US3199940A - Process for dyeing polypropylene blends - Google Patents
Process for dyeing polypropylene blends Download PDFInfo
- Publication number
- US3199940A US3199940A US163054A US16305461A US3199940A US 3199940 A US3199940 A US 3199940A US 163054 A US163054 A US 163054A US 16305461 A US16305461 A US 16305461A US 3199940 A US3199940 A US 3199940A
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- US
- United States
- Prior art keywords
- dyeing
- orthophenylphenol
- weight ratio
- solvent
- compound
- 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
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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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/6515—Hydrocarbons
- D06P1/65162—Hydrocarbons without halogen
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/65106—Oxygen-containing compounds
- D06P1/65118—Compounds containing hydroxyl groups
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
- D06P1/651—Compounds without nitrogen
- D06P1/6515—Hydrocarbons
-
- 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
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/24—Polyamides; Polyurethanes
-
- 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
-
- 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
- D06P3/82—Textiles which contain different kinds of fibres
- D06P3/8204—Textiles which contain different kinds of fibres fibres of different chemical nature
-
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber
Definitions
- the present invention concerns a new process for dyeing shaped materials based upon blends of crystalline polypropylene (which will hereinafter be referred to simply as polypropylene) and polyamides, the term including both isopolyamides and interpolyamides.
- polypropylene crystalline polypropylene
- polyamides the term including both isopolyamides and interpolyamides.
- These blends which are hereinafter referred to simply as polypropylene blends, may be of very diverse character and include, in particular, blends consisting of 95- 85% of polypropylene and 15'% of an interpolyamide obtained by polycondensation of 30-50 parts per hundred of hexarnethylenediamine adipate and 70-50 parts per hundred of hexamethylenediamide sebacate.
- a process for dyeing materials made of polypropylene blends as herein defined which comprises dyeing the materials at a temperature above 95 C. and in the presence of orthophenylphenol and a cyclic hydrocarbon or chlorinated cyclic hydrocarbon which is a non-solvent for the said materials under the conditions of said treatment, the weight ration of orthophenylphenol to the said hydrocarbon being between 5:1 and 2:1.
- the dyeing may be effected from a dye bath or by means of a printing paste or by other methods known per se.
- Orthophenylphenol can be used in the free state or in the form of a salt. When orthophenylphenol is used in the free state, it is preferably used in emulsified form.
- the quantity of orthophenylphenol to be added to a dyeing bath may vary between 1 and g./l., but it is generally advantageous to maintain it between 3 and 6 g./
- cyclic hydrocarbon or cyclic chlorinated hydrocarbon to be added to the dyeing bath or to a printing paste should be compatible with orthophenylphenol both at ambient temperatures and at the temperatures necessary for carrying out the process.
- suitable cyclic hydrocarbons and chlorinated cyclic hydrocarbons there may be mentioned, inter alia, the following: Xylene, decahydronaphthalene, tetrahydronaphthalene, orthod-ichlorobenzene and trichlorohenzene.
- the cyclic hydrocarbon or chlorinated cyclic hydrocarbon is emulsified, preferably with water and an appropriately chosen surface-active agent, for example a product of condensation of ethylene oxide with a fatty alcohol.
- an appropriately chosen surface-active agent for example a product of condensation of ethylene oxide with a fatty alcohol.
- the weight ratio of orthophenylphenol to hydrocarbon is between 5:1 and 2:1 and most advantageously is 3:1.
- the weight ratio of the dyest-ulf to the non-solvent may vary from 6:1 to .12: 1, preferably 1.2:1 to .6: 1.
- the temperature while remaining above C., may vary in accordance with the class of dyes employed, but will generally bebetween 95 and C.
- the orthophenylphenol and the cyclic hydrocarbon or chlorinated cyclic hydrocanbon may be added separately to the dyeing bath or to the printing paste. Alternatively, they may be previously mixed and dispersed in water, and this mixture may be added to the dyeing bath or to the printing paste.
- the process according to the invention may be applied to the colouring of any shaped materials consisting of polypropylene blends, such as yarns, fibres, filaments, tows, cables, woven articles, knitted articles and films.
- any shaped materials consisting of polypropylene blends such as yarns, fibres, filaments, tows, cables, woven articles, knitted articles and films.
- it can be employed to produce dark and vivid shades without exceeding 100 C. during the dyeing treatment.
- dyes such as plastosoluble dyes, basic dyes, vat dyes, reactive dyes and in particular acid dyes and metalliferous dyes, with which it is possible to obtain very fast dark shades which have higher resistance to scouring solvents.
- Example A dyeing bath having the following composition is prepared:
- a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and a polyamide which comprises dyeing the material at a temperature above 95 C. and in the presence of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between 6:1 and 0.12:1.
- a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and an interpolyamide derived from -50 parts per 100 of hexamethylenediamine adipate and -50 parts per 100 of hexamethylenediamine sebacate which comprises dyeing the material at a temperature above C. and in the presence of orthophenylphenol and a compound which is a nonsolvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being betweenthe limits 5:1 and 2:1, and the weight ratio of the dye material to said non-solvent compound is between 12:1 and 0.6:1.
- a process for dyeing a material consisting essentially of a blend of crystalline polypropylene and a polyamide which'comprises dyeing the material by treatment with a yebath at a temperature above 95 C. and in the presence of 1 to 10 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of the dye material to said non-solvent compound is between 1.2:1 and 06:1.
- a process for dyeing a material consisting. essentially of' a blend of crystalline polypropylene and an interpolyamide which comprises dyeing the material by treatment with a dyebath at a temperature above 95 C. and in the presence of 3 to 6 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the. said non-solvent compound'being between the limits 5:1 to 2:1, and the weight ratio'of the dye material to said non-solvent compound is between 12:1 and 0.6:1.
Description
United States Patent 7 Claims. (c1.s 21
The present invention concerns a new process for dyeing shaped materials based upon blends of crystalline polypropylene (which will hereinafter be referred to simply as polypropylene) and polyamides, the term including both isopolyamides and interpolyamides. These blends, which are hereinafter referred to simply as polypropylene blends, may be of very diverse character and include, in particular, blends consisting of 95- 85% of polypropylene and 15'% of an interpolyamide obtained by polycondensation of 30-50 parts per hundred of hexarnethylenediamine adipate and 70-50 parts per hundred of hexamethylenediamide sebacate.
The dyeing of polypropylene blends, while easier than that of pure polypropylenes, is practicable only with a limited number of classes of dyes and generally necessitates dyeing at very high temperature, sometimes under pressure. Even using such drastic conditions it is not possible to obtain dark and vivid shades.
It is an object of the present invention to provide a new process for colouring (by dyeing or printing) materials consisting of polypropylene blends, by means of which it is possible to obtain readily on these materials even dark shades.
According to the present invention there is provided a process for dyeing materials made of polypropylene blends as herein defined which comprises dyeing the materials at a temperature above 95 C. and in the presence of orthophenylphenol and a cyclic hydrocarbon or chlorinated cyclic hydrocarbon which is a non-solvent for the said materials under the conditions of said treatment, the weight ration of orthophenylphenol to the said hydrocarbon being between 5:1 and 2:1.
The dyeing may be effected from a dye bath or by means of a printing paste or by other methods known per se.
Orthophenylphenol can be used in the free state or in the form of a salt. When orthophenylphenol is used in the free state, it is preferably used in emulsified form. The quantity of orthophenylphenol to be added to a dyeing bath may vary between 1 and g./l., but it is generally advantageous to maintain it between 3 and 6 g./|l.
It is essential that the cyclic hydrocarbon or cyclic chlorinated hydrocarbon to be added to the dyeing bath or to a printing paste should be compatible with orthophenylphenol both at ambient temperatures and at the temperatures necessary for carrying out the process. As particularly suitable cyclic hydrocarbons and chlorinated cyclic hydrocarbons there may be mentioned, inter alia, the following: Xylene, decahydronaphthalene, tetrahydronaphthalene, orthod-ichlorobenzene and trichlorohenzene.
For use, the cyclic hydrocarbon or chlorinated cyclic hydrocarbon is emulsified, preferably with water and an appropriately chosen surface-active agent, for example a product of condensation of ethylene oxide with a fatty alcohol. The process according to the invention is easy to apply because the dyeing mixtures as defined readily wet the materials to be dyed, despite the hydrophobic character of the latter. Thus, a filament of polypropylene/interpolyamide blend placed in a bath containing no cyclic hydrocarbon is wetted only after 40 minutes, while in a bath containing 1 cc. of decahydronaphtha- 3,199,940 Patented Aug. 10, 1965 lene per litre the time taken for the wetting of the same material is reduced to 8 seconds.
The weight ratio of orthophenylphenol to hydrocarbon is between 5:1 and 2:1 and most advantageously is 3:1. The weight ratio of the dyest-ulf to the non-solvent may vary from 6:1 to .12: 1, preferably 1.2:1 to .6: 1.
The temperature, while remaining above C., may vary in accordance with the class of dyes employed, but will generally bebetween 95 and C.
The orthophenylphenol and the cyclic hydrocarbon or chlorinated cyclic hydrocanbon may be added separately to the dyeing bath or to the printing paste. Alternatively, they may be previously mixed and dispersed in water, and this mixture may be added to the dyeing bath or to the printing paste.
It is possible by the process according to the invention to dye at boiling point and thus to avoid dyeing under pressure and at excessively high temperatures.
The process according to the invention may be applied to the colouring of any shaped materials consisting of polypropylene blends, such as yarns, fibres, filaments, tows, cables, woven articles, knitted articles and films. In contradistinction to the previously known processes, it can be employed to produce dark and vivid shades without exceeding 100 C. during the dyeing treatment. It also permits a much wider choice of dyes, such as plastosoluble dyes, basic dyes, vat dyes, reactive dyes and in particular acid dyes and metalliferous dyes, with which it is possible to obtain very fast dark shades which have higher resistance to scouring solvents.
The following example, in which the parts and percentages are by weight, will serve to illustrate the invention.
Example A dyeing bath having the following composition is prepared:
Part-s Water 1000 An anthraquinone dye sold by Du Pont under'the trade name Latyl Blue FL 0.6 Sodium orthophenylphenate 3.0 'I riclrlorobenzene 1 .0 Diarnmonium phosphate 5.0
l 1 IH-@ omomou (American Dyestuif Reporter, July 5, 1954).
I claim:
1. A process for dyeing a material consisting essentially of a blend of crystalline polypropylene and a polyamide, which comprises dyeing the material at a temperature above 95 C. and in the presence of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of dye material to said non-solvent compound is between 6:1 and 0.12:1.
3. A process for dyeing a material consisting essentially of a blend of crystalline polypropylene and an interpolyamide derived from -50 parts per 100 of hexamethylenediamine adipate and -50 parts per 100 of hexamethylenediamine sebacate, which comprises dyeing the material at a temperature above C. and in the presence of orthophenylphenol and a compound which is a nonsolvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being betweenthe limits 5:1 and 2:1, and the weight ratio of the dye material to said non-solvent compound is between 12:1 and 0.6:1.
4. A process for dyeing a material consisting essentially of a blend of or stallineol ro lene and a 01 amide 1 1 y p yp W p y substantlally 3:1, and the weight ratio of the dye matewhich comprises dyeing the material at 95 to C. and in the presence of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons, and their chlorinataion products, the Weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 and 2: l, and the weight ratio of the dye material to said non-solvent compound is between 1.2:1 and 0.621.,
5. A process for dyeing a material consisting essentially ofa blend of crystalline polypropylene and a polyamide which'comprises dyeing the material by treatment with a yebath at a temperature above 95 C. and in the presence of 1 to 10 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the said non-solvent compound being between the limits 5:1 to 2:1, and the weight ratio of the dye material to said non-solvent compound is between 1.2:1 and 06:1.
6. A process for dyeing a material consisting. essentially of' a blend of crystalline polypropylene and an interpolyamide which comprises dyeing the material by treatment with a dyebath at a temperature above 95 C. and in the presence of 3 to 6 grams per litre of dyebath of orthophenylphenol and a compound which is a non-solvent for the said blend under the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons and their chlorination products, the weight ratio of the orthophenylphenol and the. said non-solvent compound'being between the limits 5:1 to 2:1, and the weight ratio'of the dye material to said non-solvent compound is between 12:1 and 0.6:1.
'7. A process for dyeing a material consisting essentially of a blend of crystalline polypropylene with an interpolyamide derived from '3050 parts per 100 of 'hexamethylenediamine adipate and 70-50 parts per 100 of hexamethylenediamine sebacate, which comprises dyeing the material by treatment in a dyebath at 95 to 100 C. containing 3 to 6 grams per litre of orthophenylphenol and containing ;a compound which is a non-solvent for the said blendunder the treatment conditions and is selected from the class consisting of liquid monocyclic or bicyclic hydrocarbons, and their chlorination products, the weight ratio of orthophenylphenol to the said compound being rial to said non-solvent compound is between 12:1 and 0.6:1.
References Cited by the Examiner UNITED STATES PATENTS 2,869,969 l/59 Schulze 8-21 X 3,023,072 2/62 Dabrowski.
' FOREIGN PATENTS" 445,345 3/36 Great Britaiin v 809,495 2/ 59 Great Britain.
NORMAN G. TORCHIN, Primary Examiner.
MORRIS O. WOLK, Examiner.
Claims (1)
1. A PROCESS FOR DYING A MATERIAL CONSISTING ESSENTIALLY OF A BLEND OF CRYSTALLINE POLYPROPYLENE AND A POLYAMIDE, WHICH COMPRISES DYEING THE MATERIAL AT A TEMPERATURE ABOVE 95*C. AND IN THE PRESENCE OF ORTHOPHENYLPHENOL AND A COMPOUND WHICH IS A NON-SOLVENT FOR THE SAID BLEND UNDER THE TREATMENT CONDITIONS AND IS SELECTED FROM THE CLASS CONSISTING OF LIQUID MONOCYCLIC OR BICYCLIC HYDROCARBONS AND THEIR CHLORINATION PRODUCTS, THE WEIGHT RATIO OF THE ORTHOPHENYLPHENOL AND THE SAID NON-SOLVENT COMPOUND BEING BETWEEN THE LIMITS 5:1 TO 2:1, AND THE WEIGHT RATIO OF DYE MATERIAL TO SAID NON-SOLVENT COMPOUND IS BETWEEN 6:1 AND 0.12:1.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR849293 | 1961-01-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3199940A true US3199940A (en) | 1965-08-10 |
Family
ID=8746439
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US163054A Expired - Lifetime US3199940A (en) | 1961-01-10 | 1961-12-29 | Process for dyeing polypropylene blends |
Country Status (4)
Country | Link |
---|---|
US (1) | US3199940A (en) |
CH (1) | CH372274A (en) |
ES (1) | ES272077A1 (en) |
GB (1) | GB921119A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3326826A (en) * | 1963-09-04 | 1967-06-20 | Exxon Research Engineering Co | Dye receptive compositions comprising polyolefins and nitrogen-containing condensation polymers |
US3361843A (en) * | 1964-06-15 | 1968-01-02 | Uniroyal Inc | Method of dyeing a blend of a polyolefin and a nitrogen containing polymer by using a dyebath containing lewis acids |
US3454512A (en) * | 1965-12-22 | 1969-07-08 | Chemcell 1963 Ltd | Dyeable compositions comprising polypropylene,polyamide and ethylene copolymer |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3533731A (en) * | 1965-06-25 | 1970-10-13 | Exxon Research Engineering Co | Dyeing of polyolefins |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB445345A (en) * | 1934-09-28 | 1936-03-30 | Henry Dreyfus | Improvements in or relating to the colouration of materials made of or containing synthetic resins |
US2869969A (en) * | 1955-08-22 | 1959-01-20 | Du Pont | Formaldehyde as an assistant in the dyeing of polyester fibers and blends thereof athigh temperatures |
GB809495A (en) * | 1956-07-31 | 1959-02-25 | Glanzstoff Ag | A process for dyeing polyolefine textile materials |
US3023072A (en) * | 1962-02-27 | Certification of correction |
-
1961
- 1961-11-16 ES ES0272077A patent/ES272077A1/en not_active Expired
- 1961-12-13 GB GB44643/61A patent/GB921119A/en not_active Expired
- 1961-12-29 US US163054A patent/US3199940A/en not_active Expired - Lifetime
-
1962
- 1962-01-10 CH CH30862A patent/CH372274A/en unknown
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3023072A (en) * | 1962-02-27 | Certification of correction | ||
GB445345A (en) * | 1934-09-28 | 1936-03-30 | Henry Dreyfus | Improvements in or relating to the colouration of materials made of or containing synthetic resins |
US2869969A (en) * | 1955-08-22 | 1959-01-20 | Du Pont | Formaldehyde as an assistant in the dyeing of polyester fibers and blends thereof athigh temperatures |
GB809495A (en) * | 1956-07-31 | 1959-02-25 | Glanzstoff Ag | A process for dyeing polyolefine textile materials |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3326826A (en) * | 1963-09-04 | 1967-06-20 | Exxon Research Engineering Co | Dye receptive compositions comprising polyolefins and nitrogen-containing condensation polymers |
US3361843A (en) * | 1964-06-15 | 1968-01-02 | Uniroyal Inc | Method of dyeing a blend of a polyolefin and a nitrogen containing polymer by using a dyebath containing lewis acids |
US3454512A (en) * | 1965-12-22 | 1969-07-08 | Chemcell 1963 Ltd | Dyeable compositions comprising polypropylene,polyamide and ethylene copolymer |
Also Published As
Publication number | Publication date |
---|---|
CH372274A (en) | 1963-06-29 |
ES272077A1 (en) | 1962-05-01 |
GB921119A (en) | 1963-03-13 |
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