US3816071A - Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether - Google Patents
Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether Download PDFInfo
- Publication number
- US3816071A US3816071A US00232191A US23219172A US3816071A US 3816071 A US3816071 A US 3816071A US 00232191 A US00232191 A US 00232191A US 23219172 A US23219172 A US 23219172A US 3816071 A US3816071 A US 3816071A
- Authority
- US
- United States
- Prior art keywords
- carrier
- hydroxybiphenylether
- halogenated
- parts
- dyestuff
- 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
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
- 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
- D06P3/26—Polyamides; Polyurethanes using dispersed dyestuffs
-
- 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
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/522—Polyesters using basic dyes
-
- 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
- D06P3/34—Material containing ester groups
- D06P3/52—Polyesters
- D06P3/54—Polyesters using dispersed dyestuffs
-
- 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
- Y10S8/922—Polyester fiber
-
- 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
- theprior art has employed in the treatment of the hydrophobic,syntheticfibers elevated pressures with temperatures greater generally than 250 F.
- dyeingunder'pressure at'elevated temperature is undesirable duezto expensive and complex procedures.
- the prior art has also turned-to specific carrier components. These carriers aid in the penetration. of the dye into the fiber by causinga swelling of the base substrate.
- hydrophobic fibers allow satisfactory resultsattemperatures as low as 200 to 210 F although a temperature of 212 F at normal atmospheric pressure ispreferred.
- carrier components for hydrophobic fibers known in the prior art to be employed' with avariety ofdyes.
- typical carriers used by the art up to the present time are various derivatives of benzene and. phenol such as orthoand para-phenylphenol, chlorinated benzenes, xylenes, naphthalenes. toluenes, aromatic esters or ethers, and biphenyl. Nevertheless. many of these carrier components have some drawbacks such as lack of availability, undue toxicity, lack of ease of removal from the substrate, effect on lightfastness of color, or influence of buildup of a heavyshade.
- n is an integer from 0 to 3
- Y is chlorine or bromine
- m is an-integer from 0 to 3
- the sum of n andm is, l, to 3;
- Thecarrier compounds of the present invention are, in most cases, clear colorlesssolids. They are utilized in the form of. an emulsion or dispersion composition which is added to the, dyebath formulation, printing paste, or prescouringbath. Besides the carrier activity they possess a bacteriostatic, action.
- the carriers of the present invention are generally colorless, odorless and non-toxic, or nearlyso. They usually do notgaffectthe fastness other than by improving it, and are either non-foaming or very low foaming. Dyeing processes utilizing, the carrier composition of the present invention exhibit a slow drawing of the dyestuff resulting in excellent levelness and extremely good. utilization or exhaustion of the dyestuff.
- dyestuffs employable in the present invention are well known in the art as disperse and cationicdyestuffs. Illustrative although not limiting of suitable disperse dyestuffs are those listed in the Color Index under the Disperse dye classification.
- a fabrous material includes fibers,,yarns, threads, fabric ribbons, tapes and tabs.
- Thedyestuff andemulsified carrier may be added to a bath at temperatureequivalent to the boiling point of water. A time interval of two or three hours is utilized during; which time the fibrous substrate is contacted with the dyebath composition. Thereafter the fabric is washed followed by drying.
- printing may be carried out in the usual way by adding the carrier emulsionto a paste and'printing the material on a roller or screen printing unit followed by fixing the dye by exposing to steamor. heat treatment.
- thermosol technique may be utilized by padding the material, with a mixture of a, disperse dye-emulsified carrier of the type disclosed herein followed by drying at to 250 C for l to 30 minutes. Alternatively thennofixing may take place with steam injection at temperature-time conditions as 340 F for l to 30 minutes.
- hydrophobic materials that do not color readily without theuse of a carrier component.
- Suitable examples of the hydrophobic material include 3 polyester and acid'modified polyester, polyamide, cationic dyeable polyamide, polypropylene, polyacrylonitrile, and its modified versions, modacrylics, or triacetate.
- the carriers of this invention are generally employed in the form of an emulsion in order to achieve rapid and uniform distribution of the carriers in the prescouring bath, dyebath, or printing composition.
- the emulsifying agents which are employed may generally be of the cationic, anionic, or nonionic type of surface active agents familiar to those skilled in the art. Representative of those surface active agents are those of the following formulae in which R is alkyl and M is a metallic cation such as sodium or potassium, or ammonium and derivatives thereof:
- R-COOM wherein R is an alkyl group containing 7 to 24 carbon atoms.
- ROSO OM wherein R is an alkyl group containing 7 to 24 carbon atoms.
- R50 M wherein R is an alkyl group containing 12 to 18 carbon atoms.
- R-Ar-SO M wherein R is an alkyl group containing 3 to 18 carbon atoms and Ar is an aromatic nucleus selected from benzene, naphthalene, anthracene, etc.
- R-Ar-(OCH CH2) --OSO3 M 01' wherein R is an alkyl substituent on a benzene ring containing 1 to 18 carbon atoms and Ar is a benzene nucleus and z is at least one and as high as l0.
- R--A'r--(OCH CH ),--OH wherein R is an alkyl group containing l t o l8 carbon atoms.
- Ar is a benzene nucleus and z is a number from 4 to 40.
- R--(OCH CH --OSO M wherein R is an alkyl group containing 8 to 24 carbon atoms and z is a number equaling l to 4.
- R--C--O--(OCH CH OH wherein R is a fatty radical containing 8 to 24 carbon atoms and z is anumber equaling 4 to 40.
- R is an alkyl or amido group containing 8 to 24 carbon atoms
- R is hydrogen, alkyl or an aralkyl group
- R is hydrogen or an alkyl group containing 1 to 8 carbon atoms
- R is hydrogen, alkyl or aralkyl group
- X is an anionic radical, e.g. chloride, sulfate or sulfate derivative.
- emulsifying agents which may be employed are lauryl dimethyl, benzylammonium chloride, Turkey red oil, sodium lauryl sulfate, sodium dodecyl benzene sulfonate, triethanolamine salt of lauryl sulfate, ethoxylated nonylphenol and the like.
- the sodium lester sulfate is especially preferred.
- the emulsifier desirably are of the nonionic or cationic type.
- Nonionic agents are preferred in most instances.
- the dye carrier composition is prepared by blending together from about 10 to about 90 parts (by weight) of carrier and from about 10 to about 90 parts (by weight) of the emulsifying agent.
- the emulsion ordinarily is prepared in water in a known manner.
- a preferred embodiment employs for 50 parts to 80 parts carrier in conjunction with 20 to 50 parts of emulsifying agent.
- a composition of about 70 carrier and about 30 parts emulsifier is especially preferred.
- dye carriers of the present invention besides being generally free of undesirable color, odor, foaming irritant, and toxic properties, are two to three times more effective on a weight to weight bases than previously employed carriers such as biphenyl, methyl naphthalene, o-phenyl and others.
- a dye carrier composition is prepared by melting 80 parts by weight of 2-hydroxy 2, 4, 4, trichlorodiphenylether, l0 parts of the sodium salt of nonylphenoxypolyethylenoxyl ethanol and 10 parts of the sodium salt of oleyl amylester sulfate. After cooling the mixture is pulverized. The dyebath is loaded at 50 C with Dacron (polyethylene terepthalate) double knit at a liquor ratio of 40:]. Based on the weight of fabric (owf), 2% of the following dyestuff is employed:
- EXAMPLE 3 A printing paste is prepared containing parts of the carrier composition described in Example 1, 2.5
- EXAMPLE 6 A dye carrier composition is prepared in like manner as Example 1, but instead of 2 hydroxy 2'4, 4 trichlorodiphenylether, 2 hydroxy 4,4 dichlorodiphenylether is used. In this example, the following dyestuff is added:
- a liquor ratio of 40:1 is present in the dye bath with 100 pounds of polyethylene terephthalate (Dacron 54) fabric. Initially the bath temperature is at 140 F followed by raising the temperature to boiling over a period of 20 minutes which is maintained for minutes. The fabric is rinsed, soaped, and placed in a bath of 2% hydrosulfite and 2% weight soda ash for 15 minutes at 180 F. A brilliant yellow shade having excellent fastness properties results.
- Example 11 The procedure of Example I is repeated in all essential respects but instead of Dacron, a fabric of Nylon 66 (polyamidc) is used.
- rial is a polyamidel said halogen is
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Coloring (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00232191A US3816071A (en) | 1972-03-06 | 1972-03-06 | Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether |
DE19732309906 DE2309906A1 (de) | 1972-03-06 | 1973-02-28 | Verfahren zum faerben hydrophober fasern |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US00232191A US3816071A (en) | 1972-03-06 | 1972-03-06 | Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether |
Publications (1)
Publication Number | Publication Date |
---|---|
US3816071A true US3816071A (en) | 1974-06-11 |
Family
ID=22872199
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00232191A Expired - Lifetime US3816071A (en) | 1972-03-06 | 1972-03-06 | Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether |
Country Status (2)
Country | Link |
---|---|
US (1) | US3816071A (de) |
DE (1) | DE2309906A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999042650A1 (en) * | 1998-02-20 | 1999-08-26 | Milliken Research Corporation | Esterified triclosan derivatives as improved textile antimicrobial agents |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2270706A (en) * | 1940-03-11 | 1942-01-20 | American Viscose Corp | Method of dyeing vinyl polymers |
US3385652A (en) * | 1963-08-21 | 1968-05-28 | Union Carbide Corp | Dyeing polyolefin articles with soluble dye and a short chain polyethylene glycol ether |
US3506720A (en) * | 1963-02-22 | 1970-04-14 | Geigy Chem Corp | Halogenated hydroxy-diphenyl ethers |
-
1972
- 1972-03-06 US US00232191A patent/US3816071A/en not_active Expired - Lifetime
-
1973
- 1973-02-28 DE DE19732309906 patent/DE2309906A1/de active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2270706A (en) * | 1940-03-11 | 1942-01-20 | American Viscose Corp | Method of dyeing vinyl polymers |
US3506720A (en) * | 1963-02-22 | 1970-04-14 | Geigy Chem Corp | Halogenated hydroxy-diphenyl ethers |
US3385652A (en) * | 1963-08-21 | 1968-05-28 | Union Carbide Corp | Dyeing polyolefin articles with soluble dye and a short chain polyethylene glycol ether |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1999042650A1 (en) * | 1998-02-20 | 1999-08-26 | Milliken Research Corporation | Esterified triclosan derivatives as improved textile antimicrobial agents |
US5968207A (en) * | 1998-02-20 | 1999-10-19 | Milliken & Company | Esterified triclosan derivatives as improved textile antimicrobial agents |
Also Published As
Publication number | Publication date |
---|---|
DE2309906A1 (de) | 1973-09-20 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4131424A (en) | Method of dyeing using the combination of certain halogenated hydrocarbons and aromatic solvents in an aqueous dye admixture | |
US2901311A (en) | Process for the printing of fibrous textile material made of polyester fibres | |
US3033640A (en) | Incorporation of an organic basic compound into cellulose acetate materials | |
US3313590A (en) | Polyester dyeing with polychlorobenzene-aryl glycol ether dye solution and said dye solution | |
US3097047A (en) | Dyeing synthetic fibers with alkyl naphthalene composition | |
US4115055A (en) | Mixture of water-insoluble monoazo dyestuffs for coloring textile materials consisting at least partly of linear, aromatic polyesters | |
US2017119A (en) | Treatment of textile and other materials | |
US3816071A (en) | Coloring hydrophobic fibers using carrier of halogenated hydroxybiphenylether | |
US1968819A (en) | Dyeing of textile materials | |
US4132523A (en) | Process and agent for coloring cellulose containing blended fiber textiles | |
US3787181A (en) | Dyeing synthetic hydrophobic fibers with lower alkyl biphenyl carriers | |
GB361362A (en) | Improvements in or relating to the colouration of materials | |
US3207568A (en) | Azo and anthraquinone dye mixture, dyeing cellulose acetate and polyesters therewith and the product of such dyeing | |
EP0036252B1 (de) | Verfahren zum Bedrucken von Textilien | |
US3265460A (en) | Dyeing of synthetic fibers | |
US3690815A (en) | Dyeing assisted by aryl esters of aryl sulfonic acids | |
US4032291A (en) | Phenyl phthalate carriers in dyeing and printing synthetic fibers | |
US3756773A (en) | Scoloring synthetic hydrophobic fibers with aralkyl substituted phenol | |
US3056643A (en) | Vat dyeing of polypropylene | |
US3820952A (en) | Use of solid carrier for dyeing hydrophobic fibers | |
US2306880A (en) | Dyeing vinyl polymers | |
US3342542A (en) | Ho o nhx c chax c chjx o oh | |
US3658460A (en) | Process for dyeing synthetic polyamide textiles in the presence of organic sulphonic acids and basic nitrogen compounds | |
US3877870A (en) | Use of solid carrier for dyeing hydrophobic fibers | |
US1690481A (en) | Dyeing, printing, or stenciling of acetyl cellulose or products made therewith |