DD149219A5 - Verfahren zur herstellung von diorganomagnesiumverbindungen - Google Patents
Verfahren zur herstellung von diorganomagnesiumverbindungen Download PDFInfo
- Publication number
- DD149219A5 DD149219A5 DD80219136A DD21913680A DD149219A5 DD 149219 A5 DD149219 A5 DD 149219A5 DD 80219136 A DD80219136 A DD 80219136A DD 21913680 A DD21913680 A DD 21913680A DD 149219 A5 DD149219 A5 DD 149219A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- magnesium
- item
- hydride
- process according
- items
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 23
- 238000004519 manufacturing process Methods 0.000 title 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 51
- 239000011777 magnesium Substances 0.000 claims abstract description 33
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims abstract description 32
- 238000000034 method Methods 0.000 claims abstract description 26
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 25
- 239000003054 catalyst Substances 0.000 claims abstract description 23
- 229910012375 magnesium hydride Inorganic materials 0.000 claims abstract description 21
- 150000001336 alkenes Chemical class 0.000 claims abstract description 19
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000012190 activator Substances 0.000 claims abstract description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 7
- 150000002902 organometallic compounds Chemical class 0.000 claims abstract description 7
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 229910052723 transition metal Inorganic materials 0.000 claims abstract description 7
- 150000003624 transition metals Chemical class 0.000 claims abstract description 7
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims abstract description 6
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000003512 tertiary amines Chemical class 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 5
- 229910052751 metal Inorganic materials 0.000 claims abstract description 5
- 239000002184 metal Substances 0.000 claims abstract description 5
- 150000002739 metals Chemical class 0.000 claims abstract description 5
- 230000000737 periodic effect Effects 0.000 claims abstract description 5
- 150000004678 hydrides Chemical class 0.000 claims abstract description 4
- XBDYBAVJXHJMNQ-UHFFFAOYSA-N Tetrahydroanthracene Natural products C1=CC=C2C=C(CCCC3)C3=CC2=C1 XBDYBAVJXHJMNQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- SLIUAWYAILUBJU-UHFFFAOYSA-N pentacene Chemical compound C1=CC=CC2=CC3=CC4=CC5=CC=CC=C5C=C4C=C3C=C21 SLIUAWYAILUBJU-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims abstract description 3
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims abstract description 3
- 125000003367 polycyclic group Chemical group 0.000 claims abstract description 3
- 150000003222 pyridines Chemical group 0.000 claims abstract description 3
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 claims abstract description 3
- 101000588924 Anthopleura elegantissima Delta-actitoxin-Ael1a Proteins 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 3
- 150000003623 transition metal compounds Chemical class 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 229910052987 metal hydride Inorganic materials 0.000 claims description 2
- 150000004681 metal hydrides Chemical class 0.000 claims description 2
- 125000002524 organometallic group Chemical group 0.000 claims 1
- 239000002685 polymerization catalyst Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 description 25
- 239000000725 suspension Substances 0.000 description 16
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 14
- 239000005977 Ethylene Substances 0.000 description 14
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 12
- RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 10
- 239000011521 glass Substances 0.000 description 7
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 238000009835 boiling Methods 0.000 description 5
- DLPASUVGCQPFFO-UHFFFAOYSA-N magnesium;ethane Chemical compound [Mg+2].[CH2-]C.[CH2-]C DLPASUVGCQPFFO-UHFFFAOYSA-N 0.000 description 5
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- GRJWDJVTZAUGDZ-UHFFFAOYSA-N anthracene;magnesium Chemical compound [Mg].C1=CC=CC2=CC3=CC=CC=C3C=C21 GRJWDJVTZAUGDZ-UHFFFAOYSA-N 0.000 description 4
- 238000005984 hydrogenation reaction Methods 0.000 description 4
- 238000004949 mass spectrometry Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000001632 acidimetric titration Methods 0.000 description 3
- 238000013459 approach Methods 0.000 description 3
- 238000002474 experimental method Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- -1 lithium aluminum hydride Chemical compound 0.000 description 3
- IUYHWZFSGMZEOG-UHFFFAOYSA-M magnesium;propane;chloride Chemical group [Mg+2].[Cl-].C[CH-]C IUYHWZFSGMZEOG-UHFFFAOYSA-M 0.000 description 3
- TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 229910052804 chromium Inorganic materials 0.000 description 2
- 239000011651 chromium Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 150000002901 organomagnesium compounds Chemical class 0.000 description 2
- 238000012721 stereospecific polymerization Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000002879 Lewis base Substances 0.000 description 1
- 229910010082 LiAlH Inorganic materials 0.000 description 1
- 240000000233 Melia azedarach Species 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 229910007926 ZrCl Inorganic materials 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 150000002013 dioxins Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 210000003041 ligament Anatomy 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 150000002681 magnesium compounds Chemical class 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000006454 non catalyzed reaction Methods 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 125000001979 organolithium group Chemical group 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/02—Magnesium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0131479A AT369012B (de) | 1979-02-20 | 1979-02-20 | Verfahren zur herstellung von diorganomagnesium- verbindungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD149219A5 true DD149219A5 (de) | 1981-07-01 |
Family
ID=3511211
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD80219136A DD149219A5 (de) | 1979-02-20 | 1980-02-19 | Verfahren zur herstellung von diorganomagnesiumverbindungen |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4329301A (es) |
| EP (1) | EP0014983B1 (es) |
| JP (1) | JPS55115890A (es) |
| AT (1) | AT369012B (es) |
| AU (1) | AU534488B2 (es) |
| BR (1) | BR8000970A (es) |
| CA (1) | CA1135273A (es) |
| DD (1) | DD149219A5 (es) |
| DE (1) | DE3065967D1 (es) |
| DK (1) | DK69680A (es) |
| ES (1) | ES488709A0 (es) |
| IE (1) | IE49514B1 (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3205550A1 (de) * | 1982-02-17 | 1983-08-25 | Studiengesellschaft Kohle mbH, 4330 Mülheim | Herstellung von uebergangsmetallkomplexen |
| US4447369A (en) * | 1982-04-16 | 1984-05-08 | Ethyl Corporation | Organomagnesium compounds |
| US7205265B2 (en) * | 1990-11-05 | 2007-04-17 | Ekc Technology, Inc. | Cleaning compositions and methods of use thereof |
| DE4116382C1 (es) * | 1991-05-18 | 1992-06-11 | Th. Goldschmidt Ag, 4300 Essen, De | |
| DE19757499A1 (de) * | 1997-12-23 | 1999-06-24 | Studiengesellschaft Kohle Mbh | Verfahren zur Synthese von Organomagnesium-Verbindungen unter Einsatz von Katalysatoren |
| US9499880B2 (en) * | 2015-03-06 | 2016-11-22 | Battelle Memorial Institute | System and process for production of magnesium metal and magnesium hydride from magnesium-containing salts and brines |
| MA41837A (fr) | 2015-04-02 | 2018-02-06 | Albemarle Germany Gmbh | Procédé de production de composés organométalliques |
| KR102557065B1 (ko) | 2015-04-02 | 2023-07-18 | 알베마를 저머니 게엠베하 | 고 반응성 금속 수소화물, 이들의 제조 방법 및 용도 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2959625A (en) * | 1959-01-12 | 1960-11-08 | Ethyl Corp | Manufacture of alkyl magnesium compounds |
| US2985692A (en) * | 1959-01-27 | 1961-05-23 | Ethyl Corp | Manufacture of alkyl magnesium compounds |
| US3354190A (en) * | 1965-01-04 | 1967-11-21 | Exxon Research Engineering Co | Magnesium and tin derivatives of fusedring hydrocarbons and the preparation thereof |
| US3388179A (en) * | 1965-01-04 | 1968-06-11 | Exxon Research Engineering Co | Organomagnesium addition compounds, process therefor, and derivatives thereof |
| US3706809A (en) * | 1970-09-17 | 1972-12-19 | Takasago Perfumery Co Ltd | Process for preparing highly reactive organo-magnesium compounds |
| DE2804445A1 (de) * | 1978-02-02 | 1979-08-09 | Studiengesellschaft Kohle Mbh | Verfahren zur herstellung von magnesiumhydriden |
-
1979
- 1979-02-20 AT AT0131479A patent/AT369012B/de not_active IP Right Cessation
-
1980
- 1980-02-15 BR BR8000970A patent/BR8000970A/pt unknown
- 1980-02-18 ES ES488709A patent/ES488709A0/es active Granted
- 1980-02-18 IE IE308/80A patent/IE49514B1/en not_active IP Right Cessation
- 1980-02-18 DK DK69680A patent/DK69680A/da not_active Application Discontinuation
- 1980-02-18 EP EP80100809A patent/EP0014983B1/de not_active Expired
- 1980-02-18 DE DE8080100809T patent/DE3065967D1/de not_active Expired
- 1980-02-18 CA CA000345873A patent/CA1135273A/en not_active Expired
- 1980-02-19 AU AU55680/80A patent/AU534488B2/en not_active Ceased
- 1980-02-19 DD DD80219136A patent/DD149219A5/de not_active IP Right Cessation
- 1980-02-19 JP JP2037780A patent/JPS55115890A/ja active Granted
- 1980-02-21 US US06/123,157 patent/US4329301A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CA1135273A (en) | 1982-11-09 |
| EP0014983A2 (de) | 1980-09-03 |
| ATA131479A (de) | 1982-04-15 |
| JPS639518B2 (es) | 1988-02-29 |
| US4329301A (en) | 1982-05-11 |
| BR8000970A (pt) | 1980-10-29 |
| JPS55115890A (en) | 1980-09-06 |
| DE3065967D1 (en) | 1984-02-02 |
| ES8103106A1 (es) | 1981-02-16 |
| EP0014983A3 (en) | 1980-09-17 |
| IE800308L (en) | 1980-08-20 |
| AU534488B2 (en) | 1984-02-02 |
| EP0014983B1 (de) | 1983-12-28 |
| ES488709A0 (es) | 1981-02-16 |
| IE49514B1 (en) | 1985-10-16 |
| AU5568080A (en) | 1980-08-28 |
| DK69680A (da) | 1980-08-21 |
| AT369012B (de) | 1982-11-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ENJ | Ceased due to non-payment of renewal fee |