GB813838A - Polyvinyl alcohol fibres and method of manufacturing same - Google Patents
Polyvinyl alcohol fibres and method of manufacturing sameInfo
- Publication number
- GB813838A GB813838A GB3666555A GB3666555A GB813838A GB 813838 A GB813838 A GB 813838A GB 3666555 A GB3666555 A GB 3666555A GB 3666555 A GB3666555 A GB 3666555A GB 813838 A GB813838 A GB 813838A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per cent
- sodium
- aldehyde
- carbon atoms
- acetal
- 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
- 239000004372 Polyvinyl alcohol Substances 0.000 title abstract 5
- 229920002451 polyvinyl alcohol Polymers 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 6
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 4
- 150000001299 aldehydes Chemical class 0.000 abstract 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 4
- 239000000243 solution Substances 0.000 abstract 4
- 239000007864 aqueous solution Substances 0.000 abstract 3
- IMROMDMJAWUWLK-UHFFFAOYSA-N ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 abstract 3
- -1 ethyl-substituted pyridine Chemical class 0.000 abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 3
- 239000000203 mixture Substances 0.000 abstract 3
- 229920002959 polymer blend Polymers 0.000 abstract 3
- 239000011780 sodium chloride Substances 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 3
- 235000011152 sodium sulphate Nutrition 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- HJKLEAOXCZIMPI-UHFFFAOYSA-N 2,2-diethoxyethanamine Chemical compound CCOC(CN)OCC HJKLEAOXCZIMPI-UHFFFAOYSA-N 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N Benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- OTYBMLCTZGSZBG-UHFFFAOYSA-L Potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 abstract 2
- VWDWKYIASSYTQR-UHFFFAOYSA-N Sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 150000001241 acetals Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 2
- 229910052921 ammonium sulfate Inorganic materials 0.000 abstract 2
- 239000001166 ammonium sulphate Substances 0.000 abstract 2
- 235000011130 ammonium sulphate Nutrition 0.000 abstract 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 2
- XKUUMWKWUZRRPD-UHFFFAOYSA-N heptan-2-amine;sulfuric acid Chemical compound [O-]S([O-])(=O)=O.CCCCCC(C)[NH3+].CCCCCC(C)[NH3+] XKUUMWKWUZRRPD-UHFFFAOYSA-N 0.000 abstract 2
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 abstract 2
- 229910052939 potassium sulfate Inorganic materials 0.000 abstract 2
- 239000001120 potassium sulphate Substances 0.000 abstract 2
- 235000011151 potassium sulphates Nutrition 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract 2
- 238000009987 spinning Methods 0.000 abstract 2
- 239000001117 sulphuric acid Substances 0.000 abstract 2
- NMPVEAUIHMEAQP-UHFFFAOYSA-N 2-Bromoacetaldehyde Chemical compound BrCC=O NMPVEAUIHMEAQP-UHFFFAOYSA-N 0.000 abstract 1
- CMWKITSNTDAEDT-UHFFFAOYSA-N 2-Nitrobenzaldehyde Chemical compound [O-][N+](=O)C1=CC=CC=C1C=O CMWKITSNTDAEDT-UHFFFAOYSA-N 0.000 abstract 1
- QSKPIOLLBIHNAC-UHFFFAOYSA-N 2-chloro-acetaldehyde Chemical compound ClCC=O QSKPIOLLBIHNAC-UHFFFAOYSA-N 0.000 abstract 1
- FPYUJUBAXZAQNL-UHFFFAOYSA-N 2-chlorobenzaldehyde Chemical compound ClC1=CC=CC=C1C=O FPYUJUBAXZAQNL-UHFFFAOYSA-N 0.000 abstract 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N 2-methyl-2-propenoic acid methyl ester Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 abstract 1
- NRQYIBHXQYRTQV-UHFFFAOYSA-N COC(CC(C)NC1CCCCC1)OC Chemical compound COC(CC(C)NC1CCCCC1)OC NRQYIBHXQYRTQV-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- HYBBIBNJHNGZAN-UHFFFAOYSA-N Furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 1
- FQPSGWSUVKBHSU-UHFFFAOYSA-N Methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 abstract 1
- UKLNMMHNWFDKNT-UHFFFAOYSA-M Sodium chlorite Chemical compound [Na+].[O-]Cl=O UKLNMMHNWFDKNT-UHFFFAOYSA-M 0.000 abstract 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N Sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005708 Sodium hypochlorite Substances 0.000 abstract 1
- ZGKNDXOLMOFEJH-UHFFFAOYSA-M Sodium hypophosphite Chemical compound [Na+].[O-]P=O ZGKNDXOLMOFEJH-UHFFFAOYSA-M 0.000 abstract 1
- HRPVXLWXLXDGHG-UHFFFAOYSA-N acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- 239000003570 air Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229940095076 benzaldehyde Drugs 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 1
- 238000004061 bleaching Methods 0.000 abstract 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 230000001112 coagulant Effects 0.000 abstract 1
- 230000015271 coagulation Effects 0.000 abstract 1
- 238000005345 coagulation Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- KVFDZFBHBWTVID-UHFFFAOYSA-N cyclohexanecarbaldehyde Chemical compound O=CC1CCCCC1 KVFDZFBHBWTVID-UHFFFAOYSA-N 0.000 abstract 1
- 238000000502 dialysis Methods 0.000 abstract 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 238000009998 heat setting Methods 0.000 abstract 1
- 239000012528 membrane Substances 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 229910000403 monosodium phosphate Inorganic materials 0.000 abstract 1
- 235000019799 monosodium phosphate Nutrition 0.000 abstract 1
- 150000004002 naphthaldehydes Chemical class 0.000 abstract 1
- 230000003472 neutralizing Effects 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atoms Chemical group N* 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 239000001103 potassium chloride Substances 0.000 abstract 1
- 235000011164 potassium chloride Nutrition 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 229960002218 sodium chlorite Drugs 0.000 abstract 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 abstract 1
- 229910001379 sodium hypophosphite Inorganic materials 0.000 abstract 1
- 239000004317 sodium nitrate Substances 0.000 abstract 1
- 235000010344 sodium nitrate Nutrition 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 abstract 1
- 229920002554 vinyl polymer Polymers 0.000 abstract 1
- 238000004383 yellowing Methods 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
- D01F6/44—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds
- D01F6/50—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from mixtures of polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds as major constituent with other polymers or low-molecular-weight compounds of polyalcohols, polyacetals or polyketals
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Artificial Filaments (AREA)
Abstract
An aqueous solution containing a polymer blend of from 99.5 per cent to 30 per cent by weight of polyvinyl alcohol and from 0.5 per cent to 70 per cent by weight of a polyvinyl amino-acetal which contains -CH2CHOH- units and <FORM:0813838/IV (a)/1> units, wherein R(N) is a monovalent radical having 1 to 3 basic nitrogen atoms and up to 20 carbon atoms and in which between 3 per cent and 80 per cent of the initial hydroxyl groups have been acetalized, the polymer blend being such that from 0.2 to 10 per cent of the initial total number of hydroxyl groups have been acetalized, is spun into filaments which are stretched at 15 DEG to 250 DEG C. for 0.5 second to 3 minutes to a draw ratio of 2/1 to 12/1 , heat treated at 140 DEG to 260 DEG C. for 0.2 second to 1 hour until they show not more than a 10 per cent shrinkage when immersed in water at 60 DEG C. for 30 minutes, and are treated with a mono-aldehyde (non-amino) of up to 20 carbon atoms until 5 to 60 per cent of the hydroxyl groups in the filament have reacted. R(N) may be -R3N(R1)(R2), where R1 and R2 ar hydrogen or alkyl groups of 1 to 8 carbon atoms and R3 is an aliphatic divalent radical of 1 to 4 carbon atoms; the group <FORM:0813838/IV (a)/2> where R3 has the meaning given above and R1 and R2 are hydrogen or alkyl groups of 1 to 5 carbon atoms; the group <FORM:0813838/IV (a)/3> R1 and R3 having the same meaning as in the previous group; pyridine, methyl- or ethyl-substituted pyridine or the group -R3-NH -NH2. The polymer blend may also contain polymers of ethylene; vinyl chloride, acetate or cyanide; methyl methacrylate, methacrylamide, acrylamide, formalized or acetalized vinyl alcohol or oxyacetalized (by oxy-acetaldehyde) vinyl alcohol to the extent that the ratio of the other various units to vinyl alcohol units is between 1 : 49 and 1 : 6. The composition may be dry-spun into a chamber at 40 DEG -180 DEG C. or, with or without the addition of sodium sulphate, potassium sulphate, ammonium sulphate or sodium dihydrogen phosphate, wet-spun into an aqueous bath at a temperature of 25 DEG to 60 DEG C. containing one of these salts. The spinning composition may also contain sodium hypophosphite to prevent yellowing or the treated filaments may be bleached with hydrogen peroxide, sodium hypochlorite or sodium chlorite and with a fluorescent bleaching compound. The heat-stretching is performed by means of guides or rollers in a salt bath or in a anhydrous medium such as air, nitrogen, carbon dioxide, oil or molten metal at a temperature which is at least 2 DEG C. below the softening temperature. In Example 3, the yarn is taken from the coagulating bath and stretched to a draw ratio of 3/1 between positively driven rolls, further stretched in a solution of sodium sulphate at 70 DEG C., wound on a bobbin and, before heat treatment, is drawn in air at 240 DEG C. to a further ratio of 3/1 . The heat-setting may be performed in a medium similar to that adopted for the stretching or in water vapour alone or in water vapour-air mixture at 10 kg./cm.2 above atmospheric pressure. In Example 6, the fibres are drawn to a ratio of 2.5/1 after coagulation and are stapled and crimped before heat treatment at 220 DEG C. and final aldehyde treatment. A number of aldehydes are specified for the final treatment, including formaldehyde and other aliphatic aldehydes, chloro- and bromo-acetaldehyde, benzaldehyde and chloro- and nitro-benzaldehyde, hexahydrobenzaldehyde, furfural and naphthaldehyde. Sulphuric, hydrochloric or phosphoric acid may be added, as a catalyst, to the aqueous solution of the aldehyde, which may also contain a surface-active agent and sodium, potassium or ammonium sulphate, sodium or potassium chloride or sodium nitrate and which may be at a temperature of 40 DEG to 95 DEG C. In Example 6 the aldehyde solution also contains methyl alcohol. The amino acetal is obtained by reacting polyvinyl alcohol with an amino aldehyde or an acetal, e.g. betacyclohexylamino-butyraldehyde dimethyl acetal, in aqueous solution containing sulphuric, hydrochloric or phosphoric acid, e.g. at 70 DEG C. The spinning solution may be obtained by dialysing the product with a semi-permeable membrane to remove acid and unreacted acetal and adding polyvinyl alcohol or, without dialysis, by neutralizing the acid with sodium hydroxide, concentrating the solution and adding polyvinyl alcohol.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEK27755A DE1047373B (en) | 1955-12-21 | 1955-12-31 | Process for the production of synthetic threads or fibers from polymers of vinyl compounds |
FR1145722D FR1145722A (en) | 1955-12-21 | 1956-01-12 | Polyvinyl alcohol fibers and their manufacturing process |
US575211A US2906594A (en) | 1955-12-21 | 1956-03-30 | Polyvinyl alcohol filaments of improved dye affinity and method of preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
GB813838A true GB813838A (en) | 1959-05-27 |
Family
ID=1744663
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3666555A Expired GB813838A (en) | 1955-12-21 | 1955-12-21 | Polyvinyl alcohol fibres and method of manufacturing same |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB813838A (en) |
-
1955
- 1955-12-21 GB GB3666555A patent/GB813838A/en not_active Expired
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