DD300437A5 - Flammenverzögerungsmittel-Zusammensetzungen auf Basis polyhalogenaromatischer Ester für Polyolefinharzen - Google Patents
Flammenverzögerungsmittel-Zusammensetzungen auf Basis polyhalogenaromatischer Ester für Polyolefinharzen Download PDFInfo
- Publication number
- DD300437A5 DD300437A5 DD338227A DD33822790A DD300437A5 DD 300437 A5 DD300437 A5 DD 300437A5 DD 338227 A DD338227 A DD 338227A DD 33822790 A DD33822790 A DD 33822790A DD 300437 A5 DD300437 A5 DD 300437A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- composition according
- alkyl
- carbon atoms
- group
- ester
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 51
- 150000002148 esters Chemical class 0.000 title claims abstract description 41
- 239000003063 flame retardant Substances 0.000 title claims abstract description 27
- 229920005672 polyolefin resin Polymers 0.000 title claims abstract description 17
- 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 title claims abstract description 16
- 239000002253 acid Substances 0.000 claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 17
- 239000011347 resin Substances 0.000 claims abstract description 17
- 229920000642 polymer Polymers 0.000 claims abstract description 12
- -1 polyethylene Polymers 0.000 claims description 31
- 125000004432 carbon atom Chemical group C* 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 19
- 239000004743 Polypropylene Substances 0.000 claims description 13
- 229910052794 bromium Inorganic materials 0.000 claims description 13
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 13
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 11
- 229920001155 polypropylene Polymers 0.000 claims description 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 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 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 239000004698 Polyethylene Substances 0.000 claims description 8
- 229920000573 polyethylene Polymers 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 229910000410 antimony oxide Inorganic materials 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 claims description 6
- 229920002367 Polyisobutene Polymers 0.000 claims description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 5
- 239000001301 oxygen Substances 0.000 claims description 5
- 229920002689 polyvinyl acetate Polymers 0.000 claims description 5
- 239000011118 polyvinyl acetate Substances 0.000 claims description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- 229920006380 polyphenylene oxide Polymers 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 101150065749 Churc1 gene Proteins 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 239000004793 Polystyrene Substances 0.000 claims description 3
- 102100038239 Protein Churchill Human genes 0.000 claims description 3
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 3
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 3
- 229920001897 terpolymer Polymers 0.000 claims description 3
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 claims description 2
- 229920005669 high impact polystyrene Polymers 0.000 claims description 2
- 239000004797 high-impact polystyrene Substances 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 239000004800 polyvinyl chloride Substances 0.000 claims description 2
- 229920000915 polyvinyl chloride Polymers 0.000 claims description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 abstract description 10
- 239000000654 additive Substances 0.000 abstract description 7
- 229920000098 polyolefin Polymers 0.000 abstract description 7
- 239000006082 mold release agent Substances 0.000 abstract description 4
- 229920001944 Plastisol Polymers 0.000 abstract description 3
- 229920003247 engineering thermoplastic Polymers 0.000 abstract description 3
- 239000004014 plasticizer Substances 0.000 abstract description 3
- 239000004999 plastisol Substances 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 2
- 230000001070 adhesive effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 4
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 229920001684 low density polyethylene Polymers 0.000 description 2
- 239000004702 low-density polyethylene Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229920000193 polymethacrylate Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- OFZRSOGEOFHZKS-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br OFZRSOGEOFHZKS-UHFFFAOYSA-N 0.000 description 1
- BKKVYNMMVYEBGR-UHFFFAOYSA-N (2,3,4,5,6-pentabromophenyl) prop-2-enoate Chemical compound BrC1=C(Br)C(Br)=C(OC(=O)C=C)C(Br)=C1Br BKKVYNMMVYEBGR-UHFFFAOYSA-N 0.000 description 1
- AYYISYPLHCSQGL-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl AYYISYPLHCSQGL-UHFFFAOYSA-N 0.000 description 1
- BZFZDRZAYMTYSH-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) 3,3,3-tribromo-2,2-dimethylpropanoate Chemical compound BrC(Br)(Br)C(C)(C)C(=O)OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl BZFZDRZAYMTYSH-UHFFFAOYSA-N 0.000 description 1
- RRYATXLRCBOQTJ-UHFFFAOYSA-N (2,3,4,5,6-pentachlorophenyl) acetate Chemical compound CC(=O)OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl RRYATXLRCBOQTJ-UHFFFAOYSA-N 0.000 description 1
- JLOIRPJHPDQHHN-UHFFFAOYSA-N (2,3,4-trichlorophenyl) prop-2-enoate Chemical compound ClC1=CC=C(OC(=O)C=C)C(Cl)=C1Cl JLOIRPJHPDQHHN-UHFFFAOYSA-N 0.000 description 1
- HAYWJKBZHDIUPU-UHFFFAOYSA-N (2,4,6-tribromophenyl) 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1=C(Br)C=C(Br)C=C1Br HAYWJKBZHDIUPU-UHFFFAOYSA-N 0.000 description 1
- OEKXPWQDKAYZFG-UHFFFAOYSA-N (2,4,6-tribromophenyl) 3,3,3-tribromo-2,2-dimethylpropanoate Chemical compound BrC(Br)(Br)C(C)(C)C(=O)OC1=C(Br)C=C(Br)C=C1Br OEKXPWQDKAYZFG-UHFFFAOYSA-N 0.000 description 1
- CNLVUQQHXLTOTC-UHFFFAOYSA-N (2,4,6-tribromophenyl) prop-2-enoate Chemical compound BrC1=CC(Br)=C(OC(=O)C=C)C(Br)=C1 CNLVUQQHXLTOTC-UHFFFAOYSA-N 0.000 description 1
- RECDQHDHAGSTDC-UHFFFAOYSA-N 2,4,4,4-tetrachloro-2-(2,3,4,5,6-pentabromophenyl)butanoic acid Chemical compound ClC(Cl)(Cl)CC(Cl)(C(=O)O)C1=C(Br)C(Br)=C(Br)C(Br)=C1Br RECDQHDHAGSTDC-UHFFFAOYSA-N 0.000 description 1
- KOSNGRQOPAFKFD-UHFFFAOYSA-N 2-(2,4,6-tribromophenoxy)carbonylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OC1=C(Br)C=C(Br)C=C1Br KOSNGRQOPAFKFD-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- SDOGRJUHJAAGCJ-UHFFFAOYSA-N C(C1=C(C(=C(C(=C1Br)Br)Br)Br)Br)C(=O)O Chemical compound C(C1=C(C(=C(C(=C1Br)Br)Br)Br)Br)C(=O)O SDOGRJUHJAAGCJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 208000037062 Polyps Diseases 0.000 description 1
- 239000004614 Process Aid Substances 0.000 description 1
- GHPGOEFPKIHBNM-UHFFFAOYSA-N antimony(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Sb+3].[Sb+3] GHPGOEFPKIHBNM-UHFFFAOYSA-N 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- OIJPNSZCZQLEFP-UHFFFAOYSA-N bis(2,4,6-tribromophenyl) 2,3,5,6-tetrachlorobenzene-1,4-dicarboxylate Chemical compound ClC=1C(Cl)=C(C(=O)OC=2C(=CC(Br)=CC=2Br)Br)C(Cl)=C(Cl)C=1C(=O)OC1=C(Br)C=C(Br)C=C1Br OIJPNSZCZQLEFP-UHFFFAOYSA-N 0.000 description 1
- UFBITHOQSLUBSV-UHFFFAOYSA-N bis(2,4,6-tribromophenyl) decanedioate Chemical compound BrC1=CC(Br)=CC(Br)=C1OC(=O)CCCCCCCCC(=O)OC1=C(Br)C=C(Br)C=C1Br UFBITHOQSLUBSV-UHFFFAOYSA-N 0.000 description 1
- WCPJPSPJHQSXCB-UHFFFAOYSA-N bis(2,4,6-trichlorophenyl) benzene-1,2-dicarboxylate Chemical compound ClC1=CC(Cl)=CC(Cl)=C1OC(=O)C1=CC=CC=C1C(=O)OC1=C(Cl)C=C(Cl)C=C1Cl WCPJPSPJHQSXCB-UHFFFAOYSA-N 0.000 description 1
- 150000001639 boron compounds Chemical class 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229920003211 cis-1,4-polyisoprene Polymers 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229920001903 high density polyethylene Polymers 0.000 description 1
- 239000004700 high-density polyethylene Substances 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000010128 melt processing Methods 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 125000005543 phthalimide group Chemical class 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 239000000326 ultraviolet stabilizing agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K21/00—Fireproofing materials
- C09K21/14—Macromolecular materials
-
- 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
- C08K5/10—Esters; Ether-esters
- C08K5/12—Esters; Ether-esters of cyclic polycarboxylic acids
-
- 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
- C08K5/20—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyethers (AREA)
- Fireproofing Substances (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32203589A | 1989-03-10 | 1989-03-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD300437A5 true DD300437A5 (de) | 1992-06-11 |
Family
ID=23253119
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD338227A DD300437A5 (de) | 1989-03-10 | 1990-02-28 | Flammenverzögerungsmittel-Zusammensetzungen auf Basis polyhalogenaromatischer Ester für Polyolefinharzen |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0386406B1 (fr) |
| JP (1) | JP2848906B2 (fr) |
| KR (1) | KR900014563A (fr) |
| AT (1) | ATE122702T1 (fr) |
| AU (1) | AU5055990A (fr) |
| BR (1) | BR9001140A (fr) |
| CA (1) | CA2011017A1 (fr) |
| DD (1) | DD300437A5 (fr) |
| DE (1) | DE69019400T2 (fr) |
| IL (1) | IL93033A0 (fr) |
| PT (1) | PT93400A (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002012377A2 (fr) * | 2000-08-08 | 2002-02-14 | The Dow Chemical Company | Mousse ignifugeante constituee de melanges de polymeres vinyle aromatiques et olefiniques |
| PL1664179T3 (pl) | 2003-08-29 | 2009-12-31 | Albemarle Corp | Opóźniacze palenia o wysokiej zawartości halogenów i niskiej lepkości |
| US7045564B2 (en) | 2003-08-29 | 2006-05-16 | Albemarle Corporation | Flame retardants with high halogen content and low viscosity |
| CN107935820A (zh) * | 2017-12-04 | 2018-04-20 | 中国科学院青岛生物能源与过程研究所 | 多种溴代双酚a烯丙基醚衍生物的高效合成 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3775165A (en) * | 1971-07-19 | 1973-11-27 | Deering Milliken Res Corp | Polymers of improved flame retardance |
| US3833641A (en) * | 1971-08-16 | 1974-09-03 | Union Carbide Corp | Halo-aryl amide-ester polyols |
| NL7614131A (nl) * | 1975-12-22 | 1977-06-24 | Monsanto Co | Werkwijze voor de bereiding van nieuwe omega-broom- alkylesters, werkwijze voor de berei- ding van weekmakers die deze nieuwe omega-broom- alkylesters bevatten, werkwijze voor de bereiding van polymeermaterialen die de aldus verkregen week- maker bevatten, alsmede voorwerpen die geheel of gedeeltelijk uit het aldus verkregen polymeer bestaan. |
| US5049697A (en) * | 1987-09-21 | 1991-09-17 | Atochem North America, Inc. | High yield method for preparation of dialkyl esters of polyhaloaromatic acids |
| US4762861A (en) * | 1987-10-30 | 1988-08-09 | Pennwalt Corporation | Tetrahalophthalate esters as flame retardants for polystyrene resins |
| WO1989003854A1 (fr) * | 1987-10-30 | 1989-05-05 | Pennwalt Corporation | Esters de tetrahalophthalate ignifuges destines a certaines resines |
-
1990
- 1990-01-11 IL IL93033A patent/IL93033A0/xx unknown
- 1990-01-12 EP EP90100592A patent/EP0386406B1/fr not_active Expired - Lifetime
- 1990-01-12 AT AT90100592T patent/ATE122702T1/de not_active IP Right Cessation
- 1990-01-12 DE DE69019400T patent/DE69019400T2/de not_active Expired - Fee Related
- 1990-02-27 CA CA002011017A patent/CA2011017A1/fr not_active Abandoned
- 1990-02-28 AU AU50559/90A patent/AU5055990A/en not_active Abandoned
- 1990-02-28 DD DD338227A patent/DD300437A5/de unknown
- 1990-03-05 JP JP2051942A patent/JP2848906B2/ja not_active Expired - Fee Related
- 1990-03-08 KR KR1019900003028A patent/KR900014563A/ko not_active Withdrawn
- 1990-03-09 PT PT93400A patent/PT93400A/pt not_active Application Discontinuation
- 1990-03-09 BR BR909001140A patent/BR9001140A/pt unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE69019400T2 (de) | 1995-10-19 |
| KR900014563A (ko) | 1990-10-24 |
| JP2848906B2 (ja) | 1999-01-20 |
| DE69019400D1 (de) | 1995-06-22 |
| EP0386406B1 (fr) | 1995-05-17 |
| ATE122702T1 (de) | 1995-06-15 |
| EP0386406A1 (fr) | 1990-09-12 |
| IL93033A0 (en) | 1990-11-05 |
| BR9001140A (pt) | 1991-03-05 |
| JPH02298533A (ja) | 1990-12-10 |
| CA2011017A1 (fr) | 1990-09-10 |
| PT93400A (pt) | 1990-11-07 |
| AU5055990A (en) | 1990-09-13 |
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