (fr) | 1990-12-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed | ||
| MKEC | Expiry (correction) |
Effective date: 20121202 |