US3877870A

US3877870A - Use of solid carrier for dyeing hydrophobic fibers

Info

Publication number: US3877870A
Application number: US431008A
Authority: US
Inventors: Kurt A Dellian; Marvin Weiskopf; Samuel Lee
Original assignee: Ciba Geigy Corp
Current assignee: Novartis Corp
Priority date: 1972-01-03
Filing date: 1974-01-04
Publication date: 1975-04-15
Anticipated expiration: 1992-04-15

Abstract

A process of coloring a hydrophobic fiber with a disperse or cationic dyestuff is disclosed using a dye carrier composition containing a carrier which is a solid at a temperature of at least 45*C in conjunction with a compound of the formula:

Description

United States Patent [1 1 Dellian et al.

[451 Apr. 15, 1975 USE OF SOLID CARRIER FOR DYEINO HYDROPHOBIC FIBERS Assignee:

Filed:

Inventors: Kurt A. Dellian, Spring Valley;

Marvin Weiskopf, Bronx, both of N.Y.; Samuel Lee, Fairlawn, NJ.

Ciba-Geig y Corporation, Ardsley,

Jan. 4, 1974 Appl. No.: 431,008

Related U.S. Application Data Division of Ser. No. 215,097, Jan. 3, 1972, Pat. No.

U.S. Cl. 8/ 2; 8/173;8/174 Int. Cl C09b 67/00 Field of Search 8/92, 169, 173, 174;

References Cited UNITED STATES PATENTS Sertorio Musser et al.

Stirton et al. 252/354 X 4/1971 Foley 252/354 X 4/1973 Freshwater et a]. 8/174 OTHER PUBLICATIONS Schwartz et al., Surface Active Agents, 1949, p. 51, lnterscience Publishers, Inc., N.Y., N.Y., TP 14953C3.

[57] ABSTRACT A process of coloring a hydrophobic fiber with a disperse or cationic dyestuff is disclosed using a dye carrier composition containing a carrier which is a solid at a temperature of at least 45C in conjunction with a compound of the formula:

I c(cH cooa cn dcn 5 Claims, No Drawings USE OF SOLID CARRIER FOR DYEING HYDROPI'IOBIC FIBERS This is a Divisional of application Ser. No. 215,097, filed Jan. 3, 1972, now US. Pat. No. 3,820,952.'

This invention concerns a dye carrier composition and the process utilizing such carrier composition for the coloring of synthetic hydrophobic fibers.

It is well known that many synthetic fibers because of the hydrophobic properties of the polymers which comprise them are difficult to color with dyestuffs following the usual dyeing methods.

Hydrophobic fibers such as polyethylene terephthalate, polyamides. cellulose triacetate, and the like however have been readily dyed with disperse dyestuffs. Initially such dyeing was carried out under pressure at temperatures generally in excess of 250F. Such conditions added greatly to the cost and complexity of the dyeing process because of the equipment which was required. These difficulties have been reduced by the utilization of dyeing auxiliaries known as carriers which facilitate the penetration of the fiber by the dyestuff by causing a swelling of the fiber.

The use of carriers in the dyeing of hydrophobic fibers has resulted in the realization of satisfactory dyeings at temperatures of 200-210F in unpressurized equipment in many instances. Among the 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.

The use of carriers by those in the art has greatly improved the capability to achieve satisfactory colorings.

and functions to essentially eliminate the dispersibility and stability problem. The constituent is of the formula:

Y .is H, OH, SO H, OSO H, or the the alkali salt thereof such as sodium;

R is C,,H and n is an integer from 1 to 5, preferably 5 A desirable example of the above compound is when 20 .r is 7, m is 7, Z is OSO H, Y is H and n is 5.

The carrier composition is utilized in the form of an emulsion which is added to the dyebath formulation, printing paste or prescouring bath. The solid carrier will be employed at to 92 parts by weight to 8 to 90 parts by weight of the disclosed constituent.

In the carrier composition various additives may be employed. A suitable example is a sulfated alkylphenoxy polyethylene oxide or sodium salt wherein the alkyl 0 group contains-6 to carbon atoms such as 6 to 15 However the capability to achieve satisfactorily stable emulsions or dispersions especially with solid carriers, in many respects has proven at times to be less than satisfactory. For example. a carrier which is initially a solid may introduce a low degree of dispersibility in the dye liquor causing specks and carrier stains on the fabric. When the solid carrier is compounded as a selfemulsifiable powder or paste, a low degree of stability may result.

Among the purposes of the present invention is to provide a new carrier composition for use in the process of coloring hydrophobic fibers such as polyesters, like polyethylene terephthalate solid under trademarks such as Dacron, Terylene and Fortrel, cellulose triacetates, polyamides and the like.

The carrier composition of the present invention is useful in coloring fibers with both disperse and cationic dyestuffs. For example, it is' especially useful in coloring acid modified polyethylene terephthalate (Dacron) with cationic dyestuffs.

The carrier compound in the present composition will be a solid at normal room temperature and temperatures at least as high as C. The term carrier is employed in its normal terminology in the art and encompasses dyeing auxiliaries which facilitate the penetration of a hydrophobic fiber by a dyestuff by causing a swelling of the fiber. As previously set forth the dyestuffs contemplated in conjunction with carrier composition includes disperse or cationic types.

Useful solid carrier components in the present disclosure include o-phenylphenol, biphenyl, phenyl benzoate, phenyl salicylate and naphthalene.

In conjunction with the solid carrier component as defined herein is used a constituent which is critical carbon atoms. A desirable additive is the sodium salt of sulfated nonyl phenoxy (polyethylenoxy) ethanol.

A desirable carrier composition containing this latter additive is a mixture containing to parts by weight of the solid carrier such as phenyl benzoate, 3 to 10 parts by weight of the disclosed constituent of the formula:

l c c {ca coon cH (cH of hydrophobic fibers by contacting the fibers with from about 0.5 to about 20 parts of the carrier of the invention per parts of the fibers by weight and maintaining the fibers in contact with the carrier composition a disperse or cationic dyestuff and at a temperature and for a period of time sufficient to color the fiber. A preferred amount of carrier to employ is considered to be from 0.5 to 6 parts per 100 parts of fiber by weight. Generally temperatures of 200 to 210F will be employed.

The term fiber as used herein is meant to include filaments, bristles and fabrics and the like. It is not applicable to films and/or foils.

The process of coloring as used herein is meant to include both printing and dyeingusing all the usual methods employing carriers familiar to those skilled in the art. Both roller printing and screen printing are therefore included as well as dyeing by the beck, jig, padder, and other well known dyeing methods.

To further illustrate the innovative aspects the following examples are provided:

EXAMPLE I I on 4 OZO based on the dry weight of 100 parts Dacron polyethylene terephthalate fabric. The fabric is loaded in a beck at a liquor ratio of 30:1, run for minutes at 40C, and the temperature then is raised over 30 minutes to the boil and maintained at the boil for one hour.

A very satisfactory yellow shade is obtained.

EXAMPLE 2 The procedure of Example I is repeated but employing 3 parts by weight of a dyestuff of the formula:

SO CH OEN N-NEO N C l-MON A strong reddish brown shade of excellent light fastness is obtained.'

EXAMPLE 3 A printing paste is prepared containing 10 parts of the carrier composition described in Example 1, 2.5 parts of a dyestuff of the formula:

3 parts alignate thickener, and 20 parts mineral spirits.-

A polyethylene terephthalate cloth is printed with the paste and then the printed cloth is cured for one minute at 35090F. The cloth is then soaped and rinsed. A

vivid reddish blue shade is obtained.

EXAMPLE 4 Following the general procedure of Example 1. a fabric of acid modified polyethylene terephthalate (Dacron 64) is dyed using 1.5 parts of a dyestuff of the formula:

c-cn 3 7 a n-CHTCH@ \c mcn A brilliant pink shade having good fastness properties is obtained.

EXAMPLE 5 The procedure of Example l is repeated but employing 2.5 parts of the dyestuff of the formula:

OCI-I O OH and 6 parts of the carrier emulsion composition A vivid pinkshade of excellent fastness is obtained,

EXAMPLE 6 A dye carrier composition is prepared by emulsifying 65 parts by weight of biphenyl with 15 parts of sodium I oleylbutylsulfate and 20 parts of water. 12 lbs. of the emulsionthus formed are added to a dyebath at C containing 1.5 lbs. of the disperse dye of the formula:

in a liquour ratio of 40:1 in a dye bath with 100 pounds of polyethylene terephthalate (Dacron 54)' fabric at l40F. The temperature is raised to boiling over a period of 20 minutes and then maintained at boiling for 90 minutes. The fabric is rinsed, soaped, and placed in a bath of 2% hydrosulfite and 2% by weight soda ash for 15 minutes at 180F. A brilliant yellow shade having excellent fastness properties results.

EXAMPLE 7 Fifty pounds of polyethylene terephthalate knitted fabric is prescoured at boiling temperatures in a beck with a bath containing 6% by weight of the emulsion prepared in Example 6 for a period of 45 minutes. The scouring bath is removed, and the fabric rinsed with cold water. The fabric is then dyed in a bath containing 3 parts by weight of a disperse dyestuff of the formula:

' C2H4CN \CZHS starting at l60F and raising the temperature to boiling over 30 minutes. Boiling is maintained by 1 hour. The fabric is then rinsed and treated with the hydrosulfite/- soda ash bath as in Example 6. A deep brown-red shade having excellent fastness properties results.

EXAMPLE 8 The procedure of Example 6 is repeated but employing the dyestuff of the formula:

v CH3 OCH A very fast deep orange shade results.

EXAMPLE 9 The procedure of Example 6 is repeated but employ-' ing one part of the dyestuff of the formula:

0 N (CH2) 3 NH CO A blue shade of good fastness results.

EXAMPLE ID The procedure of Example 7 is repeated but using a mixture comprising two parts each of the compounds of the following formula:

l i /OCi O and O OH 10 O Cl-l A brilliant violet shade of excellent fastness results.

EXAMPLE I l The procedure of Example 1 is repeated but with the following carrier composition: 70 parts phenyl benzoate 9 parts sodium nonyl phenyl poly(ethylenoxy) ethanol sulfate 4.5 parts sodium oleyl amylester sulfate 5 parts ethylene glycol l 1.5 parts water While the invention has been described with particular reference to specific embodiments, it is to be understood that it is not to be limited thereto but is to be construed rather broadly within the scope and extent of the appended claims.

What is claimed is: l. A carrier composition useful in coloring synthetic hydrophobic fibers containing 10 to 92 parts by weight of a carrier selected from the group consisting of ophenylphenol, biphenyl phenyl benzoate. phenyl salicylate, naphthalene and mixtures thereof which is solid to a temperature of at least C and 8 to parts by weight of a compound of the formula:

Z is SO H or OSO H; Y is H, OH, SO H, or OSO H; and R is C,,H and n is an integer from 1 to 5.

5. A carrier composition useful in coloring synthetic hydrophobic fibers containing 50 to 90 parts by weight of phenyl benzoate, 3 to 10 parts by weight of the amylester of the sodium salt of sulfonated oleic acid and 5 to 20 parts by weight of the sodium salt of sulfated nonylphenoxy poly (ethylenoxy) ethanol.

Claims

1. A CARRIER COMPOSITION USEFUL IN COLORING SYNTHETIC HYDROPHOBIC FIBERS CONTAINING 10 TO 92 PARTS BY WEIGHT OF A CARRIER SELECTED FROM THE GROUP CONSISTING OF O-PHENYLPHENOL, BIPHENYL PHENYL BENOATE, PHENYL SALICYLATE, NAPHTHALENE AND MIXTURES THEREOF WHICH IS SOLID TO A TEMPERATURE OF AT LEAST 45*C AND 8 TO 90 PARTS BY WEIGHT OF A COMPOUND OF THE FORMULA:

2. The carrier composition of claim 1 which contains 50 to 90 parts by weight of the solid carrier and 5 to 10 parts by weight of said compound.

3. The carrier composition of claim 2 wherein x is 7, m is 7, Z is OSO3H, Y is H and n is 5.

4. The carrier composition of claim 2 containing 10 to 20 parts by weight of sulfated alkylphenoxy polyethylene oxide or salt thereof.