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DE1001490B - Verfahren fuer die Herstellung von Polymeren und Mischpolymeren - Google Patents

Verfahren fuer die Herstellung von Polymeren und Mischpolymeren

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Publication number
DE1001490B
DE1001490B DER13958A DER0013958A DE1001490B DE 1001490 B DE1001490 B DE 1001490B DE R13958 A DER13958 A DE R13958A DE R0013958 A DER0013958 A DE R0013958A DE 1001490 B DE1001490 B DE 1001490B
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DE
Germany
Prior art keywords
esters
copolymers
polymers
vinyl
coo
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.)
Pending
Application number
DER13958A
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English (en)
Inventor
Newman Mayer Bortnick
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.)
Rohm and Haas Co
Original Assignee
Rohm and Haas 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 Rohm and Haas Co filed Critical Rohm and Haas Co
Publication of DE1001490B publication Critical patent/DE1001490B/de
Pending legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
    • C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
    • C07C273/1836—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from derivatives of carbamic acid
    • C07C273/1845—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from derivatives of carbamic acid comprising the -N-C(O)-Hal moiety
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/06—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton
    • C07C275/10—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an acyclic and saturated carbon skeleton being further substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/26—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/06—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms
    • C07C335/08—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C335/04—Derivatives of thiourea
    • C07C335/16—Derivatives of thiourea having nitrogen atoms of thiourea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C07D203/16—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms
    • C07D203/20—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with acylated ring nitrogen atoms by carbonic acid, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/02—Alkyl or cycloalkyl ethers
    • C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/14—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/02—Alkyl or cycloalkyl ethers
    • C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/14—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
    • C08B11/15—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups with carbamoyl groups, i.e. -CO-NH2
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00—Preparation of derivatives of starch
    • 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
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C08F16/14—Monomers containing only one unsaturated aliphatic radical
    • 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
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C08F16/14—Monomers containing only one unsaturated aliphatic radical
    • C08F16/28—Monomers containing nitrogen
    • 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
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C08F16/12—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical by an ether radical
    • C08F16/14—Monomers containing only one unsaturated aliphatic radical
    • C08F16/30—Monomers containing sulfur
    • 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
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • 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
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/34—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • C08F20/36—Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate containing oxygen in addition to the carboxy oxygen, e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
    • 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
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/42—Nitriles
    • C08F220/44—Acrylonitrile
    • 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
    • C08F28/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
    • 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
    • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • 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
    • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/024—Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
    • 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
    • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
    • 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
    • Y10S260/00—Chemistry of carbon compounds
    • Y10S260/15—Antistatic agents not otherwise provided for
    • Y10S260/19—Non-high polymeric antistatic agents/n
    • Y10S260/20—Antistatic agent contains pentavalent nitrogen

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • Wood Science & Technology (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paper (AREA)

Description

Anmelder:
Rohm & Haas Company, Philadelphia, Pa. (V. St. A.)
Vertreter: Dr.-Ing. Dr. jur. H. Mediger, Patentanwalt, München 9, Aggensteinstr. 13
Beanspruchte Priorität:
V. St. v. Amerika vom 10. April 1953
Newman Mayer Bortnick, Oreland, Pa. (V. St. A.),
ist als Erfinder genannt worden
stehenden Mischpolymerisate vernetzt und demzufolge nicht thermoplastisch sind.
Die Ureidoester können mit den obengenannten Substanzen in allen Mengenverhältnissen mischpolymerisiert werden; das jeweilige Verhältnis der ausgewählten Monomeren zueinander hängt von dem beabsichtigten Verwendungszweck des Mischpolymerisats ab. Anscheinend sollen auf molarer Basis wenigstens 1 % und vorzugsweise etwa 2 bis 20°/0 eines Ureidoesters der Erfindung bei der Herstellung von Mischpolymerisaten deshalb benutzt werden, weil diese Verhältnisse bewirken, daß in jedem Makromolekül des entstehenden Mischpolymerisats eine Vielzahl von reaktionsfähigen Ureidgruppen vorliegt.
Die nach dem Verfahren der Erfindung hergestellten neuen Polymeren sind technisch sehr wertvolle Produkte. Es ist bekannt, daß wollene Gewebe, wenn auf sie 22 bis 40% eines Polymeren von Methylmethacrylat, berechnet auf Gewebegewicht, aufgebracht werden, in der Schrumpfung von etwa 46 auf etwa 6% zurückgehen. Polymeren gleichen Typs, die aber als Komponente einen angemessenen Teil von Ureidoalkylacrylat oder -methacrylat enthalten, wirken demgegenüber erheblich stärker schrumpfvermindernd. So ergibt ein Mischpolymerisat aus 95,5 Teilen Äthylacrylat und 4,5 Teilen Ureidoäthylmethacrylat in einer Menge von 3,5 °/0 Harz, trocken auf Gewebe, nach 10 Minuten Erhitzen auf 240° F und 10 Minuten Nacherhitzen auf 300° F die Schrumpfung 0, während das unbehandelte Gewebe um 48 % schrumpft. Die Polymerisation und Mischpolymerisation der erfindungsgemäßen Ester wird durch Wärme, ultraviolettes Licht und freie Radikale bildende Katalysatoren be-
609 7«7«49

Claims (1)

  1. Die Erfindung betrifft ein Verfahren für die Herstellung von Polymeren und Mischpolymeren von Ureidoestern der allgemeinen Formel
    CH2
    / i 5
    CH2 = C(R)COO-A-NH-CO-N
    CH2
    in der R ein Wasserstoffatom oder eine Methylgruppe und A eine Alkylengruppe, d. h. eine gesättigte zweiwertige aliphatische Kohlenwasserstoffgruppe, bedeutet, nämlich z.B.: — CH2CH(CH3) — -(C H2) 3—, — (CH2)4 —, — CH2C(CHg)2 —, — (CH2)2CH (CH3)(CH2)3C(CH3)2-, - CH(CHJCH2C(CHb)8-, -CH(C2H5)CH2-, -CH(CH3)CH2CH2.
    Die N, N-Äthylenureidoester werden durch Umsetzung von Äthylenimin mit einem im Alkoholrest durch eine Isocyanatgruppe substituierten Ester der Acryl- oder Methacrylsäure nach folgender Gleichung
    2 CH2+ CH2 = C(R)COO-A — NCO >
    NH
    CH2= C(R)COO-A-NH-CO-N
    XCH,
    hergestellt, in der R und A die obige Bedeutung haben. Die Arbeitsweise ist eine Analogie zu dem in Liebigs Analen der Chemie, Bd. 566 (1950), S. 218, beschriebenen Verfahren.
    Die Monomeren erfahren mit sich und mit anderen, wenigstens eine polymerisierbare Gruppe CH2 = C< enthaltenden Verbindungen Additionspolymerisation. Diese Polymerisation kann in der Masse, in Lösung oder in Emulsion nach an sich üblicher Weise ausgeführt werden. Die Emulsionsmischpolymerisate sind besonders zum Schrumpffestmachen von Wolle geeignet.
    Mischpolymerisierbare Substanzen, die mit den Ureidoestern thermoplastische Mischpolymerisate ergeben, sind: N, N-Dialkylacrylamide, z. B. Dimethyl- und Diäthylacrylamid; Ester der Acryl-, α-Chloracryl- und Methacrylsäure, ζ. Β. Methyl-, Äthyl-, 2-Äthylhexylacrylat, Methyl-, tert.-Butylmethacrylat, Octylmethacrylate, Butylchloracrylate und Laurychloracrylat; Vinylkohlenwasserstoffe, z. B. Styrol, α-Methylstyrol, Vinylnaphthalin und Vinyltoluol; Vinylchlorid und Vinylidenchlorid; Allyl- und Methallylester von gesättigten aliphatischen Carbonsäuren, ζ. B. Allylacetat und Methallylpropionat; Acrylsäurenitril; Vinylpyridin u. dgl.
    Es sei ferner darauf hingewiesen, daß die Ureidoester auch mit Verbindungen, wie Divinylbenzol, Trivinylbenzol und Diallylphthalat, mischpolymerisierbar sind, die mehrere Vinylidengruppen enthalten, daß aber die ent-Verfahren für die Herstellung
    von Polymeren und Mischpolymeren
DER13958A 1952-04-16 1954-04-09 Verfahren fuer die Herstellung von Polymeren und Mischpolymeren Pending DE1001490B (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US331536XA 1952-04-16 1952-04-16
US348101A US2686772A (en) 1952-04-16 1953-04-10 N, n-ethyleneureido esters of acrylic and methacrylic acids
US45459554 US2734891A (en) 1952-04-16 1954-09-07 Unsaturated ureido ethers and polymers thereof
US831635XA 1955-04-15 1955-04-15
US522399A US2858295A (en) 1952-04-16 1955-07-15 Unsaturated thioureido ethers, polymers thereof and process of making them

Publications (1)

Publication Number Publication Date
DE1001490B true DE1001490B (de) 1957-01-24

Family

ID=31982744

Family Applications (7)

Application Number Title Priority Date Filing Date
DE1953R0017692 Pending DE1162567B (de) 1952-04-16 1953-04-16 Verfahren zur Herstellung von Polymeren und Mischpolymeren von Ureidoalkylvinylaethern
DER13958A Pending DE1001490B (de) 1952-04-16 1954-04-09 Verfahren fuer die Herstellung von Polymeren und Mischpolymeren
DER19518A Pending DE1023887B (de) 1952-04-16 1954-04-09 Verfahren zur Herstellung von Polymeren und Mischpolymeren
DER13954A Expired DE955634C (de) 1952-04-16 1954-04-10 Verfahren zur Herstellung von Polymerisaten und Mischpolymerisaten
DER17388A Pending DE1097686B (de) 1952-04-16 1955-09-06 Verfahren zur Herstellung von Polymeren und Mischpolymeren
DER18698A Pending DE1055244B (de) 1952-04-16 1956-04-14 Verfahren zur Herstellung von linearen Polymeren und Mischpolymeren mit alkylierten Methylolgruppen
DER19238A Pending DE1045104B (de) 1952-04-16 1956-07-13 Verfahren zur Herstellung von Polymeren und Mischpolymeren von Thioureidoalkylvinylaethern

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE1953R0017692 Pending DE1162567B (de) 1952-04-16 1953-04-16 Verfahren zur Herstellung von Polymeren und Mischpolymeren von Ureidoalkylvinylaethern

Family Applications After (5)

Application Number Title Priority Date Filing Date
DER19518A Pending DE1023887B (de) 1952-04-16 1954-04-09 Verfahren zur Herstellung von Polymeren und Mischpolymeren
DER13954A Expired DE955634C (de) 1952-04-16 1954-04-10 Verfahren zur Herstellung von Polymerisaten und Mischpolymerisaten
DER17388A Pending DE1097686B (de) 1952-04-16 1955-09-06 Verfahren zur Herstellung von Polymeren und Mischpolymeren
DER18698A Pending DE1055244B (de) 1952-04-16 1956-04-14 Verfahren zur Herstellung von linearen Polymeren und Mischpolymeren mit alkylierten Methylolgruppen
DER19238A Pending DE1045104B (de) 1952-04-16 1956-07-13 Verfahren zur Herstellung von Polymeren und Mischpolymeren von Thioureidoalkylvinylaethern

Country Status (6)

Country Link
US (3) US2686772A (de)
CH (4) CH331536A (de)
DE (7) DE1162567B (de)
FR (4) FR1075898A (de)
GB (8) GB747184A (de)
NL (2) NL92704C (de)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL200174A (de) * 1952-04-16
US2860108A (en) * 1954-12-08 1958-11-11 Rohm & Haas Polymeric sulfonamido alkyl vinyl derivatives
US2832755A (en) * 1955-04-15 1958-04-29 Rohm & Haas Monomeric polymerizable ureido and thioureido compounds, methods for producing them and polymers thereof
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Publication number Publication date
DE955634C (de) 1957-01-03
NL92704C (nl) 1959-11-16
US2686772A (en) 1954-08-17
GB822266A (en) 1959-10-21
GB822267A (en) 1959-10-21
NL200174A (de)
US2734891A (en) 1956-02-14
DE1023887B (de) 1958-02-06
DE1162567B (de) 1964-02-06
GB762013A (en) 1956-11-21
GB839856A (en) 1960-06-29
GB761901A (en) 1956-11-21
CH366827A (fr) 1963-01-31
DE1097686B (de) 1961-01-19
CH364499A (fr) 1962-09-30
FR1103729A (fr) 1955-11-07
DE1045104B (de) 1958-11-27
FR1075898A (fr) 1954-10-20
DE1055244B (de) 1959-04-16
FR1169562A (fr) 1958-12-31
GB831635A (en) 1960-03-30
FR69348E (fr) 1958-10-23
GB763634A (en) 1956-12-12
GB747184A (en) 1956-03-28
US2858295A (en) 1958-10-28
CH331536A (fr) 1958-07-31
CH350467A (fr) 1960-11-30

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