CA1114984A - Manufacture of styrene polymers which have been modified to improve their impact strength - Google Patents
Manufacture of styrene polymers which have been modified to improve their impact strengthInfo
- Publication number
- CA1114984A CA1114984A CA273,939A CA273939A CA1114984A CA 1114984 A CA1114984 A CA 1114984A CA 273939 A CA273939 A CA 273939A CA 1114984 A CA1114984 A CA 1114984A
- Authority
- CA
- Canada
- Prior art keywords
- styrene
- rubber
- polymerization
- weight
- shearing
- 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.)
- Expired
Links
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims abstract description 222
- 229920000642 polymer Polymers 0.000 title claims abstract description 32
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 10
- 229920001971 elastomer Polymers 0.000 claims abstract description 109
- 239000005060 rubber Substances 0.000 claims abstract description 90
- 239000004793 Polystyrene Substances 0.000 claims abstract description 75
- 229920002223 polystyrene Polymers 0.000 claims abstract description 65
- 238000000034 method Methods 0.000 claims abstract description 52
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 47
- 230000008569 process Effects 0.000 claims abstract description 44
- 238000006243 chemical reaction Methods 0.000 claims abstract description 38
- 239000002245 particle Substances 0.000 claims abstract description 37
- 238000010008 shearing Methods 0.000 claims abstract description 24
- 239000000203 mixture Substances 0.000 claims abstract description 22
- 239000000470 constituent Substances 0.000 claims abstract description 20
- 239000000806 elastomer Substances 0.000 claims abstract description 19
- 238000009826 distribution Methods 0.000 claims abstract description 9
- 239000003701 inert diluent Substances 0.000 claims abstract description 9
- 239000007900 aqueous suspension Substances 0.000 claims abstract description 7
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 3
- 150000001993 dienes Chemical class 0.000 claims description 10
- 239000003999 initiator Substances 0.000 claims description 10
- 229920001519 homopolymer Polymers 0.000 claims description 9
- 150000003254 radicals Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 230000006872 improvement Effects 0.000 claims description 2
- 238000004806 packaging method and process Methods 0.000 abstract description 2
- 239000000306 component Substances 0.000 description 59
- 239000012071 phase Substances 0.000 description 52
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
- 229920001400 block copolymer Polymers 0.000 description 25
- 239000005062 Polybutadiene Substances 0.000 description 21
- 229920002857 polybutadiene Polymers 0.000 description 20
- 229920000578 graft copolymer Polymers 0.000 description 18
- 239000007787 solid Substances 0.000 description 17
- 230000000052 comparative effect Effects 0.000 description 16
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 9
- 229920001577 copolymer Polymers 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 239000008346 aqueous phase Substances 0.000 description 8
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 7
- 239000000178 monomer Substances 0.000 description 6
- 230000007704 transition Effects 0.000 description 6
- 239000004342 Benzoyl peroxide Substances 0.000 description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 4
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 description 4
- 238000012662 bulk polymerization Methods 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000002480 mineral oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000010557 suspension polymerization reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- -1 alkyl peroxides Chemical class 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 229920003052 natural elastomer Polymers 0.000 description 2
- 229920001194 natural rubber Polymers 0.000 description 2
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- HGTUJZTUQFXBIH-UHFFFAOYSA-N (2,3-dimethyl-3-phenylbutan-2-yl)benzene Chemical group C=1C=CC=CC=1C(C)(C)C(C)(C)C1=CC=CC=C1 HGTUJZTUQFXBIH-UHFFFAOYSA-N 0.000 description 1
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- 238000012935 Averaging Methods 0.000 description 1
- 101100387923 Caenorhabditis elegans dos-1 gene Proteins 0.000 description 1
- 229920002943 EPDM rubber Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 101100168117 Neurospora crassa (strain ATCC 24698 / 74-OR23-1A / CBS 708.71 / DSM 1257 / FGSC 987) con-8 gene Proteins 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000004978 peroxycarbonates Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F279/00—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00
- C08F279/02—Macromolecular compounds obtained by polymerising monomers on to polymers of monomers having two or more carbon-to-carbon double bonds as defined in group C08F36/00 on to polymers of conjugated dienes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2613352A DE2613352B2 (de) | 1976-03-29 | 1976-03-29 | Verfahren zur Herstellung von schlagfest modifizierten Styrolpolymerisaten |
| DEP2613352.8 | 1976-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1114984A true CA1114984A (en) | 1981-12-22 |
Family
ID=5973755
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA273,939A Expired CA1114984A (en) | 1976-03-29 | 1977-03-14 | Manufacture of styrene polymers which have been modified to improve their impact strength |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4282334A (en:Method) |
| JP (1) | JPS6057443B2 (en:Method) |
| BE (1) | BE852793A (en:Method) |
| CA (1) | CA1114984A (en:Method) |
| DE (1) | DE2613352B2 (en:Method) |
| ES (1) | ES457263A1 (en:Method) |
| FR (1) | FR2346381A1 (en:Method) |
| GB (1) | GB1576772A (en:Method) |
| GR (1) | GR65690B (en:Method) |
| IT (1) | IT1081354B (en:Method) |
| NL (1) | NL7703199A (en:Method) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES8103120A1 (es) * | 1979-03-07 | 1981-02-16 | Monsanto Co | Un procedimiento mejorado para la polimerizacion continua enmasa de una solucion que comprende un monomero alquenilaro- matico que tiene un caucho dienico disuelto. |
| JPS5919576B2 (ja) * | 1979-11-01 | 1984-05-07 | 三井東圧化学株式会社 | ゴム変性スチレン系樹脂の製造方法 |
| DE3018643C2 (de) * | 1980-05-16 | 1982-07-08 | Chemische Werke Hüls AG, 4370 Marl | Verfahren zur Herstellung von schlagfest modifizierten Styrolpolymerisaten |
| DE3023721A1 (de) | 1980-06-25 | 1982-01-21 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von mit kautschuk modifizierten polymerisaten von vinylaromaten |
| DE3032260A1 (de) * | 1980-08-27 | 1982-04-08 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von mit kautschuk modifizierten polymerisaten von vinylaromaten, verwendung derselben zum spritzgiessen sowie formteile aus diesen polymerisaten |
| JPS5796006A (en) * | 1980-12-05 | 1982-06-15 | Mitsui Toatsu Chem Inc | Production of rubber-modified styrene resin |
| DE3047293A1 (de) * | 1980-12-16 | 1982-07-29 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von abs-polymerisaten, verwendung derselben, sowie formteile aus diesen |
| DE3409656A1 (de) * | 1984-03-16 | 1985-09-19 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von mit kautschuk schlagfest modifiziertem, transluzentem polystyrol |
| AU557626B2 (en) * | 1984-05-21 | 1986-12-24 | Dow Chemical Company, The | Improved impact-modified monovinylidene aromatic polymer injection molding resins |
| US4594391A (en) * | 1984-05-21 | 1986-06-10 | The Dow Chemical Company | Impact-modified monovinylidene aromatic polymer injection molding resins |
| DE3611705A1 (de) * | 1986-04-08 | 1987-10-22 | Basf Ag | Verfahren zur herstellung von schlagfestem poly(alkyl)styrol |
| DE3611704A1 (de) * | 1986-04-08 | 1987-10-22 | Basf Ag | Verfahren zur herstellung von schlagfestem poly(alkyl)styrol |
| US4839418A (en) * | 1988-01-05 | 1989-06-13 | Basf Aktiengesellschaft | Thermoplastic molding materials and their preparation |
| JPH0714990B2 (ja) * | 1990-03-02 | 1995-02-22 | 新日鐵化学株式会社 | ゴム変性スチレン系樹脂の製造法 |
| DE4030352A1 (de) * | 1990-09-26 | 1992-04-02 | Basf Ag | Verfahren zur herstellung von abs-formmassen |
| JP3345921B2 (ja) * | 1992-09-30 | 2002-11-18 | 日本ゼオン株式会社 | 耐衝撃性ポリスチレン系樹脂及びその製造方法 |
| DE4416861A1 (de) * | 1994-05-13 | 1995-11-16 | Basf Ag | Expandierbare Styrolpolymerisate |
| US5661191A (en) * | 1995-01-13 | 1997-08-26 | Mitsubishi Chemical Basf Company Limited | Expandable rubber-modified styrene resin beads, expanded beads thereof, and expanded molded articles obtained therefrom |
| US5637646A (en) * | 1995-12-14 | 1997-06-10 | Minnesota Mining And Manufacturing Company | Bulk radical polymerization using a batch reactor |
| DE19614293A1 (de) * | 1996-04-11 | 1997-10-16 | Basf Ag | Kontinuierliches Verfahren zur Herstellung thermoplastischer Formmassen |
| US5985997A (en) * | 1997-05-23 | 1999-11-16 | Chevron Chemical Company | In situ process for making a bimodal HIPS having both high gloss and high impact strength |
| US6221987B1 (en) * | 1998-04-17 | 2001-04-24 | Asahi Glass Company Ltd. | Method for producing a fluorine-containing polymer |
| SG79291A1 (en) * | 1998-11-20 | 2001-03-20 | Daicel Chem | Rubber-containing styrenic resin and process for producing the same |
| JP2001240637A (ja) | 2000-02-25 | 2001-09-04 | Nippon Zeon Co Ltd | ブロック共重合ゴム、樹脂改質剤および樹脂組成物並びに樹脂組成物の製造方法 |
| JP4017994B2 (ja) | 2003-02-04 | 2007-12-05 | テクノポリマー株式会社 | レーザー溶着用成形材料及び成形品 |
| EP1607436B2 (en) † | 2003-03-25 | 2019-06-12 | Sekisui Plastics Co., Ltd. | Expandable resin beads of styrene-modified linear low-density polyethylene |
| US8258083B2 (en) * | 2004-12-30 | 2012-09-04 | Sun Drilling Products Corporation | Method for the fracture stimulation of a subterranean formation having a wellbore by using impact-modified thermoset polymer nanocomposite particles as proppants |
| US20070299209A1 (en) * | 2006-06-21 | 2007-12-27 | Sosa Jose M | Methods for production of high impact polystyrene |
| AR096841A1 (es) * | 2014-07-07 | 2016-02-03 | Sotro Financial Inc | Nanocompuestos sintéticos en forma de micropartículas, proceso para su producción, agentes de sostén y fluidos de fractura para procesos de extracción de gas y petróleo |
| IT201600079947A1 (it) | 2016-07-29 | 2018-01-29 | Versalis Spa | Composizione polimerica espandibile contentente copolimeri etilen-vinilacetato |
| US12071571B2 (en) | 2020-08-31 | 2024-08-27 | Ineos Styrolution Group Gmbh | Sealable multilayer film of styrene polymers with improved organoleptic properties |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3243481A (en) * | 1962-01-08 | 1966-03-29 | Dow Chemical Co | Process for making graft copolymers of vinyl aromatic compounds and stereospecific rubbers |
| GB1005681A (en) * | 1962-04-04 | 1965-09-29 | Monsanto Co | Process for polymerizing a rubber-monomer solution |
| DE1595203A1 (de) * | 1963-08-14 | 1970-04-16 | Rexall Drug Chemical | Pfropfpolymerisationsverfahren |
| FR1526993A (fr) * | 1966-02-08 | 1968-05-31 | Toyo Rayon Co Ltd | Composition thermoplastique transparente à résistance au choc élevée |
| US3660535A (en) * | 1970-09-23 | 1972-05-02 | Dow Chemical Co | Process for the production of alkenyl aromatic polymers containing a reinforcing polymer therein |
| JPS5229353B2 (en:Method) * | 1972-05-04 | 1977-08-01 | ||
| GB1422208A (en) * | 1972-08-23 | 1976-01-21 | Gen Electric | Polyphenylene ether compositions apparatus for continuous hydrogenation |
| US3903202A (en) * | 1973-09-19 | 1975-09-02 | Monsanto Co | Continuous mass polymerization process for polyblends |
-
1976
- 1976-03-29 DE DE2613352A patent/DE2613352B2/de not_active Ceased
-
1977
- 1977-02-14 GR GR52777A patent/GR65690B/el unknown
- 1977-03-07 IT IT21012/77A patent/IT1081354B/it active
- 1977-03-14 CA CA273,939A patent/CA1114984A/en not_active Expired
- 1977-03-22 FR FR7708471A patent/FR2346381A1/fr active Granted
- 1977-03-23 BE BE176045A patent/BE852793A/xx not_active IP Right Cessation
- 1977-03-24 NL NL7703199A patent/NL7703199A/xx not_active Application Discontinuation
- 1977-03-28 GB GB12880/77A patent/GB1576772A/en not_active Expired
- 1977-03-28 ES ES457263A patent/ES457263A1/es not_active Expired
- 1977-03-29 JP JP52034074A patent/JPS6057443B2/ja not_active Expired
-
1979
- 1979-11-27 US US06/097,815 patent/US4282334A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GB1576772A (en) | 1980-10-15 |
| DE2613352A1 (de) | 1977-10-06 |
| ES457263A1 (es) | 1978-02-01 |
| NL7703199A (nl) | 1977-10-03 |
| DE2613352B2 (de) | 1980-08-07 |
| GR65690B (en) | 1980-10-20 |
| FR2346381B1 (en:Method) | 1983-06-03 |
| JPS52117990A (en) | 1977-10-03 |
| BE852793A (fr) | 1977-09-23 |
| US4282334A (en) | 1981-08-04 |
| FR2346381A1 (fr) | 1977-10-28 |
| JPS6057443B2 (ja) | 1985-12-14 |
| IT1081354B (it) | 1985-05-21 |
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