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FR2391183A1 - Hydroxyalkylphenones et leur application comme photosensibilisateurs - Google Patents

Hydroxyalkylphenones et leur application comme photosensibilisateurs

Info

Publication number
FR2391183A1
FR2391183A1 FR7814247A FR7814247A FR2391183A1 FR 2391183 A1 FR2391183 A1 FR 2391183A1 FR 7814247 A FR7814247 A FR 7814247A FR 7814247 A FR7814247 A FR 7814247A FR 2391183 A1 FR2391183 A1 FR 2391183A1
Authority
FR
France
Prior art keywords
hydroxyalkylphenones
photosensitizers
application
relates
general formula
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.)
Granted
Application number
FR7814247A
Other languages
English (en)
Other versions
FR2391183B1 (fr
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Merck Patent GmbH
Original Assignee
Merck Patent GmbH
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.)
Filing date
Publication date
Application filed by Merck Patent GmbH filed Critical Merck Patent GmbH
Publication of FR2391183A1 publication Critical patent/FR2391183A1/fr
Application granted granted Critical
Publication of FR2391183B1 publication Critical patent/FR2391183B1/fr
Granted legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004—Photosensitive materials
    • G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
    • G03F7/031—Organic compounds not covered by group G03F7/029
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/004—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with organometalhalides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/64—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/80—Ketones containing a keto group bound to a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • 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
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
    • C08F299/04—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters
    • C08F299/0407—Processes of polymerisation
    • C08F299/0421—Polymerisation initiated by wave energy or particle radiation
    • C08F299/0428—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F299/0435—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/07—Aldehydes; Ketones
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • 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
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/17—Amines; Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
    • Y10S430/1055—Radiation sensitive composition or product or process of making
    • Y10S430/114—Initiator containing
    • Y10S430/124—Carbonyl compound containing

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Polymerisation Methods In General (AREA)
  • Paints Or Removers (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

L'invention concerne les photosensibilisateurs. Il s'agit des hydroxyalkylphénones de formule générale :
FR7814247A 1977-05-17 1978-05-12 Hydroxyalkylphenones et leur application comme photosensibilisateurs Granted FR2391183A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2722264A DE2722264C2 (de) 1977-05-17 1977-05-17 Verwendung von substituierten Oxyalkylphenonen als Photosensibilisatoren

Publications (2)

Publication Number Publication Date
FR2391183A1 true FR2391183A1 (fr) 1978-12-15
FR2391183B1 FR2391183B1 (fr) 1983-11-18

Family

ID=6009210

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7814247A Granted FR2391183A1 (fr) 1977-05-17 1978-05-12 Hydroxyalkylphenones et leur application comme photosensibilisateurs

Country Status (15)

Country Link
US (3) US4347111A (fr)
JP (1) JPS6026403B2 (fr)
AT (1) AT368170B (fr)
BE (1) BE867137A (fr)
BR (1) BR7803068A (fr)
CA (1) CA1233931A (fr)
CH (1) CH644772A5 (fr)
DE (1) DE2722264C2 (fr)
DK (1) DK152737C (fr)
ES (1) ES469892A1 (fr)
FR (1) FR2391183A1 (fr)
GB (2) GB1598592A (fr)
IT (1) IT1102750B (fr)
NL (1) NL187684C (fr)
SE (1) SE443788B (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0036075A1 (fr) * 1980-03-15 1981-09-23 MERCK PATENT GmbH Mélanges à base de cétones aromatiques-aliphatiques, leur utilisation comme photoinitiateurs et systèmes photopolymérisables contenant ces mélanges
EP0085305A1 (fr) * 1982-01-30 1983-08-10 MERCK PATENT GmbH Usage d'hydroxyalkylphénones comme photoinitiateurs pour le durcissement de dispersions aqueuses de prépolymères
EP0067698A3 (fr) * 1981-06-15 1983-10-05 Syntex Pharmaceuticals International Limited Alkanones optiquement actives, substituées en position 1 par un groupe aromatique et procédé pour leur préparation
WO1986005777A1 (fr) * 1985-04-03 1986-10-09 MERCK Patent Gesellschaft mit beschränkter Haftung Photo-initiateurs pour la photopolymerisation de systemes insatures
WO2000041990A1 (fr) * 1999-01-12 2000-07-20 Clariant Finance (Bvi) Limited Benzophenones et leur utilisation comme photo-amorceurs
EP3395793A1 (fr) * 2017-04-24 2018-10-31 IGM Group B.V. Procédé de préparation de cétones fonctionnalisées en alpha

Families Citing this family (231)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2722264C2 (de) * 1977-05-17 1984-06-28 Merck Patent Gmbh, 6100 Darmstadt Verwendung von substituierten Oxyalkylphenonen als Photosensibilisatoren
EP0107198B1 (fr) * 1977-12-22 1987-07-08 Ciba-Geigy Ag Application de 2-hydroxy-2-méthyl-(p-chloropropiophénone) en tant que photoinitiateur
EP0003002B1 (fr) * 1977-12-22 1984-06-13 Ciba-Geigy Ag Utilisation de cétones aromatiques-aliphatiques comme photoinitiateurs, systèmes photopolymérisables contenant de telles cétones et cétones aromatiques-aliphatiques
US4351708A (en) 1980-02-29 1982-09-28 Ciba-Geigy Corporation Photochemically or thermally polymerizable mixtures
EP0094347B1 (fr) * 1982-05-07 1985-07-10 Ciba-Geigy Ag Procédé de préparation de 1-hydroxycétones
DE3367033D1 (en) * 1982-06-15 1986-11-20 Ciba Geigy Ag Process for the photopolymerisation of unsaturated compounds
DE3471486D1 (de) * 1983-08-15 1988-06-30 Ciba Geigy Ag Photocurable compositions
US5124212A (en) * 1983-10-26 1992-06-23 Dow Corning Corporation Articles prepared from fast ultraviolet radiation curing silicone composition
US4946874A (en) * 1983-10-26 1990-08-07 Dow Corning Corporation Fast ultraviolet radiation curing silicone composition containing two vinyl polymers
US5162389A (en) * 1983-10-26 1992-11-10 Dow Corning Corporation Fast ultraviolet radiation curing silicone composition having a high refractive index
US4780486A (en) * 1983-10-26 1988-10-25 Dow Corning Corporation Fast ultraviolet radiation curing silicone composition
US5169879A (en) * 1983-10-26 1992-12-08 Dow Corning Corporation Fast ultraviolet radiation curing silicone composition
IT1176018B (it) * 1984-04-12 1987-08-12 Lamberti Flli Spa Chetoni aromatico alifatici polimerici o polimerizzabili adatti all'impiego come fotoiniziatori di polimerizzazione
US4906675A (en) * 1986-02-12 1990-03-06 Mitsui Petrochemical Industries, Ltd. Active energy ray-curable composition
FI863015L (fi) * 1986-07-22 1988-01-23 Petri Porras Akrylat/uretan uv-torkningssystem.
EP0269573B1 (fr) * 1986-11-26 1991-03-27 Ciba-Geigy Ag Mélange photo-initiateur liquide
US4902724A (en) * 1986-12-22 1990-02-20 General Electric Company Photocurable acrylic coating composition
US4902725A (en) * 1986-12-22 1990-02-20 General Electric Company Photocurable acrylic coating composition
MX169697B (es) * 1987-12-28 1993-07-19 Ppg Industries Inc Mejoras a composiciones fraguables por radiacion basadas sobre poliesteres insaturados y compuestos teniendo por lo menos dos grupos de vinil eter
DE3826947A1 (de) * 1988-08-09 1990-02-22 Merck Patent Gmbh Thioxanthonderivate, ihre verwendung als fotoinitiatoren, fotopolymerisierbare bindemittelsysteme sowie verfahren zur herstellung einer strahlungsgehaerteten beschichtung
US5334455A (en) * 1988-08-12 1994-08-02 Stamicarbon B.V. Free-radical curable compositions
US5340653A (en) * 1988-08-12 1994-08-23 Stamicarbon B.V. Free-radical curable compositions comprising vinyl ether and urethane malenate compounds
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EP0036075A1 (fr) * 1980-03-15 1981-09-23 MERCK PATENT GmbH Mélanges à base de cétones aromatiques-aliphatiques, leur utilisation comme photoinitiateurs et systèmes photopolymérisables contenant ces mélanges
EP0067698A3 (fr) * 1981-06-15 1983-10-05 Syntex Pharmaceuticals International Limited Alkanones optiquement actives, substituées en position 1 par un groupe aromatique et procédé pour leur préparation
EP0085305A1 (fr) * 1982-01-30 1983-08-10 MERCK PATENT GmbH Usage d'hydroxyalkylphénones comme photoinitiateurs pour le durcissement de dispersions aqueuses de prépolymères
WO1986005777A1 (fr) * 1985-04-03 1986-10-09 MERCK Patent Gesellschaft mit beschränkter Haftung Photo-initiateurs pour la photopolymerisation de systemes insatures
WO1986005778A1 (fr) * 1985-04-03 1986-10-09 MERCK Patent Gesellschaft mit beschränkter Haftung Photo-initiateurs pour la photopolymerisation de systemes insatures
WO2000041990A1 (fr) * 1999-01-12 2000-07-20 Clariant Finance (Bvi) Limited Benzophenones et leur utilisation comme photo-amorceurs
US6441244B1 (en) 1999-01-12 2002-08-27 Clariant Finance (Bvi) Limited Benzophenones and the use thereof as photoinitiators
EP3395793A1 (fr) * 2017-04-24 2018-10-31 IGM Group B.V. Procédé de préparation de cétones fonctionnalisées en alpha
WO2018197325A1 (fr) * 2017-04-24 2018-11-01 Igm Group B.V. Procédé de préparation de cétones fonctionnalisées en alpha
CN110494414A (zh) * 2017-04-24 2019-11-22 Igm集团私人有限公司 α-官能化酮的制备方法
US12410114B2 (en) 2017-04-24 2025-09-09 Igm Group B.V. Process for the preparation of α-functionalized ketones

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NL187684C (nl) 1991-12-16
CA1233931A (fr) 1988-03-08
BR7803068A (pt) 1979-01-02
GB1598593A (en) 1981-09-23
ES469892A1 (es) 1979-10-01
ATA353078A (de) 1982-01-15
US4721734A (en) 1988-01-26
DK152737B (da) 1988-05-02
JPS53144539A (en) 1978-12-15
BE867137A (nl) 1978-11-17
AT368170B (de) 1982-09-27
CH644772A5 (de) 1984-08-31
DK214978A (da) 1978-11-18
IT7849364A0 (it) 1978-05-15
DE2722264C2 (de) 1984-06-28
JPS6026403B2 (ja) 1985-06-24
DK152737C (da) 1988-10-03
GB1598592A (en) 1981-09-23
US4477681A (en) 1984-10-16
SE7805579L (sv) 1978-11-18
NL7805346A (nl) 1978-11-21
SE443788B (sv) 1986-03-10
US4347111A (en) 1982-08-31
DE2722264A1 (de) 1978-11-23
FR2391183B1 (fr) 1983-11-18
IT1102750B (it) 1985-10-07

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