DE1193510B - Verfahren zur Herstellung von Brom-derivaten des Diphenyls, Diphenylaethers, Diphenylphenylaethers oder Di-, Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molkuel - Google Patents
Verfahren zur Herstellung von Brom-derivaten des Diphenyls, Diphenylaethers, Diphenylphenylaethers oder Di-, Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je MolkuelInfo
- Publication number
- DE1193510B DE1193510B DEC28110A DEC0028110A DE1193510B DE 1193510 B DE1193510 B DE 1193510B DE C28110 A DEC28110 A DE C28110A DE C0028110 A DEC0028110 A DE C0028110A DE 1193510 B DE1193510 B DE 1193510B
- Authority
- DE
- Germany
- Prior art keywords
- bromine
- weight
- diphenyl
- parts
- ether
- 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.)
- Pending
Links
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 title claims description 71
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 title claims description 34
- 238000000034 method Methods 0.000 title claims description 21
- 235000010290 biphenyl Nutrition 0.000 title claims description 15
- 239000004305 biphenyl Substances 0.000 title claims description 13
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 title claims description 13
- 125000001246 bromo group Chemical group Br* 0.000 title claims description 6
- PEQHIRFAKIASBK-UHFFFAOYSA-N tetraphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 PEQHIRFAKIASBK-UHFFFAOYSA-N 0.000 title claims description 5
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- -1 diphenyl phenyl Chemical group 0.000 title description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 58
- 229910052794 bromium Inorganic materials 0.000 claims description 58
- 239000011541 reaction mixture Substances 0.000 claims description 30
- 239000002904 solvent Substances 0.000 claims description 25
- 238000005893 bromination reaction Methods 0.000 claims description 24
- 230000031709 bromination Effects 0.000 claims description 23
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 21
- 239000005977 Ethylene Substances 0.000 claims description 21
- 150000001336 alkenes Chemical class 0.000 claims description 15
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 125000006267 biphenyl group Chemical group 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 7
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 7
- 238000005658 halogenation reaction Methods 0.000 claims description 6
- XFNJYAKDBJUJAJ-UHFFFAOYSA-N 1,2-dibromopropane Chemical compound CC(Br)CBr XFNJYAKDBJUJAJ-UHFFFAOYSA-N 0.000 claims description 5
- OOXFZRZATDJSDX-UHFFFAOYSA-N 1-(2,3-diphenylphenoxy)-2,3-diphenylbenzene Chemical compound C=1C=CC(C=2C=CC=CC=2)=C(C=2C=CC=CC=2)C=1OC(C=1C=2C=CC=CC=2)=CC=CC=1C1=CC=CC=C1 OOXFZRZATDJSDX-UHFFFAOYSA-N 0.000 claims description 5
- 239000003054 catalyst Substances 0.000 claims description 5
- 230000026030 halogenation Effects 0.000 claims description 4
- SYKNUAWMBRIEKB-UHFFFAOYSA-N [Cl].[Br] Chemical compound [Cl].[Br] SYKNUAWMBRIEKB-UHFFFAOYSA-N 0.000 claims description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 description 31
- 239000000460 chlorine Substances 0.000 description 31
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 30
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 18
- 239000000203 mixture Substances 0.000 description 16
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 15
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 description 14
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 10
- 150000001491 aromatic compounds Chemical class 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 6
- 239000004033 plastic Substances 0.000 description 6
- 229920003023 plastic Polymers 0.000 description 6
- ACRQLFSHISNWRY-UHFFFAOYSA-N 1,2,3,4,5-pentabromo-6-phenoxybenzene Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=CC=CC=C1 ACRQLFSHISNWRY-UHFFFAOYSA-N 0.000 description 5
- 238000013459 approach Methods 0.000 description 5
- JPOXNPPZZKNXOV-UHFFFAOYSA-N bromochloromethane Chemical class ClCBr JPOXNPPZZKNXOV-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 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 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000012535 impurity Substances 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 238000007254 oxidation reaction Methods 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 4
- 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 3
- ORYGKUIDIMIRNN-UHFFFAOYSA-N 1,2,3,4-tetrabromo-5-(2,3,4,5-tetrabromophenoxy)benzene Chemical compound BrC1=C(Br)C(Br)=CC(OC=2C(=C(Br)C(Br)=C(Br)C=2)Br)=C1Br ORYGKUIDIMIRNN-UHFFFAOYSA-N 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 229910052742 iron Inorganic materials 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 230000009965 odorless effect Effects 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000002274 desiccant Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- JGJLWPGRMCADHB-UHFFFAOYSA-N hypobromite Inorganic materials Br[O-] JGJLWPGRMCADHB-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- RRWFUWRLNIZICP-UHFFFAOYSA-N 1-bromo-2-phenoxybenzene Chemical compound BrC1=CC=CC=C1OC1=CC=CC=C1 RRWFUWRLNIZICP-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- JMAAROIXNFRYRO-UHFFFAOYSA-N C=1C=CC=CC=1BrC1=CC=CC=C1 Chemical compound C=1C=CC=CC=1BrC1=CC=CC=C1 JMAAROIXNFRYRO-UHFFFAOYSA-N 0.000 description 1
- QWQYHLWBZFGOKF-UHFFFAOYSA-N CC(C)=C.Br.Br Chemical compound CC(C)=C.Br.Br QWQYHLWBZFGOKF-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
- 241000863032 Trieres Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 description 1
- 150000001649 bromium compounds Chemical class 0.000 description 1
- LCVKPRLPIZVVIX-UHFFFAOYSA-N carbonic acid;hydrobromide Chemical compound Br.OC(O)=O LCVKPRLPIZVVIX-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 150000001804 chlorine Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- GYCHYNMREWYSKH-UHFFFAOYSA-L iron(ii) bromide Chemical compound [Fe+2].[Br-].[Br-] GYCHYNMREWYSKH-UHFFFAOYSA-L 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000007096 poisonous effect Effects 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DENDAT991067D DE991067C (enrdf_load_stackoverflow) | 1962-10-06 | ||
| NL122797D NL122797C (enrdf_load_stackoverflow) | 1962-10-06 | ||
| NL298701D NL298701A (enrdf_load_stackoverflow) | 1962-10-06 | ||
| BE638269D BE638269A (enrdf_load_stackoverflow) | 1962-10-06 | ||
| DEC28110A DE1193510B (de) | 1962-10-06 | 1962-10-06 | Verfahren zur Herstellung von Brom-derivaten des Diphenyls, Diphenylaethers, Diphenylphenylaethers oder Di-, Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molkuel |
| DEC29807A DE1197468B (de) | 1962-10-06 | 1963-04-30 | Verfahren zur Herstellung von Bromderivaten des Diphenyls, Diphenylaethers oder Di-,Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molekuel |
| GB37960/63A GB991067A (en) | 1962-10-06 | 1963-09-26 | Method of making bromine derivatives of aromatic compounds |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC28110A DE1193510B (de) | 1962-10-06 | 1962-10-06 | Verfahren zur Herstellung von Brom-derivaten des Diphenyls, Diphenylaethers, Diphenylphenylaethers oder Di-, Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molkuel |
| DEC29807A DE1197468B (de) | 1962-10-06 | 1963-04-30 | Verfahren zur Herstellung von Bromderivaten des Diphenyls, Diphenylaethers oder Di-,Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molekuel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1193510B true DE1193510B (de) | 1965-05-26 |
Family
ID=25969585
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT991067D Active DE991067C (enrdf_load_stackoverflow) | 1962-10-06 | ||
| DEC28110A Pending DE1193510B (de) | 1962-10-06 | 1962-10-06 | Verfahren zur Herstellung von Brom-derivaten des Diphenyls, Diphenylaethers, Diphenylphenylaethers oder Di-, Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molkuel |
| DEC29807A Pending DE1197468B (de) | 1962-10-06 | 1963-04-30 | Verfahren zur Herstellung von Bromderivaten des Diphenyls, Diphenylaethers oder Di-,Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molekuel |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT991067D Active DE991067C (enrdf_load_stackoverflow) | 1962-10-06 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC29807A Pending DE1197468B (de) | 1962-10-06 | 1963-04-30 | Verfahren zur Herstellung von Bromderivaten des Diphenyls, Diphenylaethers oder Di-,Tri- bzw. Tetraphenylmethans mit 4 und mehr Bromatomen je Molekuel |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE638269A (enrdf_load_stackoverflow) |
| DE (3) | DE1193510B (enrdf_load_stackoverflow) |
| GB (1) | GB991067A (enrdf_load_stackoverflow) |
| NL (2) | NL122797C (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1253719B (de) | 1962-12-05 | 1967-11-09 | Kalk Chemische Fabrik Gmbh | Verfahren zur Herstellung von Bromderivaten des Diphenylaethers bzw. der Mischungen aus Diphenylaether und Diphenyl oder Di- bzw. Tri- oder Tetraphenylmethan mit mehr als 3 Bromatomen im Molekuel |
| DE2225587A1 (de) * | 1971-08-27 | 1973-12-06 | Dynamit Nobel Ag | Verfahren zur herstellung von flammwidrigen schichtpresstoffen |
| DE3326343A1 (de) * | 1983-07-21 | 1985-01-31 | Toyo Soda Manufacturing Co., Ltd., Shinnanyo, Yamaguchi | Verfahren zur herstellung von dekabromdiphenylaether |
| FR2584396A1 (fr) * | 1985-07-03 | 1987-01-09 | Atochem | Procede de preparation de derives bromes du diphenylether |
| DE3622236A1 (de) * | 1985-07-03 | 1987-01-15 | Atochem | Verfahren zur herstellung von decabromdiphenylether |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1933486B2 (de) * | 1969-07-02 | 1977-07-07 | Chemische Fabrik Kalk GmbH, 5000 Köln | Verfahren zur herstellung von hexabrombenzol |
| US3714274A (en) * | 1970-06-29 | 1973-01-30 | Hooker Chemical Corp | Process for preparing bromophenyl norbornenes |
| US3711562A (en) * | 1970-06-29 | 1973-01-16 | Hooker Chemical Corp | Process for preparing brominated styrene halocyclopentadiene compounds |
| US3711563A (en) * | 1970-06-29 | 1973-01-16 | Hooker Chemical Corp | Production of halogenated halocyclopentadiene adducts of styrene |
| US5003117A (en) * | 1989-08-03 | 1991-03-26 | Ethyl Corporation | Process for decabromodiphenyl methane |
| US5136107A (en) * | 1990-06-04 | 1992-08-04 | Ethyl Corporation | Process for halogenating aromatic compounds |
| US5401890A (en) * | 1990-07-30 | 1995-03-28 | Albemarle Corporation | Process and apparatus for heat treating halogenated compounds |
| US5124496A (en) * | 1990-11-01 | 1992-06-23 | Ethyl Corporation | Process for decabromodiphenylalkane predominant product |
| US5055235A (en) * | 1990-12-12 | 1991-10-08 | Ethyl Corporation | Bromination process |
| US5324874A (en) * | 1992-05-26 | 1994-06-28 | Ethyl Corporation | Process for a decarbromodiphenylethane predominate product having enhanced whiteness |
| US6518468B1 (en) | 1994-09-16 | 2003-02-11 | Albemarle Corporation | Bromination process |
| DE69826675T2 (de) * | 1997-08-01 | 2006-02-16 | Alfred E. Mann Foundation For Scientific Research, Valenica | Implantierbare einrichtung mit verbesserter anordnung zur ladung der batterie und zur energiezufuhr |
| US6308101B1 (en) | 1998-07-31 | 2001-10-23 | Advanced Bionics Corporation | Fully implantable cochlear implant system |
| US6743825B1 (en) | 2001-08-03 | 2004-06-01 | Albemarle Corporation | Poly(bromoaryl)alkane additives and methods for their preparation and use |
| ATE462681T1 (de) | 2001-12-21 | 2010-04-15 | Chemtura Corp | Verfahren und vorrichtung zur herstellung von decabromdiphenylalkanen |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB491792A (en) * | 1937-03-04 | 1938-09-05 | William Henry Moss | Improvements in or relating to compositions of matter containing film-forming polymeric esters and ethers |
| DE1050742B (de) * | 1959-02-19 | The Dow Chemical Company, Midland, Mich. (V. St. A.) | Kontinuierliches Verfahren zur Herstellung von Alkylenbromiden | |
| FR1270333A (fr) * | 1960-10-13 | 1961-08-25 | Bayer Ag | Procédé de préparation de phénol bromé sur le noyan |
| DE1161547B (de) | 1960-05-28 | 1964-01-23 | Kalk Chemische Fabrik Gmbh | Verfahren zur Herstellung von Bromderivaten des Diphenyls oder des Diphenylaethers, die 4 und mehr g-Atom Brom pro Mol enthalten |
-
0
- NL NL298701D patent/NL298701A/xx unknown
- DE DENDAT991067D patent/DE991067C/de active Active
- BE BE638269D patent/BE638269A/xx unknown
- NL NL122797D patent/NL122797C/xx active
-
1962
- 1962-10-06 DE DEC28110A patent/DE1193510B/de active Pending
-
1963
- 1963-04-30 DE DEC29807A patent/DE1197468B/de active Pending
- 1963-09-26 GB GB37960/63A patent/GB991067A/en not_active Expired
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1050742B (de) * | 1959-02-19 | The Dow Chemical Company, Midland, Mich. (V. St. A.) | Kontinuierliches Verfahren zur Herstellung von Alkylenbromiden | |
| GB491792A (en) * | 1937-03-04 | 1938-09-05 | William Henry Moss | Improvements in or relating to compositions of matter containing film-forming polymeric esters and ethers |
| DE1161547B (de) | 1960-05-28 | 1964-01-23 | Kalk Chemische Fabrik Gmbh | Verfahren zur Herstellung von Bromderivaten des Diphenyls oder des Diphenylaethers, die 4 und mehr g-Atom Brom pro Mol enthalten |
| FR1270333A (fr) * | 1960-10-13 | 1961-08-25 | Bayer Ag | Procédé de préparation de phénol bromé sur le noyan |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1253719B (de) | 1962-12-05 | 1967-11-09 | Kalk Chemische Fabrik Gmbh | Verfahren zur Herstellung von Bromderivaten des Diphenylaethers bzw. der Mischungen aus Diphenylaether und Diphenyl oder Di- bzw. Tri- oder Tetraphenylmethan mit mehr als 3 Bromatomen im Molekuel |
| DE2225587A1 (de) * | 1971-08-27 | 1973-12-06 | Dynamit Nobel Ag | Verfahren zur herstellung von flammwidrigen schichtpresstoffen |
| DE3326343A1 (de) * | 1983-07-21 | 1985-01-31 | Toyo Soda Manufacturing Co., Ltd., Shinnanyo, Yamaguchi | Verfahren zur herstellung von dekabromdiphenylaether |
| DE3326343C2 (de) * | 1983-07-21 | 1987-05-07 | Toyo Soda Manufacturing Co., Ltd., Shinnanyo, Yamaguchi | Verfahren zur Gewinnung von Dekabromdiphenyläther aus einem durch Bromierung von Diphenyläther erhaltenen Reaktionsgemisch |
| FR2584396A1 (fr) * | 1985-07-03 | 1987-01-09 | Atochem | Procede de preparation de derives bromes du diphenylether |
| DE3622236A1 (de) * | 1985-07-03 | 1987-01-15 | Atochem | Verfahren zur herstellung von decabromdiphenylether |
| DE3622224A1 (de) * | 1985-07-03 | 1987-01-15 | Atochem | Verfahren zur herstellung von bromderivaten des diphenylethers |
| US4701564A (en) * | 1985-07-03 | 1987-10-20 | Atochem | Process for the preparation of brominated derivatives of diphenyl ether |
Also Published As
| Publication number | Publication date |
|---|---|
| DE991067C (enrdf_load_stackoverflow) | |
| NL122797C (enrdf_load_stackoverflow) | |
| BE638269A (enrdf_load_stackoverflow) | |
| GB991067A (en) | 1965-05-05 |
| NL298701A (enrdf_load_stackoverflow) | |
| DE1197468B (de) | 1965-07-29 |
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