GB531316A - Improvements in cellulose derivate compositions, films, yarns, or the like containing organic ester amides - Google Patents
Improvements in cellulose derivate compositions, films, yarns, or the like containing organic ester amidesInfo
- Publication number
- GB531316A GB531316A GB12482/39A GB1248239A GB531316A GB 531316 A GB531316 A GB 531316A GB 12482/39 A GB12482/39 A GB 12482/39A GB 1248239 A GB1248239 A GB 1248239A GB 531316 A GB531316 A GB 531316A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetate
- butyrate
- ethanolamine
- propionate
- diethanolamine
- 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
- -1 organic ester amides Chemical class 0.000 title abstract 14
- 239000000203 mixture Substances 0.000 title abstract 8
- 229920002678 cellulose Polymers 0.000 title abstract 6
- 239000001913 cellulose Substances 0.000 title abstract 6
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 6
- 239000003921 oil Substances 0.000 abstract 5
- 235000019198 oils Nutrition 0.000 abstract 5
- 239000007788 liquid Substances 0.000 abstract 4
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 abstract 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 229920002301 cellulose acetate Polymers 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 abstract 2
- UGZICOVULPINFH-UHFFFAOYSA-N acetic acid;butanoic acid Chemical compound CC(O)=O.CCCC(O)=O UGZICOVULPINFH-UHFFFAOYSA-N 0.000 abstract 2
- AVMNFQHJOOYCAP-UHFFFAOYSA-N acetic acid;propanoic acid Chemical compound CC(O)=O.CCC(O)=O AVMNFQHJOOYCAP-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 abstract 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-M hexanoate Chemical compound CCCCCC([O-])=O FUZZWVXGSFPDMH-UHFFFAOYSA-M 0.000 abstract 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 abstract 2
- 238000009940 knitting Methods 0.000 abstract 2
- 239000004006 olive oil Substances 0.000 abstract 2
- 235000008390 olive oil Nutrition 0.000 abstract 2
- WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- VKVOGLJYUFZFFA-UHFFFAOYSA-N 1-aminobutan-2-ol propanoic acid Chemical compound C(CC)(=O)O.C(CC)(=O)O.C(C)C(O)CN VKVOGLJYUFZFFA-UHFFFAOYSA-N 0.000 abstract 1
- PHELOKYCCWVWFE-UHFFFAOYSA-N 2,2-dimethoxyacetic acid Chemical compound COC(OC)C(O)=O PHELOKYCCWVWFE-UHFFFAOYSA-N 0.000 abstract 1
- URKPRLOWLUURBJ-UHFFFAOYSA-N 2-(2-hydroxyethylamino)ethanol propanoic acid Chemical compound C(CC)(=O)O.C(CC)(=O)O.C(CC)(=O)O.N(CCO)CCO URKPRLOWLUURBJ-UHFFFAOYSA-N 0.000 abstract 1
- VJKVBYPPYRIGJH-UHFFFAOYSA-N 5-methyl-2-(1,2,3-trimethyl-6-oxabicyclo[3.1.0]hexan-3-yl)phenol Chemical compound CC1C2(C)OC2CC1(C)C1=CC=C(C)C=C1O VJKVBYPPYRIGJH-UHFFFAOYSA-N 0.000 abstract 1
- XMAXSKXWPAEUHP-UHFFFAOYSA-N C(C)(=O)O.C(C)(=O)O.C(C)(=O)N(CCCC)CC(O)CO Chemical compound C(C)(=O)O.C(C)(=O)O.C(C)(=O)N(CCCC)CC(O)CO XMAXSKXWPAEUHP-UHFFFAOYSA-N 0.000 abstract 1
- XLMLMOMFCIGMQD-UHFFFAOYSA-N C(C)(=O)OC(CNOCC)C(C)=O Chemical compound C(C)(=O)OC(CNOCC)C(C)=O XLMLMOMFCIGMQD-UHFFFAOYSA-N 0.000 abstract 1
- CLKWZQXGKAFADO-UHFFFAOYSA-N C(CC)(=O)O.C(C)(=O)O.C(C)(=O)O.N(CCO)CCO Chemical compound C(CC)(=O)O.C(C)(=O)O.C(C)(=O)O.N(CCO)CCO CLKWZQXGKAFADO-UHFFFAOYSA-N 0.000 abstract 1
- IXGJVXBXIWWJEX-UHFFFAOYSA-N C(CCC)(=O)O.C(C)(=O)O.C(=O)N(CCO)CCO Chemical compound C(CCC)(=O)O.C(C)(=O)O.C(=O)N(CCO)CCO IXGJVXBXIWWJEX-UHFFFAOYSA-N 0.000 abstract 1
- 229920008347 Cellulose acetate propionate Polymers 0.000 abstract 1
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000001856 Ethyl cellulose Substances 0.000 abstract 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- LIHGIKBIBXNWIP-UHFFFAOYSA-N Laurol Natural products CC1C2(C)OC2CC1(C)c3ccc(C)cc3 LIHGIKBIBXNWIP-UHFFFAOYSA-N 0.000 abstract 1
- ZHVCLDYSFWXCBI-UHFFFAOYSA-N N-(2-hydroxyethyl)-N-[4-(hydroxymethyl)-3,5-dioxoheptan-4-yl]acetamide Chemical compound C(C)(=O)N(C(CO)(C(CC)=O)C(CC)=O)CCO ZHVCLDYSFWXCBI-UHFFFAOYSA-N 0.000 abstract 1
- 125000003047 N-acetyl group Chemical group 0.000 abstract 1
- 229910002651 NO3 Inorganic materials 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- HRDVBNIPOIUQNV-UHFFFAOYSA-N acetic acid N,N-bis(2-hydroxyethyl)cyclopentanecarboxamide Chemical compound C(C)(=O)O.C(C)(=O)O.C1(CCCC1)C(=O)N(CCO)CCO HRDVBNIPOIUQNV-UHFFFAOYSA-N 0.000 abstract 1
- WSAAJSFTLDZYJU-UHFFFAOYSA-N acetic acid N-cyclopentyl-N-(2,3-dihydroxypropyl)acetamide Chemical compound C(C)(=O)O.C(C)(=O)O.C(C)(=O)N(C1CCCC1)CC(O)CO WSAAJSFTLDZYJU-UHFFFAOYSA-N 0.000 abstract 1
- BTVGHQASHWCGHI-UHFFFAOYSA-N acetic acid;butanoic acid Chemical compound CC(O)=O.CCCC(O)=O.CCCC(O)=O BTVGHQASHWCGHI-UHFFFAOYSA-N 0.000 abstract 1
- BTYMTWWNCHIQIZ-UHFFFAOYSA-N acetic acid;butanoic acid Chemical compound CC(O)=O.CC(O)=O.CCCC(O)=O BTYMTWWNCHIQIZ-UHFFFAOYSA-N 0.000 abstract 1
- PNXNSVYZNGNYIN-UHFFFAOYSA-N acetic acid;butanoic acid;propanoic acid Chemical compound CC(O)=O.CCC(O)=O.CCCC(O)=O PNXNSVYZNGNYIN-UHFFFAOYSA-N 0.000 abstract 1
- GFGJNFKDZWVYRW-UHFFFAOYSA-N acetic acid;propanoic acid Chemical compound CC(O)=O.CCC(O)=O.CCC(O)=O GFGJNFKDZWVYRW-UHFFFAOYSA-N 0.000 abstract 1
- YUEZNSHWNXXYJG-UHFFFAOYSA-N acetic acid;propanoic acid Chemical compound CC(O)=O.CC(O)=O.CCC(O)=O YUEZNSHWNXXYJG-UHFFFAOYSA-N 0.000 abstract 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 abstract 1
- 239000012346 acetyl chloride Substances 0.000 abstract 1
- 239000010775 animal oil Substances 0.000 abstract 1
- PXGPQCBSBQOPLZ-UHFFFAOYSA-N butanoic acid;propanoic acid Chemical compound CCC(O)=O.CCCC(O)=O PXGPQCBSBQOPLZ-UHFFFAOYSA-N 0.000 abstract 1
- YHASWHZGWUONAO-UHFFFAOYSA-N butanoyl butanoate Chemical compound CCCC(=O)OC(=O)CCC YHASWHZGWUONAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000010495 camellia oil Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 229920001727 cellulose butyrate Polymers 0.000 abstract 1
- 230000001143 conditioned effect Effects 0.000 abstract 1
- 230000003750 conditioning effect Effects 0.000 abstract 1
- 229960002380 dibutyl phthalate Drugs 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 229920001249 ethyl cellulose Polymers 0.000 abstract 1
- 235000019325 ethyl cellulose Nutrition 0.000 abstract 1
- 238000004508 fractional distillation Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- AINBEPHCZYXVTF-UHFFFAOYSA-N hexanoic acid 2-(2-hydroxyethylamino)ethanol Chemical compound C(CCCCC)(=O)O.C(CCCCC)(=O)O.C(CCCCC)(=O)O.N(CCO)CCO AINBEPHCZYXVTF-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 229940059904 light mineral oil Drugs 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002480 mineral oil Substances 0.000 abstract 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N monoethyl amine Natural products CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 1
- ZEPPOSLOJNPSPC-UHFFFAOYSA-N n-acetyl-n-(2-hydroxyethyl)acetamide Chemical compound CC(=O)N(C(C)=O)CCO ZEPPOSLOJNPSPC-UHFFFAOYSA-N 0.000 abstract 1
- FEOFWXBYTMJIBA-UHFFFAOYSA-N n-acetyl-n-butylacetamide Chemical compound CCCCN(C(C)=O)C(C)=O FEOFWXBYTMJIBA-UHFFFAOYSA-N 0.000 abstract 1
- 229920001220 nitrocellulos Polymers 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000009987 spinning Methods 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 125000005156 substituted alkylene group Chemical group 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 abstract 1
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 1
- 235000013311 vegetables Nutrition 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
- D06M13/402—Amides imides, sulfamic acids
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions
-
- 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
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/06—Protein or carboxylic compound containing
-
- 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
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2904—Staple length fiber
- Y10T428/2907—Staple length fiber with coating or impregnation
-
- 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
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2965—Cellulosic
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
531,316. Cellulose derivative compositions; treating textiles with liquids ; acidyl amino compounds. KODAK, Ltd. April 26, 1939, No. 12482. Convention date, April 26, 1938. [Classes 2 (ii), 2 (iii) and 15 (ii)] Cellulose derivative compositions, or compositions for conditioining cellulose derivative yarns, comprise an organic ester amide of the general formula R<SP>1</SP>CO NR<SP>4</SP> D<SP>1</SP> OCOR<SP>2</SP> or R<SP>1</SP>CON(D<SP>1</SP>OCOR<SP>2</SP>)(D<SP>2</SP>OCOR<SP>3</SP>) where R<SP>1</SP> R<SP>4</SP> are hydrogen, alkyl or cycloalkyl groups containing not more than 6 carbon atoms, R<SP>2</SP> R<SP>3</SP> are alkyl or cycloalkyl groups, and D<SP>1</SP> D<SP>2</SP> are divalent groups comprising alkylene or substituted alkylene groups or the groups -R<SP>5</SP>-N (COR)-D- where D is an alkylene group. R is an alkyl group and R<SP>5</SP> is a substituted alkyl group. The compositions may contain volatile solvents, plasticizers, e.g., triphenyl phosphate, or butyl phthalate, and they may contain oils. The cellulose derivative compositions may be extruded or cast to form filaments or films or they may be used in the production of lacquers. Specified ester amides are the diacetate, acetate propionate, dipropionate, acetate butyrate, propionate butyrate, dibutyrate, butyrate caproate, and dimethoxy acetate of mono-athanolamine, the triacetate, diacetate propionate, acetate dipropionate, diacetate butyrate, tripropionate, acetate dibutyrate, tributyrate, acetate propionate butyrate, acetate butyrate caproate, dibutyrate propionate, dipropionate butyrate, and tricaproate of diethanolamine. Diethanolamine diacetate propionate is obtained by mixing acetic anhyride, propionic anhydride, and ethanolamine and maintaining the temperature at 100-110 C. The mixture is refluxed for some time and then the acids are removed by fractional distillation at atmospheric pressure or under vacuum, and the product is distilled under reduced pressure. N-acetyl #-acetoxy ethylamine is obtained by adding seven equivalents of acetyl chloride to two equivalents of ethanolamine, and refluxing on a water bath to remove hydrogen chloride. Diethanolamine tricaproate is obtained by mixing diethanolamine, caproic acid, sulphuric acid and toluene, and distilling so that toluene is continuously separated from the water of reaction and returned to the still. The catalyst is neutralized and the product is recovered by distillation. Ethanolamine propionate butyrate is obtained by heating under reflux a mixture of ethanolamine, propionic anhydride and butyric anhydride, distilling off the acids formed, and then distilling the product under reduced pressure. In examples, cellulose acetate, acetate propionate, nitrate, and butyrate, and ethyl cellulose solutions are plasticized with N-ethoxy acetyl ethanolamine acetate, diacetyl butylamine, diacetyl etbanolamino diacetyl ethanolamine, #-hydroxy ethyl # or y hydroxypropyl amine dipropionate, or N-acetyl glyceryl cyclopentylamine diacetate, and the solutions are formed into films of high transparency, flexibility, and low-inflammability. Yarns of cellulose derivatives may be treated with the ester amides during or after spinning. When applied to the yarns the ester amides may be used in conjunction with mineral oils, or blown, unblown, drying, or semi-drying vegetable or animal oils. In an example, cellulose acetate yarn is conditioned and rendered seft and pliable by applying thereto a solution of N-acetyl dipropionyl diethanolamine in olive oil. Other examples describe the use of liquids consisting of or comprising ethanolamine acetate propionate, diethanolamine tripropionate, ethanolamine propionate butyrate, ethyl ethanolamine dipropionate, N-methoxyacetyl dipropanolamine dimethoxyacetate, N-cyclopentoyl diethanolamine diacetate, N-acetyl glyceryl butylamine diacetate, or N-formyl diethanolamine acetate butyrate. The treating liquid may also contain light mineral oil, blown sperm oil, blown olive oil, sperm oil, neat's foot oil, blown neat's foot oil, blown tea-seed oil, laurol, tetrahydro furfuryl glycerol acetate, glycerol acetcne, water-soluble cellulose acetate, and water. The treatment renders the yarns more suitable for knitting operations, particularly circular knitting operations. The conditioning liquids may also contain dyestuffs.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US204374A US2143765A (en) | 1938-04-26 | 1938-04-26 | Yarn conditioning process and composition therefor |
Publications (1)
Publication Number | Publication Date |
---|---|
GB531316A true GB531316A (en) | 1941-01-02 |
Family
ID=22757645
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB12482/39A Expired GB531316A (en) | 1938-04-26 | 1939-04-26 | Improvements in cellulose derivate compositions, films, yarns, or the like containing organic ester amides |
Country Status (3)
Country | Link |
---|---|
US (1) | US2143765A (en) |
GB (1) | GB531316A (en) |
NL (2) | NL27399C (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2576898A (en) * | 1945-04-09 | 1951-11-27 | Ciba Ltd | Semiesters of unsaturated dicarboxylic acids |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE472957A (en) * | 1946-05-01 | |||
US3340218A (en) * | 1963-01-22 | 1967-09-05 | Frank C Magne | Diesteramide plasticizers |
US3318837A (en) * | 1963-01-22 | 1967-05-09 | Frank C Magne | Diesteramide plasticizers for vinyl chloride and nitrile rubber compositions |
DE3842008A1 (en) * | 1988-12-14 | 1990-06-21 | Hoechst Ag | USE OF TRIACYLATED EHTANOLAMINES AS LIQUID, WATER-MIXABLE PEROXIDE ACTIVATORS |
-
0
- NL NL49392D patent/NL49392C/xx active
- NL NL27399D patent/NL27399C/xx active
-
1938
- 1938-04-26 US US204374A patent/US2143765A/en not_active Expired - Lifetime
-
1939
- 1939-04-26 GB GB12482/39A patent/GB531316A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2576898A (en) * | 1945-04-09 | 1951-11-27 | Ciba Ltd | Semiesters of unsaturated dicarboxylic acids |
Also Published As
Publication number | Publication date |
---|---|
NL49392C (en) | |
NL27399C (en) | |
US2143765A (en) | 1939-01-10 |
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