GB1159368A - Substituted Phenols - Google Patents

Substituted Phenols

Info

Publication number
GB1159368A
GB1159368A GB3700166A GB3700166A GB1159368A GB 1159368 A GB1159368 A GB 1159368A GB 3700166 A GB3700166 A GB 3700166A GB 3700166 A GB3700166 A GB 3700166A GB 1159368 A GB1159368 A GB 1159368A
Authority
GB
United Kingdom
Prior art keywords
phenol
polymer
mole
reacted
reacting
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
Application number
GB3700166A
Other languages
English (en)
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.)
Standard Oil Co
Original Assignee
Standard Oil Co
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 Standard Oil Co filed Critical Standard Oil Co
Publication of GB1159368A publication Critical patent/GB1159368A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • C10M159/20—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products
    • C10M159/22—Reaction mixtures having an excess of neutralising base, e.g. so-called overbasic or highly basic products containing phenol radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
    • 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
    • C08F8/00—Chemical modification by after-treatment
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/123—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/133—Hydroxy compounds containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02—Hydroxy compounds
    • C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/027—Neutral salts thereof
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/042—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds between the nitrogen-containing monomer and an aldehyde or ketone
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/043—Mannich bases

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
GB3700166A 1965-09-02 1966-08-18 Substituted Phenols Expired GB1159368A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US48475865A 1965-09-02 1965-09-02

Publications (1)

Publication Number Publication Date
GB1159368A true GB1159368A (en) 1969-07-23

Family

ID=23925484

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3700166A Expired GB1159368A (en) 1965-09-02 1966-08-18 Substituted Phenols

Country Status (5)

Country Link
BE (1) BE686187A (de)
DE (1) DE1645470A1 (de)
GB (1) GB1159368A (de)
LU (1) LU51859A1 (de)
NL (1) NL6612301A (de)

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4070402A (en) * 1976-03-15 1978-01-24 Standard Oil Company Terpolymer alkylated phenol
US4238628A (en) * 1978-09-28 1980-12-09 Standard Oil Company (Indiana) Polyalkylaromatics undegraded during alkylation
US4385191A (en) * 1979-12-19 1983-05-24 Standard Oil Company (Indiana) Recovery of BF3 -free alkylphenol product
US4808325A (en) * 1987-03-30 1989-02-28 Amoco Corporation Mannich dispersant VI-improver blended with phenolic compound for improved storage stability
US5300701A (en) * 1992-12-28 1994-04-05 Chevron Research And Technology Company Process for the preparation of polyisobutyl hydroxyaromatics
US5455307A (en) * 1992-04-03 1995-10-03 Exxon Chemical Patents Inc. Polymeric stabilizers for polyolefins
US5663457A (en) * 1996-02-16 1997-09-02 The Lubrizol Corporation Methods for preparing alkylated hydroxyaromatics
US6191317B1 (en) 1999-08-31 2001-02-20 Huntsman Petrochemical Corporation Process for preparation of polyalkyl hydroxyaromatics
EP1112994A1 (de) * 1999-12-30 2001-07-04 Chevron Oronite Company LLC Verfahren zur Entfernung von Bor aus Polyalkylhydroxyaromaten
WO2002045856A1 (de) * 2000-12-07 2002-06-13 Basf Aktiengesellschaft Verfahren zur abtrennung von aromatischen hydroxyverbindungen aus fluiden
US6562913B1 (en) 1999-09-16 2003-05-13 Texas Petrochemicals Lp Process for producing high vinylidene polyisobutylene
US6730739B2 (en) 2001-06-08 2004-05-04 Texas Petrochemicals Lp Cling film with enhanced polyisobutylene tackifier
US6777506B1 (en) 2003-05-09 2004-08-17 Texas Petrochemicals, Lp Apparatus for preparing polyolefin products and methodology for using the same
US6875897B1 (en) 2000-09-28 2005-04-05 Basf Aktiengesellschaft Method for producing polyisobutenylphenols
US6884858B2 (en) 1999-10-19 2005-04-26 Texas Petrochemicals Lp Process for preparing polyolefin products
WO2005073152A2 (de) * 2004-02-02 2005-08-11 Basf Aktiengesellschaft Verfahren zur herstellung von polyisobutenylphenolen
US6992152B2 (en) 1999-10-19 2006-01-31 Texas Petrochemicals Lp Apparatus and method for controlling olefin polymerization process
US7037999B2 (en) 2001-03-28 2006-05-02 Texas Petrochemicals Lp Mid-range vinylidene content polyisobutylene polymer product and process for producing the same
EP1840192A1 (de) 2006-03-30 2007-10-03 Afton Chemical Corporation Brennstoffeinspritzdüsen mit verändertem Anschluss
DE102008046106A1 (de) 2007-09-07 2009-07-09 Afton Chemical Corp. Mannich-Detergenzien für Kohlenwasserstoff-Kraftstoffe
US7705090B2 (en) 2004-08-20 2010-04-27 Chevron Oronite Company Llc Method for preparing polyolefins containing a high percentage of exo-olefin chain ends
US7709580B2 (en) 2004-08-20 2010-05-04 Chevron Oronite Company Llc Method for preparation of polylefins containing exo-olefin chain ends
US7816459B2 (en) 2005-12-30 2010-10-19 Chevron Oronite Company Llc Method for preparing polyolefins containing vinylidine end groups using polymeric nitrogen compounds
US8013073B2 (en) 2005-12-30 2011-09-06 Chevron Oronite Company Llc Method for preparing polyolefins containing vinylidine end groups using nonaromatic heterocyclic compounds
US8063154B2 (en) 2008-06-24 2011-11-22 The University Of Southern Mississippi Preparation of exo-olefin terminated polyolefins via quenching with alkoxysilanes or ethers
US8133954B2 (en) 2008-10-22 2012-03-13 Chevron Oronite Company Llc Production of vinylidene-terminated and sulfide-terminated telechelic polyolefins via quenching with disulfides
US8344073B2 (en) 2009-01-16 2013-01-01 The University Of Southern Mississippi Functionalization of polyolefins with phenoxy derivatives
US8394897B2 (en) 2008-03-25 2013-03-12 Chevron Oronite Company Llc Production of vinylidene-terminated polyolefins via quenching with monosulfides
US8492491B2 (en) 2010-06-10 2013-07-23 Chevron Oronite Company Llc Methods for producing telechelic polyolefins from terpene initiators
US8592527B2 (en) 2010-06-14 2013-11-26 University Of Southern Mississippi Vinyl ether end-functionalized polyolefins
US8969484B2 (en) 2011-07-08 2015-03-03 Chevron Oronite Company Llc Methods of producing mono- and multi-functional polymers from terpene-based initiators
US9809665B2 (en) 2009-05-19 2017-11-07 Tpc Group Llc Polyisobutylene production process with improved efficiencies and/or for forming products having improved characteristics and polyisobutylene products produced thereby
WO2019110912A1 (fr) 2017-12-06 2019-06-13 Total Marketing Services Composition d'additifs pour carburant
EP4141092A1 (de) 2021-08-25 2023-03-01 Afton Chemical Corporation Kraftstoffadditive mit mannichbasierten quaternären ammoniumsalzen
EP4141091A1 (de) 2021-08-25 2023-03-01 Afton Chemical Corporation Kraftstoffadditive auf der basis von quaternären ammoniumsalzen auf mannich-basis

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4235979A (en) 1975-05-05 1980-11-25 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of block copolymers
US4155948A (en) 1975-05-05 1979-05-22 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of blocked copolymers
US4154773A (en) 1975-05-05 1979-05-15 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of blocked copolymers
US4239860A (en) 1975-05-05 1980-12-16 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of block copolymers
US4154772A (en) 1975-05-05 1979-05-15 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of blocked copolymers
US4154913A (en) 1975-05-05 1979-05-15 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of blocked copolymers
US4155947A (en) 1975-05-05 1979-05-22 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of blocked copolymers
US4157429A (en) 1975-05-05 1979-06-05 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of block copolymers
US4157430A (en) 1975-05-05 1979-06-05 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of block copolymers
US4151222A (en) 1975-05-05 1979-04-24 The Firestone Tire & Rubber Company Amine terminated polymers and the formation of block copolymers

Cited By (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4070402A (en) * 1976-03-15 1978-01-24 Standard Oil Company Terpolymer alkylated phenol
US4238628A (en) * 1978-09-28 1980-12-09 Standard Oil Company (Indiana) Polyalkylaromatics undegraded during alkylation
US4385191A (en) * 1979-12-19 1983-05-24 Standard Oil Company (Indiana) Recovery of BF3 -free alkylphenol product
US4808325A (en) * 1987-03-30 1989-02-28 Amoco Corporation Mannich dispersant VI-improver blended with phenolic compound for improved storage stability
US5455307A (en) * 1992-04-03 1995-10-03 Exxon Chemical Patents Inc. Polymeric stabilizers for polyolefins
US5300701A (en) * 1992-12-28 1994-04-05 Chevron Research And Technology Company Process for the preparation of polyisobutyl hydroxyaromatics
US5663457A (en) * 1996-02-16 1997-09-02 The Lubrizol Corporation Methods for preparing alkylated hydroxyaromatics
US6191317B1 (en) 1999-08-31 2001-02-20 Huntsman Petrochemical Corporation Process for preparation of polyalkyl hydroxyaromatics
WO2001016186A1 (en) * 1999-08-31 2001-03-08 Huntsman Petrochemical Corporation Process for preparation of polyalkyl hydroxyaromatics
US7645847B2 (en) 1999-09-16 2010-01-12 Texas Petrochemicals Llc Process for preparing polyolefin products
US6562913B1 (en) 1999-09-16 2003-05-13 Texas Petrochemicals Lp Process for producing high vinylidene polyisobutylene
US6683138B2 (en) 1999-09-16 2004-01-27 Texas Petrochemicals Lp Process for producing high vinylidene polyisobutylene
US7498396B2 (en) 1999-10-19 2009-03-03 Texas Petrochemicals Lp Mid-range vinylidene content polyisobutylene polymer product produced by liquid phase polymerization process
US6992152B2 (en) 1999-10-19 2006-01-31 Texas Petrochemicals Lp Apparatus and method for controlling olefin polymerization process
US7056990B2 (en) 1999-10-19 2006-06-06 Texas Petrochemicals, Lp Process for producing mid-range vinylidene content polyisobutylene polymer products
US6884858B2 (en) 1999-10-19 2005-04-26 Texas Petrochemicals Lp Process for preparing polyolefin products
EP1112994A1 (de) * 1999-12-30 2001-07-04 Chevron Oronite Company LLC Verfahren zur Entfernung von Bor aus Polyalkylhydroxyaromaten
US6274777B1 (en) 1999-12-30 2001-08-14 Chevron Chemical Company Llc Method for removing boron from polyalkyl hydroxyaromatics
US6875897B1 (en) 2000-09-28 2005-04-05 Basf Aktiengesellschaft Method for producing polyisobutenylphenols
US6914163B2 (en) 2000-09-28 2005-07-05 Basf Ag Method for producing polyisobutylphenols
WO2002045856A1 (de) * 2000-12-07 2002-06-13 Basf Aktiengesellschaft Verfahren zur abtrennung von aromatischen hydroxyverbindungen aus fluiden
US7091285B2 (en) 2001-03-28 2006-08-15 Texas Petrochemicals Lp Adducts of mid-range vinylidene content polyisobutylene polymer products and methods for making the same
US7037999B2 (en) 2001-03-28 2006-05-02 Texas Petrochemicals Lp Mid-range vinylidene content polyisobutylene polymer product and process for producing the same
US6730739B2 (en) 2001-06-08 2004-05-04 Texas Petrochemicals Lp Cling film with enhanced polyisobutylene tackifier
US6858188B2 (en) 2003-05-09 2005-02-22 Texas Petrochemicals, Lp Apparatus for preparing polyolefin products and methodology for using the same
US6844400B2 (en) 2003-05-09 2005-01-18 Texas Petrochemicals Lp Apparatus for preparing polyolefin products and methodology for using the same
US6844401B2 (en) 2003-05-09 2005-01-18 Texas Petrochemicals Lp Apparatus for preparing polyolefin products and methodology for using the same
US6777506B1 (en) 2003-05-09 2004-08-17 Texas Petrochemicals, Lp Apparatus for preparing polyolefin products and methodology for using the same
EP1713838B1 (de) 2004-02-02 2018-08-15 Basf Se Verfahren zur herstellung von polyisobutenylphenolen
WO2005073152A2 (de) * 2004-02-02 2005-08-11 Basf Aktiengesellschaft Verfahren zur herstellung von polyisobutenylphenolen
WO2005073152A3 (de) * 2004-02-02 2005-10-06 Basf Ag Verfahren zur herstellung von polyisobutenylphenolen
US7750193B2 (en) 2004-02-02 2010-07-06 Basf Aktiengesellschaft Method for producing polyisobutenylphenols
US8530586B2 (en) 2004-08-20 2013-09-10 Chevron Oronite Company Llc Method for preparing polyolefins containing a high percentage of exo-olefin chain ends
US7705090B2 (en) 2004-08-20 2010-04-27 Chevron Oronite Company Llc Method for preparing polyolefins containing a high percentage of exo-olefin chain ends
US7709580B2 (en) 2004-08-20 2010-05-04 Chevron Oronite Company Llc Method for preparation of polylefins containing exo-olefin chain ends
US8013073B2 (en) 2005-12-30 2011-09-06 Chevron Oronite Company Llc Method for preparing polyolefins containing vinylidine end groups using nonaromatic heterocyclic compounds
US7816459B2 (en) 2005-12-30 2010-10-19 Chevron Oronite Company Llc Method for preparing polyolefins containing vinylidine end groups using polymeric nitrogen compounds
EP1840192A1 (de) 2006-03-30 2007-10-03 Afton Chemical Corporation Brennstoffeinspritzdüsen mit verändertem Anschluss
DE102008046106A1 (de) 2007-09-07 2009-07-09 Afton Chemical Corp. Mannich-Detergenzien für Kohlenwasserstoff-Kraftstoffe
US8394897B2 (en) 2008-03-25 2013-03-12 Chevron Oronite Company Llc Production of vinylidene-terminated polyolefins via quenching with monosulfides
US8063154B2 (en) 2008-06-24 2011-11-22 The University Of Southern Mississippi Preparation of exo-olefin terminated polyolefins via quenching with alkoxysilanes or ethers
US8383760B2 (en) 2008-10-22 2013-02-26 Chevron Oronite Company Llc Production of vinylidene-terminated and sulfide-terminated telechelic polyolefins via quenching with disulfides
US8507641B2 (en) 2008-10-22 2013-08-13 Chevron Oronite Company Llc Production of vinylidene-terminated and sulfide-terminated telechelic polyolefins via quenching with disulfides
US8895672B2 (en) 2008-10-22 2014-11-25 Chevron Oronite Company Llc Production of vinylidene-terminated and sulfide-terminated telechelic polyolefins via quenching with disulfides
US8133954B2 (en) 2008-10-22 2012-03-13 Chevron Oronite Company Llc Production of vinylidene-terminated and sulfide-terminated telechelic polyolefins via quenching with disulfides
US9650449B2 (en) 2009-01-16 2017-05-16 The University Of Southern Mississippi Functionalization of polyolefins with phenoxy derivatives
US8344073B2 (en) 2009-01-16 2013-01-01 The University Of Southern Mississippi Functionalization of polyolefins with phenoxy derivatives
US9809665B2 (en) 2009-05-19 2017-11-07 Tpc Group Llc Polyisobutylene production process with improved efficiencies and/or for forming products having improved characteristics and polyisobutylene products produced thereby
US8492491B2 (en) 2010-06-10 2013-07-23 Chevron Oronite Company Llc Methods for producing telechelic polyolefins from terpene initiators
US9187581B2 (en) 2010-06-10 2015-11-17 Chevron Oronite Company Llc Methods for producing telechelic polyolefins from terpene initiators
US8592527B2 (en) 2010-06-14 2013-11-26 University Of Southern Mississippi Vinyl ether end-functionalized polyolefins
US8937134B2 (en) 2010-06-14 2015-01-20 The University Of Southern Mississippi Vinyl ether end-functionalized polyolefins
US8969484B2 (en) 2011-07-08 2015-03-03 Chevron Oronite Company Llc Methods of producing mono- and multi-functional polymers from terpene-based initiators
WO2019110912A1 (fr) 2017-12-06 2019-06-13 Total Marketing Services Composition d'additifs pour carburant
EP4141092A1 (de) 2021-08-25 2023-03-01 Afton Chemical Corporation Kraftstoffadditive mit mannichbasierten quaternären ammoniumsalzen
EP4141091A1 (de) 2021-08-25 2023-03-01 Afton Chemical Corporation Kraftstoffadditive auf der basis von quaternären ammoniumsalzen auf mannich-basis

Also Published As

Publication number Publication date
NL6612301A (de) 1967-03-03
LU51859A1 (de) 1966-10-31
BE686187A (de) 1967-02-01
DE1645470A1 (de) 1970-05-21

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