CA1153843A - Synergistic fire-retardant benzotriazole-containing polystyrenic compositions - Google Patents
Synergistic fire-retardant benzotriazole-containing polystyrenic compositionsInfo
- Publication number
- CA1153843A CA1153843A CA000345833A CA345833A CA1153843A CA 1153843 A CA1153843 A CA 1153843A CA 000345833 A CA000345833 A CA 000345833A CA 345833 A CA345833 A CA 345833A CA 1153843 A CA1153843 A CA 1153843A
- Authority
- CA
- Canada
- Prior art keywords
- composition
- amount
- polystyrenic
- fire retardant
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000003063 flame retardant Substances 0.000 title claims abstract description 37
- 230000002195 synergetic effect Effects 0.000 title description 9
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 title description 6
- 239000012964 benzotriazole Substances 0.000 title description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 32
- 150000001875 compounds Chemical class 0.000 claims abstract description 28
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000011347 resin Substances 0.000 claims abstract description 17
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims abstract description 12
- 229920002223 polystyrene Polymers 0.000 claims abstract description 9
- AUTSLLHNWAZVLE-UHFFFAOYSA-N 1,1,2,2,3-pentabromo-3-chlorocyclohexane Chemical compound ClC1(Br)CCCC(Br)(Br)C1(Br)Br AUTSLLHNWAZVLE-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000004793 Polystyrene Substances 0.000 claims abstract description 8
- GGMQZPIDPNAGFP-UHFFFAOYSA-N 1,1-dibromo-1,2,2,2-tetrachloroethane Chemical compound ClC(Cl)(Cl)C(Cl)(Br)Br GGMQZPIDPNAGFP-UHFFFAOYSA-N 0.000 claims abstract description 6
- CAYGQBVSOZLICD-UHFFFAOYSA-N hexabromobenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1Br CAYGQBVSOZLICD-UHFFFAOYSA-N 0.000 claims abstract description 6
- QXSZNDIIPUOQMB-UHFFFAOYSA-N 1,1,2,2-tetrabromoethane Chemical compound BrC(Br)C(Br)Br QXSZNDIIPUOQMB-UHFFFAOYSA-N 0.000 claims abstract description 5
- HGRZLIGHKHRTRE-UHFFFAOYSA-N 1,2,3,4-tetrabromobutane Chemical compound BrCC(Br)C(Br)CBr HGRZLIGHKHRTRE-UHFFFAOYSA-N 0.000 claims abstract description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 5
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 claims abstract description 5
- BNIXVQGCZULYKV-UHFFFAOYSA-N pentachloroethane Chemical compound ClC(Cl)C(Cl)(Cl)Cl BNIXVQGCZULYKV-UHFFFAOYSA-N 0.000 claims abstract description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 10
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 7
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 7
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 4
- 229920001890 Novodur Polymers 0.000 claims description 3
- 125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims 2
- 239000011324 bead Substances 0.000 abstract description 4
- 229920006248 expandable polystyrene Polymers 0.000 abstract description 3
- 239000004088 foaming agent Substances 0.000 abstract description 2
- 238000002485 combustion reaction Methods 0.000 description 12
- 239000013078 crystal Substances 0.000 description 5
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- -1 alkyl radical Chemical class 0.000 description 2
- WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229920005669 high impact polystyrene Polymers 0.000 description 2
- 229920000638 styrene acrylonitrile Polymers 0.000 description 2
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 description 1
- KNENSDLFTGIERH-UHFFFAOYSA-N 2,2,4,4-tetramethyl-3-phenylpentan-3-ol Chemical compound CC(C)(C)C(O)(C(C)(C)C)C1=CC=CC=C1 KNENSDLFTGIERH-UHFFFAOYSA-N 0.000 description 1
- UKTZJXRJZBVHKL-UHFFFAOYSA-N 2h-benzotriazole Chemical compound C1=CC=C2NN=NC2=C1.C1=CC=C2NN=NC2=C1 UKTZJXRJZBVHKL-UHFFFAOYSA-N 0.000 description 1
- LRUDIIUSNGCQKF-UHFFFAOYSA-N 5-methyl-1H-benzotriazole Chemical compound C1=C(C)C=CC2=NNN=C21 LRUDIIUSNGCQKF-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Inorganic materials O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000004797 high-impact polystyrene Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229920002285 poly(styrene-co-acrylonitrile) Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- YEAUATLBSVJFOY-UHFFFAOYSA-N tetraantimony hexaoxide Chemical compound O1[Sb](O2)O[Sb]3O[Sb]1O[Sb]2O3 YEAUATLBSVJFOY-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
- C08J9/0014—Use of organic additives
- C08J9/0028—Use of organic additives containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/02—Halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2325/00—Characterised by the use 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; Derivatives of such polymers
- C08J2325/02—Homopolymers or copolymers of hydrocarbons
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S521/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S521/907—Nonurethane flameproofed cellular product
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
- Fire-Extinguishing Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15,399 | 1979-02-26 | ||
| US06/015,399 US4230821A (en) | 1979-02-26 | 1979-02-26 | Fire-retardant polystyrenic compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1153843A true CA1153843A (en) | 1983-09-13 |
Family
ID=21771180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000345833A Expired CA1153843A (en) | 1979-02-26 | 1980-02-18 | Synergistic fire-retardant benzotriazole-containing polystyrenic compositions |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US4230821A (en, 2012) |
| JP (1) | JPS55116744A (en, 2012) |
| BE (1) | BE881839A (en, 2012) |
| CA (1) | CA1153843A (en, 2012) |
| CS (1) | CS222685B2 (en, 2012) |
| DE (1) | DE3000608A1 (en, 2012) |
| FR (1) | FR2449704A1 (en, 2012) |
| GB (1) | GB2042561B (en, 2012) |
| IT (1) | IT1127309B (en, 2012) |
| NL (1) | NL186582C (en, 2012) |
| NO (1) | NO159450C (en, 2012) |
| SE (1) | SE7910651L (en, 2012) |
| SU (1) | SU1077574A3 (en, 2012) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4619954A (en) * | 1984-06-22 | 1986-10-28 | Sequentia, Incorporated | Fiberglass reinforced plastic sheet material with fire retardant filler |
| JPH04314749A (ja) * | 1991-04-12 | 1992-11-05 | Dai Ichi Kogyo Seiyaku Co Ltd | 難燃性スチレン系樹脂組成物 |
| DE4301601A1 (de) * | 1993-01-22 | 1994-07-28 | Chemie Linz Deutschland | Flammfeste Kunststoffe mit einem Gehalt an Trihydrazinotriazin, Triguanidinotriazin oder deren Salzen |
| US6518468B1 (en) | 1994-09-16 | 2003-02-11 | Albemarle Corporation | Bromination process |
| TW455603B (en) | 1996-12-23 | 2001-09-21 | Ciba Sc Holding Ag | Light-stabilised flameproof styrene homopolymers and copolymers |
| US6743825B1 (en) * | 2001-08-03 | 2004-06-01 | Albemarle Corporation | Poly(bromoaryl)alkane additives and methods for their preparation and use |
| KR100493957B1 (ko) * | 2001-12-27 | 2005-06-08 | 제일모직주식회사 | 내충격성, 난연성 및 색상발현성이 우수한아크릴로니트릴-부타디엔-스티렌 공중합체 난연성 수지의조성물 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL109745C (en, 2012) * | 1960-05-31 | |||
| US3324076A (en) * | 1963-11-04 | 1967-06-06 | Dow Chemical Co | Alkenyl aromatic polymers containing halogen compounds as flame retardants and tri(2-propynyl)phosphate or tri(2-propynyl)borate as corrosion inhibitor |
| DE2046795B2 (de) * | 1970-09-23 | 1975-05-07 | Chemische Fabrik Kalk Gmbh, 5000 Koeln | Selbstverlöschende Formmassen auf der Basis von Acrylnitril-Butadien-Styrol-Polymerisaten |
| US3828003A (en) * | 1970-10-26 | 1974-08-06 | Nippon Oils & Fats Co Ltd | Flame resistant polymer compositions |
| FR2120813A5 (en, 2012) * | 1970-12-31 | 1972-08-18 | Huels Chemische Werke Ag | |
| DE2314544A1 (de) * | 1973-03-23 | 1974-10-10 | Basf Ag | Feinteilige, expandierbare, schwer entflammbare styrolpolymerisate mit guter verarbeitbarkeit |
| JPS5625955B2 (en, 2012) * | 1973-12-27 | 1981-06-16 | ||
| US3981856A (en) * | 1974-03-07 | 1976-09-21 | Princeton Polymer Laboratories, Incorporated | Degradable hydrocarbon polymers containing a metal compound and a benzotriazole |
| CS210623B2 (en) * | 1974-07-12 | 1982-01-29 | Labofina Sa | Polymere heat resistant mixture |
| US4033916A (en) * | 1974-10-17 | 1977-07-05 | Uniroyal Inc. | Ternary flame-retarded compositions including iron oxide |
| US4024092A (en) * | 1975-12-10 | 1977-05-17 | Foster Grant Co., Inc. | Polymer compositions containing stilbene halide additives |
| US4067930A (en) * | 1976-11-26 | 1978-01-10 | Cities Service Company | Flame-retardant composition |
| US4087399A (en) * | 1977-07-11 | 1978-05-02 | Toray Silicone Company, Ltd. | Self-extinguishing silicone elastomer compositions |
-
1979
- 1979-02-26 US US06/015,399 patent/US4230821A/en not_active Expired - Lifetime
- 1979-12-18 NO NO794119A patent/NO159450C/no unknown
- 1979-12-20 NL NLAANVRAGE7909194,A patent/NL186582C/xx not_active IP Right Cessation
- 1979-12-21 IT IT28298/79A patent/IT1127309B/it active
- 1979-12-21 FR FR7931387A patent/FR2449704A1/fr active Granted
- 1979-12-27 SE SE7910651A patent/SE7910651L/xx unknown
-
1980
- 1980-01-02 SU SU802862208A patent/SU1077574A3/ru active
- 1980-01-09 DE DE19803000608 patent/DE3000608A1/de active Granted
- 1980-01-29 GB GB8002923A patent/GB2042561B/en not_active Expired
- 1980-02-07 CS CS80838A patent/CS222685B2/cs unknown
- 1980-02-18 CA CA000345833A patent/CA1153843A/en not_active Expired
- 1980-02-21 BE BE0/199487A patent/BE881839A/fr not_active IP Right Cessation
- 1980-02-25 JP JP2176080A patent/JPS55116744A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| NL7909194A (nl) | 1980-08-28 |
| FR2449704A1 (fr) | 1980-09-19 |
| JPS55116744A (en) | 1980-09-08 |
| NL186582C (nl) | 1991-01-02 |
| GB2042561A (en) | 1980-09-24 |
| DE3000608C2 (en, 2012) | 1991-03-21 |
| IT7928298A0 (it) | 1979-12-21 |
| NO794119L (no) | 1980-08-27 |
| SE7910651L (sv) | 1980-08-27 |
| JPH0255453B2 (en, 2012) | 1990-11-27 |
| IT1127309B (it) | 1986-05-21 |
| NO159450C (no) | 1988-12-28 |
| GB2042561B (en) | 1983-03-23 |
| FR2449704B1 (en, 2012) | 1983-06-10 |
| US4230821A (en) | 1980-10-28 |
| SU1077574A3 (ru) | 1984-02-29 |
| BE881839A (fr) | 1980-06-16 |
| DE3000608A1 (de) | 1980-08-28 |
| CS222685B2 (en) | 1983-07-29 |
| NL186582B (nl) | 1990-08-01 |
| NO159450B (no) | 1988-09-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |