NO115578B - - Google Patents
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- Publication number
- NO115578B NO115578B NO164462A NO16446266A NO115578B NO 115578 B NO115578 B NO 115578B NO 164462 A NO164462 A NO 164462A NO 16446266 A NO16446266 A NO 16446266A NO 115578 B NO115578 B NO 115578B
- Authority
- NO
- Norway
- Prior art keywords
- reaction
- methylpentenes
- hexenes
- atm
- butenes
- Prior art date
Links
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 61
- LDTAOIUHUHHCMU-UHFFFAOYSA-N 3-methylpent-1-ene Chemical class CCC(C)C=C LDTAOIUHUHHCMU-UHFFFAOYSA-N 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 41
- 239000007795 chemical reaction product Substances 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 125000004836 hexamethylene group Chemical class [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 34
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims description 33
- 239000005977 Ethylene Substances 0.000 claims description 27
- 239000011541 reaction mixture Substances 0.000 claims description 14
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 claims description 11
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 239000003054 catalyst Substances 0.000 description 44
- 150000001336 alkenes Chemical class 0.000 description 35
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 34
- 239000000203 mixture Substances 0.000 description 32
- 239000002904 solvent Substances 0.000 description 32
- 239000000047 product Substances 0.000 description 25
- 230000035484 reaction time Effects 0.000 description 24
- 239000000178 monomer Substances 0.000 description 20
- 239000002879 Lewis base Substances 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 12
- 150000007527 lewis bases Chemical class 0.000 description 12
- 238000002474 experimental method Methods 0.000 description 11
- 239000002841 Lewis acid Substances 0.000 description 8
- 238000004821 distillation Methods 0.000 description 8
- 150000007517 lewis acids Chemical class 0.000 description 8
- 150000001875 compounds Chemical class 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 7
- IAQRGUVFOMOMEM-ONEGZZNKSA-N trans-but-2-ene Chemical compound C\C=C\C IAQRGUVFOMOMEM-ONEGZZNKSA-N 0.000 description 7
- 229910021586 Nickel(II) chloride Inorganic materials 0.000 description 6
- QMMRZOWCJAIUJA-UHFFFAOYSA-L nickel dichloride Chemical compound Cl[Ni]Cl QMMRZOWCJAIUJA-UHFFFAOYSA-L 0.000 description 6
- 238000004508 fractional distillation Methods 0.000 description 5
- 238000000926 separation method Methods 0.000 description 5
- 229910000831 Steel Inorganic materials 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 230000003197 catalytic effect Effects 0.000 description 4
- 239000012299 nitrogen atmosphere Substances 0.000 description 4
- 239000010959 steel Substances 0.000 description 4
- WLPUWLXVBWGYMZ-UHFFFAOYSA-N tricyclohexylphosphine Chemical compound C1CCCCC1P(C1CCCCC1)C1CCCCC1 WLPUWLXVBWGYMZ-UHFFFAOYSA-N 0.000 description 4
- LIKMAJRDDDTEIG-UHFFFAOYSA-N 1-hexene Chemical compound CCCCC=C LIKMAJRDDDTEIG-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229910021585 Nickel(II) bromide Inorganic materials 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 238000006317 isomerization reaction Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000003760 magnetic stirring Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- POILWHVDKZOXJZ-ARJAWSKDSA-M (z)-4-oxopent-2-en-2-olate Chemical compound C\C([O-])=C\C(C)=O POILWHVDKZOXJZ-ARJAWSKDSA-M 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 241001481828 Glyptocephalus cynoglossus Species 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 150000005673 monoalkenes Chemical class 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- IPLJNQFXJUCRNH-UHFFFAOYSA-L nickel(2+);dibromide Chemical compound [Ni+2].[Br-].[Br-] IPLJNQFXJUCRNH-UHFFFAOYSA-L 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 239000005725 8-Hydroxyquinoline Substances 0.000 description 1
- 241000208680 Hamamelis mollis Species 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 239000012300 argon atmosphere Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- XLJKHNWPARRRJB-UHFFFAOYSA-N cobalt(2+) Chemical compound [Co+2] XLJKHNWPARRRJB-UHFFFAOYSA-N 0.000 description 1
- 238000001944 continuous distillation Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- UAIZDWNSWGTKFZ-UHFFFAOYSA-L ethylaluminum(2+);dichloride Chemical compound CC[Al](Cl)Cl UAIZDWNSWGTKFZ-UHFFFAOYSA-L 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004820 halides Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000003446 ligand Substances 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
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000007522 mineralic acids Chemical group 0.000 description 1
- 150000002816 nickel compounds Chemical class 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229960003540 oxyquinoline Drugs 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical group 0.000 description 1
- TUQOTMZNTHZOKS-UHFFFAOYSA-N tributylphosphine Chemical compound CCCCP(CCCC)CCCC TUQOTMZNTHZOKS-UHFFFAOYSA-N 0.000 description 1
- IGNTWNVBGLNYDV-UHFFFAOYSA-N triisopropylphosphine Chemical compound CC(C)P(C(C)C)C(C)C IGNTWNVBGLNYDV-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229940118846 witch hazel Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/30—Catalytic processes with hydrides or organic compounds containing metal-to-carbon bond; Metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/36—Catalytic processes with hydrides or organic compounds as phosphines, arsines, stilbines or bismuthines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/24—Phosphines
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO164462A NO115578B (nl) | 1966-08-26 | 1966-08-26 | |
| IL28455A IL28455A (en) | 1966-08-26 | 1967-08-04 | Process for the production of 3-methylpentenes from ethene |
| CH1116967A CH490294A (de) | 1966-08-26 | 1967-08-08 | Verfahren zur Herstellung von 3-Methylpentenen |
| LU54268D LU54268A1 (nl) | 1966-08-26 | 1967-08-08 | |
| GB37198/67A GB1189160A (en) | 1966-08-26 | 1967-08-14 | Process for the Production of Hexenes having a 3-Methyl Pentane Skeleton |
| AT747367A AT284073B (de) | 1966-04-15 | 1967-08-14 | Verfahren zur Herstellung von 3-Methylpentenen aus Äthylen |
| US661004A US3558736A (en) | 1966-08-26 | 1967-08-16 | Process for the production of 3-methyl pentenes from ethene |
| FI672220A FI48722C (fi) | 1966-08-26 | 1967-08-18 | Menetelmä 3-metyylipenteenien valmistamiseksi. |
| BE702882D BE702882A (nl) | 1966-08-26 | 1967-08-21 | |
| DE19671618940 DE1618940A1 (de) | 1966-08-26 | 1967-08-23 | Verfahren zur Herstellung von 3-Methylpentenen aus AEthylen |
| SE11858/67A SE353076B (nl) | 1966-08-26 | 1967-08-24 | |
| JP42054299A JPS4843482B1 (nl) | 1966-08-26 | 1967-08-25 | |
| ES344438A ES344438A1 (es) | 1966-08-26 | 1967-08-25 | Procedimiento para la preparacion de 3-metilpenteno. |
| NL6711717A NL6711717A (nl) | 1966-08-26 | 1967-08-25 | |
| FR119096A FR1535201A (fr) | 1966-08-26 | 1967-08-25 | Procédé de préparation de 3-méthylpentène à partir de l'éthène |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NO164462A NO115578B (nl) | 1966-08-26 | 1966-08-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO115578B true NO115578B (nl) | 1968-10-28 |
Family
ID=19909684
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO164462A NO115578B (nl) | 1966-04-15 | 1966-08-26 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3558736A (nl) |
| JP (1) | JPS4843482B1 (nl) |
| BE (1) | BE702882A (nl) |
| CH (1) | CH490294A (nl) |
| DE (1) | DE1618940A1 (nl) |
| ES (1) | ES344438A1 (nl) |
| FI (1) | FI48722C (nl) |
| GB (1) | GB1189160A (nl) |
| IL (1) | IL28455A (nl) |
| LU (1) | LU54268A1 (nl) |
| NL (1) | NL6711717A (nl) |
| NO (1) | NO115578B (nl) |
| SE (1) | SE353076B (nl) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2029183A5 (nl) * | 1969-01-16 | 1970-10-16 | Aquitaine Petrole | |
| US3760027A (en) * | 1969-10-07 | 1973-09-18 | Phillips Petroleum Co | Amide-nickel salt complexes used as olefin oligomerization catalyst |
| US3676523A (en) * | 1971-07-16 | 1972-07-11 | Shell Oil Co | Alpha-olefin production |
| US3686351A (en) * | 1971-07-16 | 1972-08-22 | Shell Oil Co | Alpha-olefin production |
| CA995257A (en) * | 1971-07-16 | 1976-08-17 | Shell Canada Limited | Alpha-olefin production |
| US4020121A (en) * | 1975-12-15 | 1977-04-26 | Shell Oil Company | Oligomerization reaction system |
| IT1081628B (it) * | 1977-07-27 | 1985-05-21 | Snam Progetti | Processo per la idrogenazione di substrati aromatici e mezzi adatti allo scopo |
| US6956262B1 (en) | 2001-12-21 | 2005-10-18 | Synopsys Inc. | Charge trapping pull up element |
| US7453083B2 (en) * | 2001-12-21 | 2008-11-18 | Synopsys, Inc. | Negative differential resistance field effect transistor for implementing a pull up element in a memory cell |
| US6795337B2 (en) * | 2002-06-28 | 2004-09-21 | Progressant Technologies, Inc. | Negative differential resistance (NDR) elements and memory device using the same |
| US6853035B1 (en) * | 2002-06-28 | 2005-02-08 | Synopsys, Inc. | Negative differential resistance (NDR) memory device with reduced soft error rate |
| US6806117B2 (en) * | 2002-12-09 | 2004-10-19 | Progressant Technologies, Inc. | Methods of testing/stressing a charge trapping device |
| CN105056943B (zh) * | 2015-08-07 | 2017-11-24 | 郑州大学 | 一种苯选择加氢制环己烯用催化剂的生产系统及制备方法 |
-
1966
- 1966-08-26 NO NO164462A patent/NO115578B/no unknown
-
1967
- 1967-08-04 IL IL28455A patent/IL28455A/xx unknown
- 1967-08-08 CH CH1116967A patent/CH490294A/de unknown
- 1967-08-08 LU LU54268D patent/LU54268A1/xx unknown
- 1967-08-14 GB GB37198/67A patent/GB1189160A/en not_active Expired
- 1967-08-16 US US661004A patent/US3558736A/en not_active Expired - Lifetime
- 1967-08-18 FI FI672220A patent/FI48722C/fi active
- 1967-08-21 BE BE702882D patent/BE702882A/xx unknown
- 1967-08-23 DE DE19671618940 patent/DE1618940A1/de active Pending
- 1967-08-24 SE SE11858/67A patent/SE353076B/xx unknown
- 1967-08-25 NL NL6711717A patent/NL6711717A/xx unknown
- 1967-08-25 ES ES344438A patent/ES344438A1/es not_active Expired
- 1967-08-25 JP JP42054299A patent/JPS4843482B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| LU54268A1 (nl) | 1967-10-09 |
| CH490294A (de) | 1970-05-15 |
| JPS4843482B1 (nl) | 1973-12-19 |
| FI48722C (fi) | 1974-12-10 |
| NL6711717A (nl) | 1968-02-27 |
| SE353076B (nl) | 1973-01-22 |
| DE1618940A1 (de) | 1969-08-21 |
| FI48722B (nl) | 1974-09-02 |
| BE702882A (nl) | 1968-01-15 |
| ES344438A1 (es) | 1968-10-16 |
| GB1189160A (en) | 1970-04-22 |
| US3558736A (en) | 1971-01-26 |
| IL28455A (en) | 1971-07-28 |
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