JPS60139736A - 耐熱性に優れた難燃性スチレン系樹脂組成物 - Google Patents
耐熱性に優れた難燃性スチレン系樹脂組成物Info
- Publication number
- JPS60139736A JPS60139736A JP24761483A JP24761483A JPS60139736A JP S60139736 A JPS60139736 A JP S60139736A JP 24761483 A JP24761483 A JP 24761483A JP 24761483 A JP24761483 A JP 24761483A JP S60139736 A JPS60139736 A JP S60139736A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- flame
- styrene resin
- heat resistance
- hexabromocyclododecane
- 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.)
- Granted
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 239000011342 resin composition Substances 0.000 title claims abstract description 8
- 150000001875 compounds Chemical class 0.000 claims abstract description 29
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000003063 flame retardant Substances 0.000 claims abstract description 21
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000011347 resin Substances 0.000 claims abstract description 17
- 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 claims abstract description 16
- 150000002903 organophosphorus compounds Chemical class 0.000 claims abstract description 14
- 239000004593 Epoxy Substances 0.000 claims abstract description 9
- 239000003381 stabilizer Substances 0.000 claims abstract description 4
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims description 9
- 229920001890 Novodur Polymers 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 7
- -1 halogenated aromatic aryl ether Chemical class 0.000 abstract description 10
- 230000000704 physical effect Effects 0.000 abstract description 8
- 238000001746 injection moulding Methods 0.000 abstract description 4
- 238000000465 moulding Methods 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 3
- PZGVVCOOWYSSGB-UHFFFAOYSA-L but-2-enedioate;dioctyltin(2+) Chemical compound CCCCCCCC[Sn]1(CCCCCCCC)OC(=O)C=CC(=O)O1 PZGVVCOOWYSSGB-UHFFFAOYSA-L 0.000 abstract description 2
- 230000015556 catabolic process Effects 0.000 abstract 2
- 238000006731 degradation reaction Methods 0.000 abstract 2
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 abstract 1
- VBDMVBWGLWCUPG-UHFFFAOYSA-N decyl [2-[2-(2-hydroxyphenyl)propan-2-yl]phenyl] hydrogen phosphate Chemical compound CCCCCCCCCCOP(O)(=O)OC1=CC=CC=C1C(C)(C)C1=CC=CC=C1O VBDMVBWGLWCUPG-UHFFFAOYSA-N 0.000 abstract 1
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 10
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000002156 mixing Methods 0.000 description 5
- 239000001294 propane Substances 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 239000002985 plastic film Substances 0.000 description 4
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 150000003606 tin compounds Chemical class 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- QEDNBHNWMHJNAB-UHFFFAOYSA-N tris(8-methylnonyl) phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OCCCCCCCC(C)C QEDNBHNWMHJNAB-UHFFFAOYSA-N 0.000 description 2
- VTWGIDKXXZRLGH-HJWRWDBZSA-N (z)-4-octoxy-4-oxobut-2-enoic acid Chemical compound CCCCCCCCOC(=O)\C=C/C(O)=O VTWGIDKXXZRLGH-HJWRWDBZSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 1
- UGXAIVCNTXGYSA-UHFFFAOYSA-N 2,2,2-trichloroethyl dihydrogen phosphite Chemical compound OP(O)OCC(Cl)(Cl)Cl UGXAIVCNTXGYSA-UHFFFAOYSA-N 0.000 description 1
- YSUQLAYJZDEMOT-UHFFFAOYSA-N 2-(butoxymethyl)oxirane Chemical compound CCCCOCC1CO1 YSUQLAYJZDEMOT-UHFFFAOYSA-N 0.000 description 1
- CWNOEVURTVLUNV-UHFFFAOYSA-N 2-(propoxymethyl)oxirane Chemical compound CCCOCC1CO1 CWNOEVURTVLUNV-UHFFFAOYSA-N 0.000 description 1
- FDZMLNCJBYFJBH-UHFFFAOYSA-N 2-[(2,3-dibromophenoxy)methyl]oxirane Chemical compound BrC1=CC=CC(OCC2OC2)=C1Br FDZMLNCJBYFJBH-UHFFFAOYSA-N 0.000 description 1
- CUFXMPWHOWYNSO-UHFFFAOYSA-N 2-[(4-methylphenoxy)methyl]oxirane Chemical compound C1=CC(C)=CC=C1OCC1OC1 CUFXMPWHOWYNSO-UHFFFAOYSA-N 0.000 description 1
- GKMPEFVDIPJVJI-UHFFFAOYSA-N 2-[bromo-[bromo-(oxiran-2-yl)-phenylmethoxy]-phenylmethyl]oxirane Chemical compound C1OC1C(C=1C=CC=CC=1)(Br)OC(Br)(C=1C=CC=CC=1)C1CO1 GKMPEFVDIPJVJI-UHFFFAOYSA-N 0.000 description 1
- QHXGRVYSGODPIC-UHFFFAOYSA-N 6,6-diethyloctyl dihydrogen phosphite Chemical compound CCC(CC)(CC)CCCCCOP(O)O QHXGRVYSGODPIC-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- RQRREPLGINXKFY-UHFFFAOYSA-N BrC1(C(C(C2=CC=CC=C2)OC(C2(C(O2)(Br)Br)Br)C2=CC=CC=C2)(O1)Br)Br Chemical compound BrC1(C(C(C2=CC=CC=C2)OC(C2(C(O2)(Br)Br)Br)C2=CC=CC=C2)(O1)Br)Br RQRREPLGINXKFY-UHFFFAOYSA-N 0.000 description 1
- 241000931705 Cicada Species 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- GSBLJNMZWBPOPI-UHFFFAOYSA-N [2-(9,9-diphenylnonyl)phenyl] dihydrogen phosphite Chemical compound OP(O)OC1=CC=CC=C1CCCCCCCCC(C=1C=CC=CC=1)C1=CC=CC=C1 GSBLJNMZWBPOPI-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- UUVBPJKVXXWZBO-NICPUWLCSA-N bis[(z)-octadec-9-enyl] (z)-but-2-enedioate;dibutyltin Chemical compound CCCC[Sn]CCCC.CCCCCCCC\C=C/CCCCCCCCOC(=O)\C=C/C(=O)OCCCCCCCC\C=C/CCCCCCCC UUVBPJKVXXWZBO-NICPUWLCSA-N 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- DDTBPAQBQHZRDW-UHFFFAOYSA-N cyclododecane Chemical compound C1CCCCCCCCCCC1 DDTBPAQBQHZRDW-UHFFFAOYSA-N 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- FNJVBWSSTYLSCZ-UHFFFAOYSA-N decyl [2-[2-(2-hydroxyphenyl)propan-2-yl]phenyl] hydrogen phosphite Chemical compound CCCCCCCCCCOP(O)OC1=CC=CC=C1C(C)(C)C1=CC=CC=C1O FNJVBWSSTYLSCZ-UHFFFAOYSA-N 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- CHNPVIBKPFVVQK-UHFFFAOYSA-L dibutyltin(2+);2-octyl-2-sulfanyldecanoate Chemical compound CCCC[Sn+2]CCCC.CCCCCCCCC(S)(C([O-])=O)CCCCCCCC.CCCCCCCCC(S)(C([O-])=O)CCCCCCCC CHNPVIBKPFVVQK-UHFFFAOYSA-L 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- MKZVQIIAAIPNGH-UHFFFAOYSA-N dioctyl phenyl phosphite Chemical compound CCCCCCCCOP(OCCCCCCCC)OC1=CC=CC=C1 MKZVQIIAAIPNGH-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- KETWBQOXTBGBBN-UHFFFAOYSA-N hex-1-enylbenzene Chemical compound CCCCC=CC1=CC=CC=C1 KETWBQOXTBGBBN-UHFFFAOYSA-N 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 239000012774 insulation material Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- CSWFWSPPZMEYAY-UHFFFAOYSA-N octadecyl dihydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(O)O CSWFWSPPZMEYAY-UHFFFAOYSA-N 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- JNZRDLWZFWFSBK-UHFFFAOYSA-N tribenzyltin Chemical compound C=1C=CC=CC=1C[Sn](CC=1C=CC=CC=1)CC1=CC=CC=C1 JNZRDLWZFWFSBK-UHFFFAOYSA-N 0.000 description 1
- BDZBKCUKTQZUTL-UHFFFAOYSA-N triethyl phosphite Chemical compound CCOP(OCC)OCC BDZBKCUKTQZUTL-UHFFFAOYSA-N 0.000 description 1
- DECPGQLXYYCNEZ-UHFFFAOYSA-N tris(6-methylheptyl) phosphite Chemical compound CC(C)CCCCCOP(OCCCCCC(C)C)OCCCCCC(C)C DECPGQLXYYCNEZ-UHFFFAOYSA-N 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
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24761483A JPS60139736A (ja) | 1983-12-27 | 1983-12-27 | 耐熱性に優れた難燃性スチレン系樹脂組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24761483A JPS60139736A (ja) | 1983-12-27 | 1983-12-27 | 耐熱性に優れた難燃性スチレン系樹脂組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60139736A true JPS60139736A (ja) | 1985-07-24 |
| JPS6234784B2 JPS6234784B2 (enrdf_load_stackoverflow) | 1987-07-29 |
Family
ID=17166123
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24761483A Granted JPS60139736A (ja) | 1983-12-27 | 1983-12-27 | 耐熱性に優れた難燃性スチレン系樹脂組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60139736A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63172755A (ja) * | 1987-01-13 | 1988-07-16 | Teijin Chem Ltd | 難燃性スチレン系樹脂組成物 |
| WO1997009374A1 (en) * | 1995-09-07 | 1997-03-13 | Bromine Compounds Ltd. | Thermally stable hexabromocyclododecane fire retardants |
| WO2002094929A1 (en) * | 2001-05-18 | 2002-11-28 | Albemarle Corporation | Flame retardants and flame retardant compositions formed therewith |
| JP2010254913A (ja) * | 2009-04-28 | 2010-11-11 | Dai Ichi Kogyo Seiyaku Co Ltd | 難燃性発泡スチレン系樹脂組成物 |
| JP2018059041A (ja) * | 2016-10-03 | 2018-04-12 | 東洋スチレン株式会社 | 難燃性樹脂組成物及び難燃性樹脂成形体 |
-
1983
- 1983-12-27 JP JP24761483A patent/JPS60139736A/ja active Granted
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63172755A (ja) * | 1987-01-13 | 1988-07-16 | Teijin Chem Ltd | 難燃性スチレン系樹脂組成物 |
| WO1997009374A1 (en) * | 1995-09-07 | 1997-03-13 | Bromine Compounds Ltd. | Thermally stable hexabromocyclododecane fire retardants |
| WO2002094929A1 (en) * | 2001-05-18 | 2002-11-28 | Albemarle Corporation | Flame retardants and flame retardant compositions formed therewith |
| JP2010254913A (ja) * | 2009-04-28 | 2010-11-11 | Dai Ichi Kogyo Seiyaku Co Ltd | 難燃性発泡スチレン系樹脂組成物 |
| JP2018059041A (ja) * | 2016-10-03 | 2018-04-12 | 東洋スチレン株式会社 | 難燃性樹脂組成物及び難燃性樹脂成形体 |
| US10920039B2 (en) | 2016-10-03 | 2021-02-16 | Toyo Styrene Co., Ltd. | Flame-retardant resin composition and flame-retardant resin molded article |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6234784B2 (enrdf_load_stackoverflow) | 1987-07-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |