GB681494A - Anti-sticking cellulose films - Google Patents
Anti-sticking cellulose filmsInfo
- Publication number
- GB681494A GB681494A GB18914/50A GB1891450A GB681494A GB 681494 A GB681494 A GB 681494A GB 18914/50 A GB18914/50 A GB 18914/50A GB 1891450 A GB1891450 A GB 1891450A GB 681494 A GB681494 A GB 681494A
- Authority
- GB
- United Kingdom
- Prior art keywords
- atoms
- acid
- mol
- integer
- tetramine
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/06—Coating with compositions not containing macromolecular substances
- C08J7/065—Low-molecular-weight organic substances, e.g. absorption of additives in the surface of the article
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2301/00—Characterised by the use of cellulose, modified cellulose or cellulose derivatives
- C08J2301/06—Cellulose hydrate
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Abstract
Regenerated cellulose films, pellicles and sheets, are rendered resistant to sticking by treating them while in the wet gel state with an aqueous bath containing an acylated polyalkylene polyamine or a salt thereof. The preferred acylated polyamines are those of the formula: R1.(R2).N.(CH2)n.N.(R3).R4 where n is an integer from 1 to 10, R1 is an acyl group of 2-18 C atoms, preferably 12-18 C atoms, R2 and R4 are H, alkyl radicals of 1-7 C atoms, acyl groups of 2-7 C atoms, or o -amino polyalkylene polyamino groups of the formula: (CxH2xNR5)y.CxH2x.N.(R6) R7 (where x is an integer from 1-10, y is an integer from 1-100, R5 is H or an alkyl radical of 1-7 C atoms, R6 and R7 are H, alkyl radicals of 1-7 C atoms, or acyl groups of 2-7 C atoms), and R3 is H, an alkyl radical of 1-7 C atoms, or an acyl radical of 2-7 C atoms. These compounds may be obtained from ethylene diamine, diethylene triamine, triethylene tetramine, tripropylene tetramine, tributylene tetramine, or hexamethylene diamine, and butyric, caproic, caprylic, capric, lauric, myristic, palmitic, stearic, oleic, or linoleic acid. The unreacted amine groups may be neutralized by means of an organic acid. The solution or stable emulsion of the acylated polyalkylene polyamine or its salt may be added to the plasticizer bath on the casting machine in a quantity sufficient to produce a concentration in the bath of 0.05-2.0 per cent of solids. The regenerated cellulose wet gel film is then impregnated by passage through the bath, the excess of solution being removed by squeeze rolls or wiper blades. Alternatively the anti-sticking agent may be applied subsequently to the plasticizer. In this case the solids content of the solution should be higher, e.g. 1.0-2.0 per cent. If desired, the anti-sticking agent may be applied after the film has been partially dried to a stage where the moisture content is still not less than 60 per cent. The film is reconverted to the wet gel state while passing through the aqueous solution. In an example, 1 mol. of triethylene tetramine is condensed with 1.3 mols. of stearic acid. The initial condensation is carried out in xylene at 140 DEG C. till the theoretical amount of water has been removed. The xylene is distilled off and the resulting compound N-(b -aminoethyl), N1-(b -stearamidoethyl) ethylene diamine is added to water containing 2 mols. of succinic acid. A 5-10 per cent aqueous dispersion is formed and is added to the plasticizer bath. In another example, 1 mol. of stearic acid is condensed with 1 mol. of diethylene triamine and the compound is reacted with acetic acid to form the acetylated amide. A 5-10 per cent aqueous dispersion of the amide is added to the plasticizer bath with which the regenerated cellulose wet gel film is treated.ALSO:Acylated polyalkylene polyamines or their salts for use in imparting an anti-sticking finish to regenerated cellulose films (see Group IV (a)), have the generic formula: R1.(R2).N.(CH2)n.N.(R3).R4 where n is an integer from 1-10, R1 is an acyl group of 2-18 C atoms, preferably 12-18 C atoms, R2 and R4 are H, alkyl radicals of 1-7 C atoms, acyl groups of 2-7 C atoms, or o -amino polyalkylene polyamino groups of the formula: (CxH2xNR5)y.CxH2x.N. (R6).R7 (where #c is an integer from 1-10, y is an integer from 1-100, R5 is H or an alkyl radical of 1-7 C atoms, R6 and R7 are H, alkyl radicals of 1-7 C atoms, or acyl groups of 2-7 C atoms), and R3 is H, an alkyl radical of 1-7 C atoms, or an acyl radical of 2-7 C atoms. These compounds may be obtained by heating a polyalkylene polyamine with a fatty acid in the molecular ratio range of 1 to 1-1.7, preferably at 105-140 DEG C. The reaction may be carried out in an inert solvent such as toluene or xylene until an equivalent molecular proportion of water has been removed. The solvent, if any, is then removed, e.g. by distillation. Ethylene diamine, diethylene triamine, triethylene tetramine, tripropylene tetramine, tributylene tetramine, or hexamethylene diamine may be heated with butyric, caproic, caprylic, capric, lauric, myristic, palmitic, stearic, oleic, or linoleic acid. The resulting compound may be added with stirring to water containing an organic acid such as acetic, propionic, maleic, fumaric, lactic, or succinic acid to neutralize a major portion of the unreacted amine groups. In an example, 1 mol. of triethylene tetramine is condensed with 1.3 mols. of stearic acid, the initial condensation taking place in xylene at 140 DEG C. until the theoretical amount of water has been removed. The xylene is removed by distillation. The resulting compound N(b -aminoethyl), N1(b stearamidoethyl)ethylene diamine is added to water containing 2 mols. of succinic acid. In another example, 1 mol. of stearic acid is condensed with 1 mol. of diethylene triamine and the resulting compound is reacted with acetic acid to form the acetylated amide. Triethylene tetramine may be condensed with lauric acid, and the compound obtained may be converted into the succinate, or acetate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US108057A US2727836A (en) | 1949-08-01 | 1949-08-01 | Anti-sticking cellulose pellicles and method of making |
Publications (1)
Publication Number | Publication Date |
---|---|
GB681494A true GB681494A (en) | 1952-10-22 |
Family
ID=22320042
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB18914/50A Expired GB681494A (en) | 1949-08-01 | 1950-07-28 | Anti-sticking cellulose films |
Country Status (3)
Country | Link |
---|---|
US (1) | US2727836A (en) |
FR (1) | FR1022244A (en) |
GB (1) | GB681494A (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB804610A (en) * | 1955-11-09 | 1958-11-19 | British Cellophane Ltd | Improvements in or relating to the manufacture of transparent cellulosic sheets and films |
US2834688A (en) * | 1956-11-30 | 1958-05-13 | American Cyanamid Co | Regenerated cellulose film carrying anti-blocking composition |
US3038815A (en) * | 1957-10-17 | 1962-06-12 | Hoechst Ag | Amidation products of crude paraffin oxidation material |
US3394799A (en) * | 1964-09-08 | 1968-07-30 | American Cyanamid Co | Adhesive tape carrying release coating |
DE1494462A1 (en) * | 1965-12-02 | 1969-12-11 | Henkel & Cie Gmbh | Adhesive-repellent surface cover |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2095129A (en) * | 1935-03-19 | 1937-10-05 | Du Pont | Cellulosic materials and methods of making same |
US2243980A (en) * | 1936-10-30 | 1941-06-03 | Sandoz Ltd | Softening textiles |
US2201041A (en) * | 1938-03-01 | 1940-05-14 | Warwick Chemical Company | Fatty derivatives of alkylated amines |
US2279339A (en) * | 1939-05-09 | 1942-04-14 | Du Pont | Cellulosic structure and method for making same |
US2345632A (en) * | 1939-05-20 | 1944-04-04 | Nat Oil Prod Co | Polyamides |
US2406905A (en) * | 1941-05-06 | 1946-09-03 | Du Pont | Method for producing cellulosic structures |
US2410789A (en) * | 1944-04-05 | 1946-11-05 | Arnold Hoffman & Co Inc | Fatty amide polymers |
US2495283A (en) * | 1948-05-10 | 1950-01-24 | Du Pont | Polymeric polyamine and wax compositions and articles treated therewith |
-
1949
- 1949-08-01 US US108057A patent/US2727836A/en not_active Expired - Lifetime
-
1950
- 1950-07-21 FR FR1022244D patent/FR1022244A/en not_active Expired
- 1950-07-28 GB GB18914/50A patent/GB681494A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
US2727836A (en) | 1955-12-20 |
FR1022244A (en) | 1953-03-02 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2993887A (en) | Anhydro amides | |
GB657419A (en) | Improvements relating to the production of fatty polyamides | |
US3555041A (en) | Imidazoline surfactant having amphoteric properties | |
CN1364955A (en) | Method for reducing textile crease and improving textile contact feel | |
GB681494A (en) | Anti-sticking cellulose films | |
US3773833A (en) | Unsaturated polyamines | |
US2372797A (en) | Condensation products | |
JPH05247343A (en) | Aqueous solution of cationic polyamidoamine resin | |
GB541071A (en) | Manufacture and application of new condensation products | |
US3014042A (en) | Certain 2-(3-methylol imidazolidone-2-yl-1)-ethyl acylates and process | |
US2651631A (en) | Ethylene imine-acrylyl triazine reaction products | |
US2501783A (en) | Water-soluble urea resins | |
US2483969A (en) | Acyl polyalkylene-polyamine biguanides | |
US2446864A (en) | Composition and process for imparting durable water repellent finish to textiles | |
GB615254A (en) | Improvements relating to the reclaiming of waste wax paper | |
US2689239A (en) | Process for preparing methylol and alkoxymethyl derivatives of polyureidopolyamides and resulting products | |
US3465036A (en) | 2-carboxyethoxymethyl-tris (2-(n-methylolcarbamoyl)-ethoxymethyl) methane | |
BR112016005991B1 (en) | Polysiloxane with quaternary heterocyclic groups, its method of preparation, preparation comprising the same, and use | |
US2316625A (en) | Terpene halo-alkyl-ether-amine condensation product | |
US3692747A (en) | Chromium complexes of maleic anhydride copolymers | |
US2794808A (en) | New quaternary ammonium salts | |
US2410788A (en) | Fatty amide polymers | |
FR2370058A1 (en) | PULLULANE AMINOALCOYL ETHER AND ITS PREPARATION PROCESS | |
US3024246A (en) | Certain nu-methylol-nu-(3-methylol imidazolidon-2-yl) ethyl acylamides and process | |
US2897201A (en) | Epoxy quaternary ammonium compounds |