US3101989A - Process for improving the affinity for dyes of shaped polyolefine articles - Google Patents
Process for improving the affinity for dyes of shaped polyolefine articles Download PDFInfo
- Publication number
- US3101989A US3101989A US41026A US4102660A US3101989A US 3101989 A US3101989 A US 3101989A US 41026 A US41026 A US 41026A US 4102660 A US4102660 A US 4102660A US 3101989 A US3101989 A US 3101989A
- Authority
- US
- United States
- Prior art keywords
- dyes
- bath
- articles
- affinity
- 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 - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 17
- 229920000098 polyolefin Polymers 0.000 title claims description 16
- 239000000975 dye Substances 0.000 title description 22
- 238000011282 treatment Methods 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims description 10
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 claims description 3
- 230000017488 activation-induced cell death of T cell Effects 0.000 claims 1
- -1 alkali metal bichromate Chemical class 0.000 description 14
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 13
- 239000000463 material Substances 0.000 description 13
- 239000001117 sulphuric acid Substances 0.000 description 13
- 235000011149 sulphuric acid Nutrition 0.000 description 13
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 125000001931 aliphatic group Chemical group 0.000 description 7
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 6
- 229910052804 chromium Inorganic materials 0.000 description 6
- 239000011651 chromium Substances 0.000 description 6
- 239000004744 fabric Substances 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- VYGBQXDNOUHIBZ-UHFFFAOYSA-L sodium formaldehyde sulphoxylate Chemical compound [Na+].[Na+].O=C.[O-]S[O-] VYGBQXDNOUHIBZ-UHFFFAOYSA-L 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 239000000981 basic dye Substances 0.000 description 3
- 150000002191 fatty alcohols Chemical class 0.000 description 3
- 239000007800 oxidant agent Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 239000002759 woven fabric Substances 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 2
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- KIEOKOFEPABQKJ-UHFFFAOYSA-N sodium dichromate Chemical compound [Na+].[Na+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KIEOKOFEPABQKJ-UHFFFAOYSA-N 0.000 description 2
- 239000004289 sodium hydrogen sulphite Substances 0.000 description 2
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 2
- VEIQMIFGPISKCW-UHFFFAOYSA-N (2e)-1,3,3-trimethyl-2-[(2z)-2-(1-methyl-2-phenylindol-1-ium-3-ylidene)ethylidene]indole Chemical compound CC1(C)C2=CC=CC=C2N(C)C1=CC=C(C1=CC=CC=C1[N+]=1C)C=1C1=CC=CC=C1 VEIQMIFGPISKCW-UHFFFAOYSA-N 0.000 description 1
- KHOITXIGCFIULA-UHFFFAOYSA-N Alophen Chemical compound C1=CC(OC(=O)C)=CC=C1C(C=1N=CC=CC=1)C1=CC=C(OC(C)=O)C=C1 KHOITXIGCFIULA-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- 239000000980 acid dye Substances 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- KMUONIBRACKNSN-UHFFFAOYSA-N potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/22—Effecting variation of dye affinity on textile material by chemical means that react with the fibre
-
- 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
- D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
- D06M11/32—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
- D06M11/36—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
- D06M11/48—Oxides or hydroxides of chromium, molybdenum or tungsten; Chromates; Dichromates; Molybdates; Tungstates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/79—Polyolefins
-
- 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
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/09—Polyolefin
-
- 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
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/10—Polyvinyl halide esters or alcohol fiber modification
Definitions
- Shaped articles consisting of polyrolefines cannot be dyed satisfactorily by direct application of dyes by the normal techniques employed in the dyeing art.
- a process for the treatment of shaped articles containing or consisting of polyolefines to increase their 'afiinity for dyes which comprises treating the said articles first in an acid bath containing an alkali metal bichromate and the in an acid bath containing a reducing agent, the temperature of each bath being at least 80 C.
- the temperat-ure of the bath containing the bichromate should preferably not exceed 105 C.
- this temperature should preferably not exceed 120 C.
- the hexavalent chromium is reduced to trivalent chromium, which then fixed in the material.
- the process of the invention makes it possible to improve the afiinity for dyes of all textile articles consisting of polyolefines, such as filaments, fibres, continuous filament and staple fibre yarns, tows, mono-filaments, cables or woven fabrics, as also of other shaped articles, as well as for non-textile articles such as films, sheets and profiled articles generally.
- the first treatment bath preferably contains at least 25 .g./litre of the alkali metal b-ichrornate. It may be made acid by means of any strong acid, sulphuric acid or hydrochloric acid being preferred.
- the duration of the first treatment may vary (eg from 5 to 30 minutes, and may even be prolonged for several hours without damage to the article to be treated.
- the second acid treatment bath preferably contains up to 50 g./litre of a su-lphite or of another strong reducing agent, such as sodium formaldehyde sulphoxylate. Higher concentrations may be employed if desired.
- Example I Various samples of polyethylene yam of high density (0.95) are treated at 100 C. for varying times in a bath containing, per litre:
- the filaments are thereafter treated for one hour in a second bath at C. containing 5 cc. per litre of a sodium bisulphite solution (36 B.),
- the various yarn specimens contain the following quantities of fixed trivalent chromium.
- Example [I A jersey manufactured of high-density (0.96) polyethylene yarns is treated for half an hour in a. first bath as in Example I.
- the chromium content is 0.157%.
- Example I]! A woven fabric formed of continuous polypropylene ylarns is treated for one hour at 100 C. in a bath containing, per litre:
- the fabric After rinsing, the fabric is treated for 1 /2 hours at C. in a bath containing, per litre:
- Example IV A woven fabric consisting of polyethylene yarns (the polyethylene having been produced by high pressune polymerisation) is treated at 105 C. in a pressure-resistant stainless steel apparatus for minutes, in a bath containing, per litre:
- the fabric is wrung out and treated for one hour in a second bath at 98 C. containing g./litre of sodium formaldehyde sulphoxylate.
- the fabric is dyed without difficulty in one hour at 98 C. with the basic dye Orange Astrazon R (Colour 'IndeX No. 48040).
- the fabric is dyed with a fine, very bright orange hue.
- a process for the treatment of shaped aliphatic polyolefine articles to increase their affinity for dyes comprising contacting the said shaped articles first with a bath containing, per litre, to 55 grams of alkali metal bichromate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with an acid bath containing a reducing agent, the temperature of each bath being at least 80 C.
- a process for the treatment of filamentary aliphatic polyolefine material to increase its afiinity for dyes which comprises contacting the said filamentary material first with a bath containing, per litre, 25 to 55 grams of alkali metal bichromate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with an acid bath containing a reducing agent, the temperature of each bath being at least 80 C.
- a process for the treatment of filamentary aliphatic polyolefine material to increase its affinity for dyes which comprises contacting the said filamentary material first with a bath containing, per litre, 25 to 55 grams of alkali 4.- metal bichromate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with an acid bath containing a sulphite reducing agent, the temperature of each bath being at least 80 C.
- a process for the treatment of filamentary aliphatic polyolefine material to increase its atfinity for dyes which comprises contacting the said filamentary material first with a bath containing, per litre, 25 to grams of alkali metal bichromate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with an acid bath containing sodium formaldehyde sulphoxylate, the temperature of each bath being at least C.
- a process for the treatment of filamentary aliphatic polyolefine material to increase its affinity for dyes which comprises contacting the said filamentary material first with a bath containing, per litre, 25 to 55 grams of alkali metal bichromate and -250 cc. of concentrated sulphuric acid, for 5 to minutes, and then with an acid bath containing a reducing agent, the temperature of each bath being 80 to 120 C.
- a process of the treatment of filamentary aliphatic polyolefine material to increase its afiinity for dyes which comprises contacting the said filamentary material first with a bath containing, per litre, 25 to 55 grams of alkali metal bichr-omate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with a hydrochloric acid bath containing up to 50 g./litre of a sulphite, the temperature of each bath being at least 80 C.
- a process for the treatment of filamentary aliphatic polyolefine material to increase its affinity for dyes which comprises cont-acting the said filamentary material first with a bath containing, per litre, 25 to 55 grams of alkali metal bichromate and 100-250 cc. of concentrated sulphuric acid, for 5 to 120 minutes, and then with a hydrochloric acid bath containing up to 50 g/litre of sodium formaldehyde sulphoxylate, the temperature of each bath being at least 80 C.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
- Coloring (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR799789A FR1238896A (fr) | 1959-07-09 | 1959-07-09 | Procédé pour améliorer l'affinité tinctoriale des corps conformés en polyoléfines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3101989A true US3101989A (en) | 1963-08-27 |
Family
ID=8717009
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US41026A Expired - Lifetime US3101989A (en) | 1959-07-09 | 1960-07-06 | Process for improving the affinity for dyes of shaped polyolefine articles |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3101989A (en)) |
| BE (1) | BE592643A (en)) |
| CH (1) | CH368133A (en)) |
| DE (1) | DE1269091B (en)) |
| ES (1) | ES259527A1 (en)) |
| FR (1) | FR1238896A (en)) |
| GB (1) | GB878760A (en)) |
| NL (2) | NL253573A (en)) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3320088A (en) * | 1963-10-04 | 1967-05-16 | Hercules Inc | Stereoregular polypropylene coated with an insolubilized ethylene oxide polymer |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1957491A (en) * | 1931-02-14 | 1934-05-08 | Celanese Corp | Discharge printing |
| US2400720A (en) * | 1942-02-20 | 1946-05-21 | Distillers Co Yeast Ltd | Treatment of plastic surfaces |
| US2668134A (en) * | 1948-08-31 | 1954-02-02 | Plax Corp | Process for treating polyethylene and coated product |
| USRE24062E (en) * | 1948-08-31 | 1955-09-20 | Coated product | |
| US2865880A (en) * | 1954-04-07 | 1958-12-23 | Eastman Kodak Co | Fibers comprising acrylonitrile polymers containing aluminum and silicon oxides |
| US2886471A (en) * | 1954-03-30 | 1959-05-12 | British Cellophane Ltd | Solid polyethylene plastic materials |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL70609C (en)) * | 1948-09-08 | |||
| FR1116979A (fr) * | 1954-01-05 | 1956-05-15 | Basf Ag | Procédé pour améliorer l'aptitude à la teinture de produits en polyacrylnitrile |
| US2937066A (en) * | 1955-11-23 | 1960-05-17 | Dow Chemical Co | Method for treating polyethylene and treated polyethylene articles thereby obtained |
| AT209304B (de) * | 1958-02-21 | 1960-05-25 | Montedison Spa | Verfahren zur Behandlung von Fasern aus Polymeren von α-Olefinen und bzw. oder Mischungen hievon mit andern Polymeren und bzw. oder von Copolymeren von α-Olefinen |
-
0
- NL NL112484D patent/NL112484C/xx active
- BE BE592643D patent/BE592643A/xx unknown
- NL NL253573D patent/NL253573A/xx unknown
-
1959
- 1959-07-09 FR FR799789A patent/FR1238896A/fr not_active Expired
-
1960
- 1960-06-23 CH CH713960A patent/CH368133A/fr unknown
- 1960-07-04 DE DEP1269A patent/DE1269091B/de active Pending
- 1960-07-06 US US41026A patent/US3101989A/en not_active Expired - Lifetime
- 1960-07-08 ES ES0259527A patent/ES259527A1/es not_active Expired
- 1960-07-08 GB GB24000/60A patent/GB878760A/en not_active Expired
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1957491A (en) * | 1931-02-14 | 1934-05-08 | Celanese Corp | Discharge printing |
| US2400720A (en) * | 1942-02-20 | 1946-05-21 | Distillers Co Yeast Ltd | Treatment of plastic surfaces |
| US2668134A (en) * | 1948-08-31 | 1954-02-02 | Plax Corp | Process for treating polyethylene and coated product |
| USRE24062E (en) * | 1948-08-31 | 1955-09-20 | Coated product | |
| US2886471A (en) * | 1954-03-30 | 1959-05-12 | British Cellophane Ltd | Solid polyethylene plastic materials |
| US2865880A (en) * | 1954-04-07 | 1958-12-23 | Eastman Kodak Co | Fibers comprising acrylonitrile polymers containing aluminum and silicon oxides |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3320088A (en) * | 1963-10-04 | 1967-05-16 | Hercules Inc | Stereoregular polypropylene coated with an insolubilized ethylene oxide polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| CH368133A (fr) | 1963-05-15 |
| NL253573A (en)) | |
| GB878760A (en) | 1961-10-04 |
| BE592643A (en)) | |
| NL112484C (en)) | |
| DE1269091B (de) | 1968-05-30 |
| CH713960A4 (en)) | 1962-12-15 |
| FR1238896A (fr) | 1960-08-19 |
| ES259527A1 (es) | 1960-10-16 |
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