US2005664A - Manufacture of viscose artificial silk - Google Patents
Manufacture of viscose artificial silk Download PDFInfo
- Publication number
- US2005664A US2005664A US528238A US52823831A US2005664A US 2005664 A US2005664 A US 2005664A US 528238 A US528238 A US 528238A US 52823831 A US52823831 A US 52823831A US 2005664 A US2005664 A US 2005664A
- Authority
- US
- United States
- Prior art keywords
- viscose
- artificial silk
- manufacture
- ester
- viscose artificial
- 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 - Lifetime
Links
- 229920000297 Rayon Polymers 0.000 title description 22
- 229920002955 Art silk Polymers 0.000 title description 9
- 238000004519 manufacturing process Methods 0.000 title description 2
- 150000002148 esters Chemical class 0.000 description 15
- 150000001735 carboxylic acids Chemical class 0.000 description 7
- 238000009987 spinning Methods 0.000 description 7
- 150000002989 phenols Chemical class 0.000 description 6
- WDBZEBXYXWWDPJ-UHFFFAOYSA-N 3-(2-methylphenoxy)propanoic acid Chemical compound CC1=CC=CC=C1OCCC(O)=O WDBZEBXYXWWDPJ-UHFFFAOYSA-N 0.000 description 4
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 230000003292 diminished effect Effects 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- -1 methyl cyclohexanol esters Chemical class 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000007127 saponification reaction Methods 0.000 description 3
- 239000003995 emulsifying agent Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 2
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical compound CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 150000002943 palmitic acids Chemical class 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
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
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
Definitions
- esters which are obtained from a hydrogenated phenol and a monoor poly-carboxylic acid are sufficiently resistant to hydrolysis to enable them to be employed without risk of saponification during the period of time in which they may have to be left in contact with the alkali.
- the substances used in the present invention give relatively stable emulsions which remain unchanged during filtering or ripening operations.
- esters they are surprisingly resistant to saponification by the alkali present in the viscose solutions and thus they may be added in the ordinary apparatus just before spinning either as such or together with an emulsifying agent or as a pre-formed emulsion. They may, however, be added at any earlier stage, for example, in solution in the carbon-disulphide used for xanthating or at any subsequent stage prior to spinning.
- esters can be added at any desired stage in the-existing processes and apparatus. If preformed emulsions are employed they may be produced with the aid of an emulsifying agent.
- ester employed need only be small. 1% or less is sufficient, (i. e. 1% or less of the weight of the whole viscose). Thus the amount may be up to 16% and preferably about 8% of the weight of actual cellulose in the viscose.
- Example 1 0.3 to 1 part of the ester of methyl adipic acid and methyl cyclohexanol, technically; known as Sipalin M. O. M. is dissolved in the carbon bisulphide which is used to make 100 parts of viscose containing from 7-8 parts of cellulose. The viscose can then be filtered, evacuated and spun in the usual way.
- Example 2 0.3 to 1 part of the ester prepared from commercial stearin (which contains such fatty acids as stearic, palmitic, oleic and iso-oleic acids) and cyclohexanol is added to the vessels whilst the cellulose xanthate is being dissolved, in order to form 100 parts of viscose solution. The mixture can then be filtered, evacuated and spun in the usual way.
- commercial stearin which contains such fatty acids as stearic, palmitic, oleic and iso-oleic acids
- cyclohexanol cyclohexanol
- Unripened viscose having emulsified therein a small proportion of a difiicultly hydrolyzable ester of a hydrogenated phenol and a carboxylic acid.
- Viscose artificial silk having distributed therein a small proportion of a difficultly hydrolyzable ester of a hydrogenated phenol and a carboxylic acid.
- Viscose having emulsified therein a small proportion of a difficultly hydrolyzable ester of methyl cyclohexanol and a carboxylic acid.
- Viscose artificial silk having able ester of methyl cyclohexanol and a carboxylic acid.
- Viscose artificial silk having distributed therein a small proportion of a difficultlyhydrolyzdistributed thereina small proportion of a diflicultly hydrolyz- 2 t 2,005,664 r t n, ableester oi a hydrogenated phenol and a. therein a small proportion of a, diflicultly hyfatty acid. drolyzable ester of a. methyl cyclohexanol and 7. Viscose having emulsified therein a, small methyl adipic acid. proportion of a difiiculty hydrolyzable ester of a. HAROLD SAGAR. 5 hydrogenated phenol and methyl adipic acid. E. VAN; WEYENBERGH. 5
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Artificial Filaments (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2005664X | 1930-05-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2005664A true US2005664A (en) | 1935-06-18 |
Family
ID=10895841
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US528238A Expired - Lifetime US2005664A (en) | 1930-05-09 | 1931-04-06 | Manufacture of viscose artificial silk |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US2005664A (en(2012)) |
| BE (1) | BE379147A (en(2012)) |
| FR (1) | FR714124A (en(2012)) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492428A (en) * | 1944-08-12 | 1949-12-27 | American Viscose Corp | Controlling the aging of xanthates |
-
0
- BE BE379147D patent/BE379147A/xx unknown
-
1931
- 1931-03-31 FR FR714124D patent/FR714124A/fr not_active Expired
- 1931-04-06 US US528238A patent/US2005664A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2492428A (en) * | 1944-08-12 | 1949-12-27 | American Viscose Corp | Controlling the aging of xanthates |
Also Published As
| Publication number | Publication date |
|---|---|
| BE379147A (en(2012)) | |
| FR714124A (fr) | 1931-11-07 |
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