DE879464C - Softening and gelatinizing agents - Google Patents

Softening and gelatinizing agents

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Publication number
DE879464C
DE879464C DEC2404D DEC0002404D DE879464C DE 879464 C DE879464 C DE 879464C DE C2404 D DEC2404 D DE C2404D DE C0002404 D DEC0002404 D DE C0002404D DE 879464 C DE879464 C DE 879464C
Authority
DE
Germany
Prior art keywords
parts
softening
alkyl
gelatinizing agents
acid
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
DEC2404D
Other languages
German (de)
Inventor
Wilhelm Dr Kunze
Werner Dr Zerweck
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur AG
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 Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Priority to DEC2404D priority Critical patent/DE879464C/en
Application granted granted Critical
Publication of DE879464C publication Critical patent/DE879464C/en
Expired legal-status Critical Current

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Classifications

    • 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
    • C08K5/205—Compounds containing groups, e.g. carbamates
    • 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

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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)
  • Compositions Of Macromolecular Compounds (AREA)

Description

Weichmachungs- und Gelatinierungsmittel Es wurde gefunden, daß Carbaminsäureester der Formel worin R, Arvl, Aralkyl, Cvcloalkvl, Alk-,-I mit mindestens 3 C -Atomen, R.- Wasserstoff oder Alkvl, R#, Arvl oder Alkyl einschließlich Aralkvl und Cvcioalkv1 bedeuten, sehr gute Weichmachungs- und Gelatinierungsmittel für thermoplastische hochmolekulare Verbindungen sind.Softening and gelatinizing agents It has been found that carbamic acid esters of the formula where R, Arvl, aralkyl, Cvcloalkvl, Alk -, - I with at least 3 C atoms, R.- hydrogen or Alkvl, R #, Arvl or alkyl including Aralkvl and Cvcioalkv1 mean, very good plasticizing and gelatinizing agents for thermoplastic high molecular weight compounds are.

Diese Ester können für sich, in Mischung untereinander oder zusammen mit üblichen Weichmachungsrnitteln in die genannten thermoplastischen Verbindungen eingearbeitet werden. Sie besitzen recht gute Verträglichkeit insbesondere mit acetvlierten Cellulosen oder halogenhaltigen Vinvlpolvmerisaten und verleihen den mit ihnen hergestellten Massen gute Weichheit und Elastizität.These esters can be used alone, as a mixture with one another or together with conventional plasticizers in the thermoplastic compounds mentioned be incorporated. They are very well tolerated, in particular with acetylated ones Celluloses or halogen-containing vinyl polymers and give the products made with them Masses good softness and elasticity.

Insbesondere durch ihre breite Anwendbarbeit auf thermoplatische hochmolekulare Verbindungen verschiedenster Art sind sie den bereits bekannten Weichmachern der Patentschrift 707 279, welche N-substituierte Aminoessigsäureester darstellen, überlegen.In particular due to their broad applicability to thermoplastic high molecular weight Compounds of various kinds are the already known plasticizers of U.S. Patent 707,279, which are N-substituted aminoacetic acid esters, are superior.

Beispiel x 7o Teile Polyv iny lchlorid werden mit 3o Teilen Pheny lmethv lcarbaminsäure-(3-phenoxy-äthv lester der Formel etwa 15 Stunden bei etwa 7o- vorgelatiniert und auf der Mischwalze bei rjo bis 14o-- homogenisiert. Man erhält ein weiches Walzfell, welches zu verschiedenen Formkörpern verarbeitet werden kann.Example x 70 parts of polyvinyl chloride are mixed with 3o parts of phenyl methyl carbamic acid (3-phenoxy-ethereal esters of the formula Pregelatinized for about 15 hours at about 7o and homogenized on the mixing roller at rjo to 14o--. A soft rolled sheet is obtained which can be processed into various shaped bodies.

Ähnliche Wirkungen werden bei Verwendung von Dibutylcarbaminsäure-ß-phenoxy-äthylester oder Phenylmethyl-carbaminsäure-ß-m-kresoxy-äthylester erreicht. Beispiel e 75 Teile Celluloseacetat mit 52 °,7o gebundener Essigsäure werden in Aceton gelöst und nach Verdünnen mit Methanol mit 25 Teilen Phenylmethylcarbaminsäure ß-äthoxyglykol-äthylester der Formel versetzt. Nach Verarbeiten der Mischung im Kneter und anschließend auf der Walze erhält man eine homogene Masse, welche sehr gut für den Spritzgüß geeignet ist.Similar effects are achieved when using dibutylcarbamic acid-ß-phenoxy-ethyl ester or phenylmethyl-carbamic acid-ß-m-cresoxy-ethyl ester. Example e 75 parts of cellulose acetate with 52 °, 7o bound acetic acid are dissolved in acetone and, after dilution with methanol, with 25 parts of phenylmethylcarbamic acid ß-ethoxyglycol-ethyl ester of the formula offset. After processing the mixture in the kneader and then on the roller, a homogeneous mass is obtained, which is very suitable for injection molding.

Beispiel 3 65 Teile einer hochacetylierten Cellulose mit 61 °/o gebundener Essigsäure werden in etwa 6oo Teilen Chloroform gelöst und mit 35 Teilen Phenylmethylcarbaminsäure ß-butoxy-äthylester versetzt. Die erhaltene Lösung wird zum Gießen von Filmen verwendet. Diese sind klar und besitzen gute Elastizität.Example 3 65 parts of a highly acetylated cellulose with 61% bonded Acetic acid is dissolved in about 600 parts of chloroform and 35 parts of phenylmethylcarbamic acid ß-butoxy-ethyl ester added. The solution obtained is used for casting films. These are clear and have good elasticity.

Beispiel q.Example q.

6o Teile Celluloseacetobutyrat werden in etwa 36o Teilen eines Lösungsmittelgemisches aus 5o Teilen Äthylacetat, 35 Teilen Toluol und 15 Teilen Methylglykolacetac gelöst und mit ¢o Teilen Phenyl-methylcarbaminsäure-ß-äthoxyäthylester versetzt. Man erhält eine Lösung, welche zur Herstellung von klaren Lackschichten verwendet wird, welche gute Elastizität besitzen.60 parts of cellulose acetobutyrate are used in about 360 parts of a solvent mixture dissolved from 5o parts of ethyl acetate, 35 parts of toluene and 15 parts of methylglycol acetac and ¢ o parts of phenylmethylcarbamic acid ß-ethoxyethyl ester are added. You get a solution that is used to create clear layers of varnish, which have good elasticity.

Claims (1)

PATENTANSPRUCH: Verwendung von Carbaminsäureestern der Formel worin RI Aryl, Aralkyl, Cycloalkyl, Alkyl mit mindestens 3 C-Atomen, R, Wasserstoff oder Alkyl, R3 Aryl oder Alkyl einschließlich Aralkyl und Cycloallkyl bedeuten, als Weichmachungs- und Gelatinierungsmittel für thermoplastische hochmolekulare Verbindungen. Angezogene Druckschriften: Deutsche Patentschrift Nr. 707 27g.PATENT CLAIM: Use of carbamic acid esters of the formula where RI is aryl, aralkyl, cycloalkyl, alkyl having at least 3 carbon atoms, R is hydrogen or alkyl, R3 is aryl or alkyl, including aralkyl and cycloalkyl, as plasticizers and gelling agents for thermoplastic high molecular weight compounds. Cited publications: German patent specification No. 707 27g.
DEC2404D 1944-12-02 1944-12-02 Softening and gelatinizing agents Expired DE879464C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEC2404D DE879464C (en) 1944-12-02 1944-12-02 Softening and gelatinizing agents

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC2404D DE879464C (en) 1944-12-02 1944-12-02 Softening and gelatinizing agents

Publications (1)

Publication Number Publication Date
DE879464C true DE879464C (en) 1953-06-15

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Family Applications (1)

Application Number Title Priority Date Filing Date
DEC2404D Expired DE879464C (en) 1944-12-02 1944-12-02 Softening and gelatinizing agents

Country Status (1)

Country Link
DE (1) DE879464C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1060586B (en) * 1954-07-07 1959-07-02 Gevaert Photo Prod Nv Process for plasticizing cellulose derivatives
DE1063800B (en) * 1954-10-28 1959-08-20 Distillers Co Yeast Ltd Molding compounds with high light and heat resistance based on crystallized polyvinylidene chloride

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE707279C (en) * 1938-05-03 1941-06-18 I G Farbenindustrie Akt Ges High molecular weight film formers containing halogen

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE707279C (en) * 1938-05-03 1941-06-18 I G Farbenindustrie Akt Ges High molecular weight film formers containing halogen

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1060586B (en) * 1954-07-07 1959-07-02 Gevaert Photo Prod Nv Process for plasticizing cellulose derivatives
DE1063800B (en) * 1954-10-28 1959-08-20 Distillers Co Yeast Ltd Molding compounds with high light and heat resistance based on crystallized polyvinylidene chloride

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