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DE1595112B2 - Verfahren zur herstellung von modifizierten copolymerisaten aus ungesaettigten kohlenwasserstoffen und ungesaettigten carbonsaeuren - Google Patents

Verfahren zur herstellung von modifizierten copolymerisaten aus ungesaettigten kohlenwasserstoffen und ungesaettigten carbonsaeuren

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Publication number
DE1595112B2
DE1595112B2 DE1965P0036182 DEP0036182A DE1595112B2 DE 1595112 B2 DE1595112 B2 DE 1595112B2 DE 1965P0036182 DE1965P0036182 DE 1965P0036182 DE P0036182 A DEP0036182 A DE P0036182A DE 1595112 B2 DE1595112 B2 DE 1595112B2
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Germany
Prior art keywords
carbon
carbon atoms
liquid
copolymer
diamine
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
DE1965P0036182
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English (en)
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DE1595112C3 (de
DE1595112A1 (de
Inventor
Richard Watkin Wilmington Del Rees (V St A )
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EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of DE1595112A1 publication Critical patent/DE1595112A1/de
Publication of DE1595112B2 publication Critical patent/DE1595112B2/de
Application granted granted Critical
Publication of DE1595112C3 publication Critical patent/DE1595112C3/de
Expired legal-status Critical Current

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    • 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
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/098—Metal salts of carboxylic acids
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
    • B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
    • B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
    • B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
    • B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
    • B32B17/10743—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing acrylate (co)polymers or salts thereof
    • 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
    • C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • 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
    • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
    • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
    • 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
    • C08F8/44—Preparation of metal salts or ammonium salts
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • 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
    • 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
    • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
    • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/08—Copolymers of ethene
    • C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen
    • C08L23/0869—Copolymers of ethene with unsaturated hydrocarbons containing atoms other than carbon or hydrogen with unsaturated acids, e.g. [meth]acrylic acid; with unsaturated esters, e.g. [meth]acrylic acid esters
    • C08L23/0876—Salts thereof, i.e. ionomers
    • 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
    • Y10S260/31—Ionic cross-link
    • 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
    • Y10S273/00—Amusement devices: games
    • Y10S273/22—Ionomer
    • 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
    • Y10S36/00—Boots, shoes, and leggings
    • Y10S36/02—Plastic
    • 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
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/91—Product with molecular orientation
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
    • Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
    • Y10T428/1397—Single layer [continuous layer]
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31678—Of metal
    • Y10T428/31692—Next to addition polymer from unsaturated monomers
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/31938—Polymer of monoethylenically unsaturated hydrocarbon

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Description

3 4
R . . 1,36 kg Hexamethylendiamin enthält. Die Copoly-
ispiel merisat-Körner haben eine solche Größe, daß sie
11,34 kg eines Äthylen-Methacrylsäure-Copolymeri- durch ein Sieb mit einer Maschenweite von 0,84 τηττι
sates, das 90 Gewichtsprozent Äthylen und 10 Ge- gehen. Eine Analyse der flüssigen Phase zeigt, daß
wichtsprozent Methacrylsäure enthält und einen 5 nach 2 Stunden 0,65 kg Hexamethylendiamin mit den
Schmelzindex von 5,8 g/10 Min., eine Zerreißfestigkeit Säuregruppen reagiert haben. Das Copolymerisat ist
von 239,1 kg/cm2 und eine Dehnung von 550 % auf- transparenter und zäher als vor der Neutralisation.
weist, schlämmt man in 111,13 kg Methanol auf, das Der Schmelzindex ist im wesentlichen unverändert.

Claims (2)

1 '' - ■ 2 ■ '■■ Monomeren enthalten, mit einem Diamin der allge-Patentansprüche: '· meinen Formel
1. Verfahren zur Herstellung von modifizierten 5 ι ·' ι
Copolymerisaten aus ungesättigten Kohlenwasser- M c r w ·\ Ύ ( r υ \ ss
stoffen und ungesättigten Carbonsäuren durch W-(-C„H2„-m-)-X-(-C„H2re_ro-)-N
Neutralisation von Copolymerisaten aus a-Olefinen ', ',
der Formel RCH = CH2, worin R ein Wasser- K - . K
Stoffatom oder einen Alkylrest mit 1 bis 8 Kohlen- io
Stoffatomen bedeutet, die wenigstens 50 Mol- worin R' Wasserstoffatome oder Alkylreste mit 1 bis prozent Einheiten des a-Olefins und 0,2 bis 25 Mol- , 5 Kohlenstoffatomen, R" und R"' Wasserstoffatome Prozent Einheiten von α,/3-ungesättigten Mono- ' oder Alkylreste mit 1 bis 5 Kohlenstoffatomen oder carbonsäuren mit 3 bis 8 Kohlenstoffatomen zusammen Alkylenreste mit 1 bis 10 Kohlenstoffsowie gegebenenfalls von anderen polymerisier- 15 atomen, X eine Kohlenstoff-Kohlenstoff-Bindung, ein baren Monomeren ■ enthalten, mit einem Diamin Sauerstoffatom, ein Schwefelatom, eine Imino- oder der allgemeinen Formel .. . Carbonylgruppe oder einen Phenylrest, m 0 bis 4
und η wenigstens 1 bedeutet, oder dessen Ammoniumsalz neutralisiert werden. ', , R R 20 Gemäß Hauptpatent 1520 518 kann die Ver- j I I netzung durchgeführt werden, indem man das Carbon- ' N—(—CnHon-m—)—X—(—CjiH2ji-j»—)—N säuregruppen enthaltende Copolymerisat mit der Di- (jrtr I I amin-Verbindung schmelzmischt oder das Diamin R' R' direkt oder in gelöster Form einer Lösung der Copoly-
25 merisat-Grundlage zusetzt und nach der Umsetzung
das erhaltene Copolymerisat isoliert.
worin R' Wasserstoffatome oder Alkylreste mit Gegenstand der Erfindung -ist ein verbessertes Ver-
1 bis 5 Kohlenstoffatomen, R" und R'" Wasser- ;: ,fahren, das sich dadurch kennzeichnet, daß man die Stoffatome oder Alkylreste mit 1 bis 5 Kohlenstoff- Polymerisatteilchen in einer Flüssigkeit aufschlämmt, atomen oder zusammen Alkylenreste mit 1 bis 30 in welcher die mit den Carbonsäuregruppen reagie-10 Kohlenstoffatomen, X eine Kohlenstoff-Kohlen- rende Diamin-Komponente enthalten ist. " .
stoff-Bindung, ein Sauerstoffatom, ein Schwefel- Die Diaminkonzentration in der. Flüssigkeit beträgt
atom, eine Imino- oder Carbonylgruppe oder vorzugsweise das zwei- bis vierfache derjenigen Menge, einen Phenylrest,r m 0 bis 4 und η wenigstens* 1" die stöchiometrisch zur Neutralisation einer.vorher .. . bedeutet, oder dessen Ammoniumsalz, nach Patent 35 festgelegten Menge an Carbonsäuregruppen des Co-1 520 518, dadurch gekennzeichnet, polymerisates, die über 10% liegt» notwendig ist.
daß man die Polymerisatteilchen in einer Flüssig- Als a-Olefin der Formel RCH = CH2 in den Co-
keit aufschlämmt, welche die mit den Carbonsäure- . polymerisaten verwendet man vorzugsweise Äthylen, gruppen reagierende Diamin-Komponente enthält. Propylen, Buten-(l), Penten-(1), Hexen(l), Hepten-(1),
2. Verfahren nach Anspruch 1, dadurch gekenn- 40 3-Methylbuten-(l) und 4-Methylbuten-(l).
zeichnet, daß man als Flüssigkeit Wasser einsetzt Die Temperatur der Aufschlämmung liegt vorzugs-
;,und die Vernetzung bei einer Temperatur zwischen . weise zwischen 50 und 1000C. Die höheren Tempera-" 50 und 1000C durchführt. türen innerhalb dieses Bereiches begünstigen eine ν
schnellere Neutralisation, aber auch eine stärkere Y 45- Flüssigkeitsabsorption durch das Copolymerisat.
Die zum Aufschlämmen verwendete Flüssigkeit kann jedes beliebige Lösungsmittel für das Kationen
liefernde Material sein; geeignete Lösungsmittel sind
' ■ * " Wasser, das bevorzugt wird, niedere aliphatische
50 Alkohole, beispielsweise Methanol, Äthanol, Propanol und Butanol und Mischungen dieser niederen aliphatischen Alkohole untereinander und/oder mit Wasser.
Das Hauptpatent 1 520 518 betrifft ein Verfahren Die Reaktionszeit hängt von der Temperatur, der
zur Herstellung von modifizierten Copolymerisaten Kationen-Konzentration, der Korngröße des Copolyaus ungesättigten Kohlenwasserstoffen und ungesättigr 55 merisates und dem gewünschten Neutralisationsgrad ten Carbonsäuren durch Neutralisation der wenigstens ab; die Zeit beträgt im allgemeinen 30 Minuten bis teilweise in ionisierter Form — COO — vorliegenden 8 Stunden.
Carboxylgruppen der Copolymerisate mit mehrwerti- Die Korngröße des Copolymerisates ist nicht kri-
gen Aminen mit wenigstens 2 Kohlenstoffatomen bei tisch, bevorzugt wird jedoch eine Korngröße von etwa höchstens 3000C und Bedingungen, die eine homogene 60 0,15 bis 4,76 mm.
Verteilung ermöglichen, das dadurch gekennzeichnet In der Aufschlämmung liegt das Copolymerisat in
ist, daß Copolymerisate aus a-Olefinen der Formel einer Menge vor, die 10 bis 40 Gewichtsprozent, be-RCH = CH2, worin R ein Wasserstoffatom oder einen zogen auf die Aufschlämmung, ausmacht.
Alkylrest mit 1 bis 8 Kohlenstoffatomen bedeutet, die Da etwas Flüssigkeit von den Copolymerisat-
wenigstens 50 Molprozent Einheiten des a-OIefins und 65 körnern adsorbiert wird, muß diese daraus wieder ent- j 0,2 bis 25 Molprozent Einheiten von α,/3-ungesättigten fernt werden. Dies kann man zweckmäßig mit Hilfe j Monocarbonsäuren mit 3 bis 8 Kohlenstoffatomen eines Extraktionsextruders erreichen, in welchem die sowie gegebenenfalls von anderen polymerisierbaren Flüssigkeit verdampft wird.
DE1595112A 1961-08-31 1965-03-01 Verfahren zur Herstellung von modifizierten Copolymerisaten aus ungesättigten Kohlenwasserstoffen und ungesättigten Carbonsäuren Expired DE1595112C3 (de)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US13514761A 1961-08-31 1961-08-31
US16883962A 1962-01-25 1962-01-25
US27147763 US3264272A (en) 1961-08-31 1963-04-08 Ionic hydrocarbon polymers
US34829364 US3404134A (en) 1961-08-31 1964-02-28 Process of crosslinking polymers

Publications (3)

Publication Number Publication Date
DE1595112A1 DE1595112A1 (de) 1970-04-09
DE1595112B2 true DE1595112B2 (de) 1973-07-05
DE1595112C3 DE1595112C3 (de) 1974-03-14

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ID=27495141

Family Applications (6)

Application Number Title Priority Date Filing Date
DE1962P0030096 Pending DE1520506B2 (de) 1961-08-31 1962-08-27 Verfahren zum modifizieren von carboxylgruppen enthaltenden aethylenpolymeren
DE1963P0031004 Pending DE1520518B2 (de) 1961-08-31 1963-01-24 Verfahren zur herstellung von modifizierten copolymerisaten aus ungesaettigten kohlenwasserstoffen und ungesaettigten carbonsaeuren
DE1520601A Granted DE1520601B2 (de) 1961-08-31 1964-04-08 Verfahren zum Modifizieren von Carboxylgruppen enthaltenden Äthylenpolymeren
DE1965P0036183 Granted DE1745938B2 (de) 1961-08-31 1965-03-01 Verfahren zum modifizieren von carboxylgruppen enthaltenden aethylenpolymeren
DE1595112A Expired DE1595112C3 (de) 1961-08-31 1965-03-01 Verfahren zur Herstellung von modifizierten Copolymerisaten aus ungesättigten Kohlenwasserstoffen und ungesättigten Carbonsäuren
DE1745939A Expired DE1745939C3 (de) 1961-08-31 1965-03-01 Verfahren zum Modifizieren von Carboxylgruppen enthaltenden Äthylenpolymeren

Family Applications Before (4)

Application Number Title Priority Date Filing Date
DE1962P0030096 Pending DE1520506B2 (de) 1961-08-31 1962-08-27 Verfahren zum modifizieren von carboxylgruppen enthaltenden aethylenpolymeren
DE1963P0031004 Pending DE1520518B2 (de) 1961-08-31 1963-01-24 Verfahren zur herstellung von modifizierten copolymerisaten aus ungesaettigten kohlenwasserstoffen und ungesaettigten carbonsaeuren
DE1520601A Granted DE1520601B2 (de) 1961-08-31 1964-04-08 Verfahren zum Modifizieren von Carboxylgruppen enthaltenden Äthylenpolymeren
DE1965P0036183 Granted DE1745938B2 (de) 1961-08-31 1965-03-01 Verfahren zum modifizieren von carboxylgruppen enthaltenden aethylenpolymeren

Family Applications After (1)

Application Number Title Priority Date Filing Date
DE1745939A Expired DE1745939C3 (de) 1961-08-31 1965-03-01 Verfahren zum Modifizieren von Carboxylgruppen enthaltenden Äthylenpolymeren

Country Status (9)

Country Link
US (2) US3264272A (de)
BE (2) BE621846A (de)
CH (2) CH445861A (de)
DE (6) DE1520506B2 (de)
DK (1) DK125713B (de)
FR (1) FR1430478A (de)
GB (4) GB1011981A (de)
NL (4) NL129542C (de)
SE (2) SE311229B (de)

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GB1089907A (en) * 1963-09-27 1967-11-08 Union Carbide Corp Plasticized ethylene-acrylic acid copolymers
US3338739A (en) * 1964-03-17 1967-08-29 Du Pont Ionic copolymer coated with vinylidene chloride copolymer
US3355319A (en) * 1964-03-17 1967-11-28 Du Pont Self-supporting film with a heat-sealable coating of an ionic copolymer of an olefin and carboxylic acid with metal ions distributed throughout
US3375126A (en) * 1964-11-04 1968-03-26 Du Pont Composite film structure and process
US3423212A (en) * 1964-11-20 1969-01-21 Union Carbide Corp Method for packaging food products
US3476532A (en) * 1964-11-25 1969-11-04 Allied Chem Metal-containing complexes of oxidized polyethylene
US3321819A (en) * 1964-12-24 1967-05-30 Union Carbide Corp Process for sizing and desizing textile fibers
US3523930A (en) * 1964-12-31 1970-08-11 Du Pont Modified polyolefin copolymer composition
GB1087566A (en) * 1965-02-10 1967-10-18 Dunlop Rubber Co Improvements in and relating to golf balls
US3475267A (en) * 1965-03-04 1969-10-28 Monsanto Co Laminates bonded with an ethylene/crotonic acid copolymer salt
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US2607762A (en) * 1948-12-07 1952-08-19 Monsanto Chemicals Dry process manufacture of watersoluble derivatives of styrenemaleic anhydride type heteropolymers
US2757153A (en) * 1949-12-14 1956-07-31 Monsanto Chemicals Process for water-soluble styrenemaleic anhydride derivatives
US2599123A (en) * 1950-08-18 1952-06-03 Du Pont Copolymers of ethylene with an alkyl acrylate and an alkyl monoester of a butene-1,4-dioic acid
US2798053A (en) * 1952-09-03 1957-07-02 Goodrich Co B F Carboxylic polymers
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US2999056A (en) * 1956-10-04 1961-09-05 Du Pont Irradiation bonding of acidic compounds to shaped polymeric structures
US3132120A (en) * 1961-02-03 1964-05-05 Du Pont Method for the preparation of ethylene copolymers
NL288151A (de) * 1961-08-31 1900-01-01

Also Published As

Publication number Publication date
GB1011981A (en) 1965-12-01
DE1520601B2 (de) 1973-01-04
DE1520506B2 (de) 1971-06-09
DE1595112C3 (de) 1974-03-14
DE1745939C3 (de) 1974-02-21
BE627537A (de) 1900-01-01
DE1520601A1 (de) 1970-05-14
DK125713B (da) 1973-03-26
DE1520518A1 (de) 1969-07-03
CH445861A (de) 1967-10-31
DE1745938A1 (de) 1971-01-14
DE1595112A1 (de) 1970-04-09
CH435741A (de) 1967-05-15
NL128027C (de) 1900-01-01
BE621846A (de) 1900-01-01
NL129542C (de) 1900-01-01
US3264272A (en) 1966-08-02
DE1520506A1 (de) 1970-02-19
GB1029035A (en) 1966-05-11
US3404134A (en) 1968-10-01
GB1034268A (en) 1966-06-29
SE303882B (de) 1968-09-09
GB1063436A (en) 1967-03-30
NL288151A (de) 1900-01-01
DE1745938C3 (de) 1974-02-21
FR1430478A (fr) 1966-03-04
DE1745939A1 (de) 1971-01-14
SE311229B (de) 1969-06-02
DE1745939B2 (de) 1973-07-19
NL282755A (de) 1900-01-01
DE1520518B2 (de) 1971-07-22
DE1745938B2 (de) 1973-07-19

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