IL97620A - Thin product bromodiphenylalkane inhibits flame and process for its preparation - Google Patents

Thin product bromodiphenylalkane inhibits flame and process for its preparation

Info

Publication number: IL97620A
Authority: IL; Israel
Prior art keywords: product; bromine; diphenylalkane; reaction mass; temperature
Prior art date: 1990-03-14

Application number

IL9762091A

Other languages

English (en)

Hebrew (he)

Original Assignee

Albemarle Corp

Priority date (The priority date 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 date listed.)

1990-03-14

Filing date

1991-03-20

Publication date

1995-07-31

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=23957514&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=IL97620(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1991-03-20 Application filed by Albemarle Corp filed Critical Albemarle Corp

1995-07-31 Publication of IL97620A publication Critical patent/IL97620A/en

Links

238000000034 method Methods 0.000 title claims description 29
239000003063 flame retardant Substances 0.000 title claims description 6
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 description 4
238000002360 preparation method Methods 0.000 title description 2
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 61
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 57
229910052794 bromium Inorganic materials 0.000 claims description 57
238000006243 chemical reaction Methods 0.000 claims description 41
239000000203 mixture Substances 0.000 claims description 25
-1 decabromodiphenyl alkane Chemical class 0.000 claims description 20
239000003054 catalyst Substances 0.000 claims description 18
239000012535 impurity Substances 0.000 claims description 14
230000031709 bromination Effects 0.000 claims description 11
238000005893 bromination reaction Methods 0.000 claims description 11
238000004519 manufacturing process Methods 0.000 claims description 7
239000000376 reactant Substances 0.000 claims description 7
239000012298 atmosphere Substances 0.000 claims description 6
230000000694 effects Effects 0.000 claims description 5
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
230000001590 oxidative effect Effects 0.000 claims description 3
BZQKBFHEWDPQHD-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-[2-(2,3,4,5,6-pentabromophenyl)ethyl]benzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1CCC1=C(Br)C(Br)=C(Br)C(Br)=C1Br BZQKBFHEWDPQHD-UHFFFAOYSA-N 0.000 claims description 2
229910021576 Iron(III) bromide Inorganic materials 0.000 claims description 2
229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 2
PQLAYKMGZDUDLQ-UHFFFAOYSA-K aluminium bromide Chemical compound Br[Al](Br)Br PQLAYKMGZDUDLQ-UHFFFAOYSA-K 0.000 claims description 2
239000002585 base Substances 0.000 claims description 2
SOUPRKFYMHZDHZ-UHFFFAOYSA-N bromine(1+) Chemical compound [Br+] SOUPRKFYMHZDHZ-UHFFFAOYSA-N 0.000 claims description 2
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 2
FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 claims description 2
BSZXAFXFTLXUFV-UHFFFAOYSA-N 1-phenylethylbenzene Chemical group C=1C=CC=CC=1C(C)C1=CC=CC=C1 BSZXAFXFTLXUFV-UHFFFAOYSA-N 0.000 claims 3
239000012736 aqueous medium Substances 0.000 claims 3
239000004257 Anoxomer Substances 0.000 claims 1
239000002738 chelating agent Substances 0.000 claims 1
239000012299 nitrogen atmosphere Substances 0.000 claims 1
239000000047 product Substances 0.000 description 53
QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical compound C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 21
238000009472 formulation Methods 0.000 description 18
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 8
229920001577 copolymer Polymers 0.000 description 8
238000010992 reflux Methods 0.000 description 8
238000002844 melting Methods 0.000 description 7
230000008018 melting Effects 0.000 description 7
KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
238000010438 heat treatment Methods 0.000 description 6
239000000463 material Substances 0.000 description 6
229920000642 polymer Polymers 0.000 description 6
239000007787 solid Substances 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
229910000042 hydrogen bromide Inorganic materials 0.000 description 4
239000000178 monomer Substances 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
239000005977 Ethylene Chemical group 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000001335 aliphatic alkanes Chemical class 0.000 description 3
125000002947 alkylene group Chemical group 0.000 description 3
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 3
125000001246 bromo group Chemical group Br* 0.000 description 3
150000002484 inorganic compounds Chemical class 0.000 description 3
229910010272 inorganic material Inorganic materials 0.000 description 3
238000003756 stirring Methods 0.000 description 3
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
239000000654 additive Substances 0.000 description 2
230000003197 catalytic effect Effects 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
238000001816 cooling Methods 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
230000001419 dependent effect Effects 0.000 description 2
CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
239000012467 final product Substances 0.000 description 2
239000007788 liquid Substances 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
239000002245 particle Substances 0.000 description 2
229920000098 polyolefin Polymers 0.000 description 2
238000011084 recovery Methods 0.000 description 2
229920005989 resin Polymers 0.000 description 2
239000011347 resin Substances 0.000 description 2
239000012265 solid product Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
229920001169 thermoplastic Polymers 0.000 description 2
FJBQYOWYDLEAKI-UHFFFAOYSA-N (2,3-dimethyl-4-phenylbutyl)benzene Chemical compound C=1C=CC=CC=1CC(C)C(C)CC1=CC=CC=C1 FJBQYOWYDLEAKI-UHFFFAOYSA-N 0.000 description 1
SSSBYZTYRWXPNJ-UHFFFAOYSA-N 10-phenyldecylbenzene Chemical compound C=1C=CC=CC=1CCCCCCCCCCC1=CC=CC=C1 SSSBYZTYRWXPNJ-UHFFFAOYSA-N 0.000 description 1
AEQDJSLRWYMAQI-UHFFFAOYSA-N 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 description 1
DVGPMIRVCZNXMD-UHFFFAOYSA-N 6-phenylhexylbenzene Chemical compound C=1C=CC=CC=1CCCCCCC1=CC=CC=C1 DVGPMIRVCZNXMD-UHFFFAOYSA-N 0.000 description 1
WXQQXUQJVUAIDQ-UHFFFAOYSA-N 9-phenylnonylbenzene Chemical compound C=1C=CC=CC=1CCCCCCCCCC1=CC=CC=C1 WXQQXUQJVUAIDQ-UHFFFAOYSA-N 0.000 description 1
239000004925 Acrylic resin Substances 0.000 description 1
229920000178 Acrylic resin Polymers 0.000 description 1
NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
244000043261 Hevea brasiliensis Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
239000004952 Polyamide Substances 0.000 description 1
239000004642 Polyimide Substances 0.000 description 1
239000004793 Polystyrene Substances 0.000 description 1
239000012963 UV stabilizer Substances 0.000 description 1
229920000180 alkyd Polymers 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
229910052787 antimony Inorganic materials 0.000 description 1
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
229910000410 antimony oxide Inorganic materials 0.000 description 1
239000003963 antioxidant agent Substances 0.000 description 1
238000013459 approach Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
229910052785 arsenic Inorganic materials 0.000 description 1
RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
150000003935 benzaldehydes Chemical class 0.000 description 1
235000019445 benzyl alcohol Nutrition 0.000 description 1
150000003938 benzyl alcohols Chemical class 0.000 description 1
235000010290 biphenyl Nutrition 0.000 description 1
239000004305 biphenyl Substances 0.000 description 1
229910052797 bismuth Inorganic materials 0.000 description 1
JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
229920005549 butyl rubber Polymers 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
230000015556 catabolic process Effects 0.000 description 1
239000003518 caustics Substances 0.000 description 1
238000000748 compression moulding Methods 0.000 description 1
238000006731 degradation reaction Methods 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
230000003467 diminishing effect Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
239000000806 elastomer Substances 0.000 description 1
238000010292 electrical insulation Methods 0.000 description 1
239000003822 epoxy resin Substances 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000012527 feed solution Substances 0.000 description 1
239000000945 filler Substances 0.000 description 1
239000004519 grease Substances 0.000 description 1
238000000227 grinding Methods 0.000 description 1
229910021478 group 5 element Inorganic materials 0.000 description 1
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
239000001307 helium Substances 0.000 description 1
229910052734 helium Inorganic materials 0.000 description 1
SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
229920005669 high impact polystyrene Polymers 0.000 description 1
239000004797 high-impact polystyrene Substances 0.000 description 1
229920001519 homopolymer Polymers 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
230000003116 impacting effect Effects 0.000 description 1
239000011261 inert gas Substances 0.000 description 1
238000001746 injection moulding Methods 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
229910052743 krypton Inorganic materials 0.000 description 1
DNNSSWSSYDEUBZ-UHFFFAOYSA-N krypton atom Chemical compound [Kr] DNNSSWSSYDEUBZ-UHFFFAOYSA-N 0.000 description 1
229910044991 metal oxide Inorganic materials 0.000 description 1
150000004706 metal oxides Chemical class 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
238000002156 mixing Methods 0.000 description 1
238000012544 monitoring process Methods 0.000 description 1
229920003052 natural elastomer Polymers 0.000 description 1
229920001194 natural rubber Polymers 0.000 description 1
229910052754 neon Inorganic materials 0.000 description 1
GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
238000006025 oxidative dimerization reaction Methods 0.000 description 1
NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
239000004014 plasticizer Substances 0.000 description 1
229920002647 polyamide Polymers 0.000 description 1
229920001707 polybutylene terephthalate Polymers 0.000 description 1
229920000515 polycarbonate Polymers 0.000 description 1
239000004417 polycarbonate Substances 0.000 description 1
229920000647 polyepoxide Polymers 0.000 description 1
229920000728 polyester Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920000139 polyethylene terephthalate Polymers 0.000 description 1
239000005020 polyethylene terephthalate Substances 0.000 description 1
229920001721 polyimide Polymers 0.000 description 1
235000013824 polyphenols Nutrition 0.000 description 1
229920001296 polysiloxane Polymers 0.000 description 1
229920002223 polystyrene Polymers 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000005070 sampling Methods 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
239000000176 sodium gluconate Substances 0.000 description 1
229940005574 sodium gluconate Drugs 0.000 description 1
235000012207 sodium gluconate Nutrition 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
229920001897 terpolymer Polymers 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
239000004416 thermosoftening plastic Substances 0.000 description 1
BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
238000005406 washing Methods 0.000 description 1
229910052724 xenon Inorganic materials 0.000 description 1
FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
239000008096 xylene Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
- 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
- C08K5/03—Halogenated hydrocarbons aromatic, e.g. C6H5-CH2-Cl

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Fireproofing Substances (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Catalysts (AREA)
Detergent Compositions (AREA)
Silver Salt Photography Or Processing Solution Therefor (AREA)

IL9762091A 1990-03-14 1991-03-20 Thin product bromodiphenylalkane inhibits flame and process for its preparation IL97620A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US07/492,756 US5008477A (en)	1990-03-14	1990-03-14	Decabromodiphenyl alkane process

Publications (1)

Publication Number	Publication Date
IL97620A true IL97620A (en)	1995-07-31

Family

ID=23957514

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9762091A IL97620A (en)	1990-03-14	1991-03-20	Thin product bromodiphenylalkane inhibits flame and process for its preparation

Country Status (7)

Country	Link
US (1)	US5008477A (ja)
EP (1)	EP0447152B1 (ja)
JP (1)	JP2833719B2 (ja)
KR (1)	KR100219894B1 (ja)
DE (1)	DE69103180T2 (ja)
ES (1)	ES2060295T3 (ja)
IL (1)	IL97620A (ja)

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CA2047256C (en) *	1990-07-30	2002-03-05	Saadat Hussain	Process for decabromodiphenylalkane predominant product
CA2055519A1 (en) *	1990-12-03	1992-06-04	Albemarle Corporation	Decabromodiphenylalkane process
EP0571859A3 (en) *	1992-05-26	1994-11-02	Ethyl Corp	Product with preponderance of decabromodiphenylethane of improved whiteness.
US5324874A (en) *	1992-05-26	1994-06-28	Ethyl Corporation	Process for a decarbromodiphenylethane predominate product having enhanced whiteness
JPH08510208A (ja) *	1993-04-07	1996-10-29	グレート・レークス・ケミカル・コーポレーション	臭素化ジフェニルアルカン生成物および製法
US6518468B1 (en)	1994-09-16	2003-02-11	Albemarle Corporation	Bromination process
US6117371A (en) *	1994-10-05	2000-09-12	Great Lakes Chemical Corporation	Continuous bromination process and products thereof
WO1996011227A1 (en) *	1994-10-05	1996-04-18	Great Lakes Chemical Corporation	Continuous bromination process and products thereof
DE19512407A1 (de) *	1995-04-03	1996-10-10	Basf Ag	Flammgeschützte thermoplastische Formmassen
US6743825B1 (en) *	2001-08-03	2004-06-01	Albemarle Corporation	Poly(bromoaryl)alkane additives and methods for their preparation and use
US7255927B2 (en) *	2001-12-05	2007-08-14	Isola Usa Corp.	Laminate composition
WO2003048251A1 (en) *	2001-12-05	2003-06-12	Isola Laminate Systems Corp.	Prepreg and composition of epoxy resin(s), sma copolymers(s) and bis-maleimide triazine resin(s)
ATE425209T1 (de) *	2001-12-05	2009-03-15	Isola Laminate Systems Corp	Wärmehärtende harzzusammensetzung für hochleistungslaminate
CN100448821C (zh) *	2001-12-21	2009-01-07	帕布服务公司	生产十溴二苯基烷烃的方法与装置
CN101511758A (zh) *	2006-08-29	2009-08-19	雅宝公司	十卤代二苯乙烷的制备
CN101528654B (zh) *	2006-08-31	2012-12-26	溴化合物有限公司	制备多溴化化合物的方法
WO2008057645A1 (en) *	2006-11-08	2008-05-15	Albemarle Corporation	Preparation of high assay decabromodiphenylalkane
JP5537945B2 (ja) *	2006-11-09	2014-07-02	アルベマール・コーポレーシヨン	吸蔵臭素を含有する固体臭素化芳香族有機化合物の処理
US20080132743A1 (en) *	2006-12-01	2008-06-05	Albemarle Corporation	Production of high purity decabromodiphenylalkanes
US7408088B1 (en)	2007-02-08	2008-08-05	Albemarle Corporation	Process for separation of bromine from gaseous hydrogen bromide and use of such process in production of decabromodiphenylethane
WO2008115261A1 (en)	2007-03-16	2008-09-25	Albemarle Corporation	Preparation and provision of high assay decabromodiphenylethane
PL2137118T3 (pl) *	2007-03-16	2014-05-30	Albemarle Corp	Wytwarzanie i dostarczanie wysokiej próby dekabromodifenyloetanu
JP2013500336A (ja)	2009-07-27	2013-01-07	アルベマール・コーポレーシヨン	吸蔵遊離臭素含有量の低い高アッセイデカブロモジフェニルアルカン生成物の調製
US20110060645A1 (en) *	2009-09-08	2011-03-10	Peter Sweeney	Synthesizing messaging using context provided by consumers
JP2014125450A (ja) *	2012-12-26	2014-07-07	Tosoh Corp	デカブロモジフェニルエタン粒子及びその製造方法

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2031649A5 (ja) *	1969-02-03	1970-11-20	Ugine Kuhlmann
US3763248A (en) *	1971-03-02	1973-10-02	Ethyl Corp	Process for production of poly brominated aromatics
US3833674A (en) *	1972-08-24	1974-09-03	Ethyl Corp	Recovery of brominated biphenyl
FR2236818B1 (ja) *	1973-07-13	1976-04-30	Ugine Kuhlmann
CA1321213C (en) *	1988-06-13	1993-08-10	Saadat Hussain	Bromination process

1990
- 1990-03-14 US US07/492,756 patent/US5008477A/en not_active Expired - Lifetime
1991
- 1991-03-11 DE DE69103180T patent/DE69103180T2/de not_active Expired - Lifetime
- 1991-03-11 ES ES91302000T patent/ES2060295T3/es not_active Expired - Lifetime
- 1991-03-11 EP EP91302000A patent/EP0447152B1/en not_active Expired - Lifetime
- 1991-03-12 JP JP3070404A patent/JP2833719B2/ja not_active Expired - Lifetime
- 1991-03-14 KR KR1019910004081A patent/KR100219894B1/ko not_active Expired - Lifetime
- 1991-03-20 IL IL9762091A patent/IL97620A/en not_active IP Right Cessation

Also Published As

Publication number	Publication date
EP0447152B1 (en)	1994-08-03
KR100219894B1 (ko)	1999-09-01
DE69103180T2 (de)	1994-12-08
US5008477A (en)	1991-04-16
ES2060295T3 (es)	1994-11-16
JP2833719B2 (ja)	1998-12-09
DE69103180D1 (de)	1994-09-08
KR910016663A (ko)	1991-11-05
EP0447152A1 (en)	1991-09-18
JPH04217931A (ja)	1992-08-07

Legal Events

Date	Code	Title
1997-06-10	KB	Patent renewed
2001-07-24	KB	Patent renewed
2005-05-17	KB	Patent renewed
2009-08-31	NP	Permission for amending the patent specification granted (section 66, patents law 1967)
2009-09-15	KB	Patent renewed
2011-12-29	EXP	Patent expired

Publication	Publication Date	Title
EP0447152B1 (en)	1994-08-03	Decabromodiphenyl alkane process
EP0460922B1 (en)	1994-11-09	Decabromodiphenyl alkane process
US5302768A (en)	1994-04-12	Process for decarbromodiphenylalkane predominant product
EP0784648B1 (en)	2006-06-21	Continuous bromination process and products thereof
US5401890A (en)	1995-03-28	Process and apparatus for heat treating halogenated compounds
US6117371A (en)	2000-09-12	Continuous bromination process and products thereof
US3833674A (en)	1974-09-03	Recovery of brominated biphenyl
EP0347116B1 (en)	1994-01-26	Process for preparing decabromodiphenylalkanes and decabromodiphenylethane.
US5324874A (en)	1994-06-28	Process for a decarbromodiphenylethane predominate product having enhanced whiteness
US5077334A (en)	1991-12-31	Flame-retarded formulations of thermoplastics and decabromodiphenylethane
US5124496A (en)	1992-06-23	Process for decabromodiphenylalkane predominant product
JPH05246912A (ja)	1993-09-24	臭素化法
EP0571859A2 (en)	1993-12-01	A decabromodiphenylethane predominated product having enhanced whiteness
JP3004113B2 (ja)	2000-01-31	デカブロモジフエニルアルカン方法
CA2094469C (en)	2005-09-20	Process for a decabromodiphenylethane predominate product having enhanced whiteness