US2385885A - Discharge printing of cellulose acetate - Google Patents
Discharge printing of cellulose acetate Download PDFInfo
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- US2385885A US2385885A US432750A US43275042A US2385885A US 2385885 A US2385885 A US 2385885A US 432750 A US432750 A US 432750A US 43275042 A US43275042 A US 43275042A US 2385885 A US2385885 A US 2385885A
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- discharge
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- 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
- D06P5/15—Locally discharging the dyes
- D06P5/155—Locally discharging the dyes with reductants
Definitions
- This invention relates to improvements in the discharge printing of textile materials and relates more particularly to improvements in the discharge printing of fabrics made of. or containing cellulose acetate, or other organic derivatives of "cellulose, which have been dyed with azo dyestuffs.
- An object of our invention is the discharge printing of textile materials and particularly fabrics made of or containing cellulose. acetate or other organic derivative of cellulose which are dyed with certain azo dyes to obtain clear white discharge patterns.
- Another object of our invention is the discharge printing of said dyed fabrics so as to obtain'clear white discharge patterns as well as illuminated discharge patterns in but a single operation.
- the discharge printing of textile materials is widely used in the dyeing art for obtaining pattern effects on fabrics in a simple and economical
- the fabric which is to be printed is dyed in the piece in a solid color, by means of a suitable dyestuil, to provide the color desired as the background.
- a chemically active discharge paste having a reducing action on the azo dyeforming the background color is applied locally to the fabric in a predetermined pattern,
- the pattern should preferably have a clear white color. With many azo dyestuffs clear white discharges can not be obtained regardless of the discharging agent employed. In the case of fabrics dyed with sqme'azo dyestuffs, however, clear white'discharge patterns may be obtained, but only by employing certain discharging agents zinc formaldehyde sulfoxylate. When attempts are'made to discharge these azo dyes with discharge agents of alkaline reaction the pattern ob- I tained after the application of the discharging agent is either spotted, or is of an elf-shade of duction and is itself a dye for the fabric or one which can be reversibly oxidized after being vatted to the leuco form.
- vat dyes whichare used for illumination since these dyestufls are capable of being reversibly oxidized after being vatted.
- the vat dyestufls yielding a pattern or design upon a colored backare applied. to the fabric mixed in with the discharge paste and the resulting paste applied in any pattern desired.
- the vat dyestuffs must be suiliciently solubilized in the discharge paste sothat they can penetrate the fabric properly and will give, on subsequent treatment, even and permanent colorations.
- the discharge paste must be alkaline in reaction since the vat dyes can not be action.
- alkaline discharge agents may frequently be employed even though they do not discharge the azo background color to a pure white. This is so because the illuminating vat color may frequently mask the off-white color of the discharge after the vat dye is oxidized to the coloredform from the colorless leuco form. If the illuminating color is of a sufllci ently dark shade, or the elf-white shade of the discharge is light enough so as not to aflect the illuminating color objectionably, the illuminated discharge print obtained by employing an which are acid in reaction, such as, for example,
- halogen may bev Br, Cl, F oil
- a coupling component comprising a substituted di-hydroxyalkyl-amino compound of the followwherein R is a hydroxyalkyl group containing at least two carbon atoms, R. is an alkyl group, and X may be H, alkyl, O-alkyl or O-alkylene-OH.
- R is a hydroxyalkyl group containing at least two carbon atoms
- R. is an alkyl group
- X may be H, alkyl, O-alkyl or O-alkylene-OH.
- Such swelling agentsinthe case of cellulose acetate materials are the thiov cyanates of sodium and potassium and 'the-pene trants may be liquids such as ethyl alcohol, glycol, thio-diglycol, etc.
- the discharge paste may ric by-means of embossed or engraved rollers. by stencilling, or with blocks, orby other suitable means and the Iabriccan then'be dried by passing through a drying tower or over heated lulose acetate, or synthetic linear polyamide condensation products, such as nylon, or other textile materials, it is possible to obtain these materials dyed with background colors in many valuable shades oifgblue'. depending upon the particular components coupled, and to obtain white and colored illuminated discharge prints on such materials by discharging the'ba'ckground color with alkaline discharging agents.
- suitable alkaline discharging agents which maybe employed in our process there may be mentioned sodium sulioxylate formaldehyde and the sulfoxylate formaldehydes of calcium, barium, magnesium or strontium.
- the substituted di-hydroxyalkyl-amino coupling components which may be used in the prep-
- the dyes may be formed in substance by the usual diazotization methods and-the material may .be dyeddirectly in a;bath containing the desired amount of 'dyestuii dispersed therein by means or a suitable detergent or dispersing agent.
- the material'whichisto be .dyed may be based with the amino compound and the diazotization and-coupling, carried out on the material itself.
- the amino compound may tionubecarried out at. a low temperature, pref-' erably below .C., and it may be carriedout After cans or drums.
- the portion or the fabric to be discharged to a white color is printed with a discharge paste composition free. of the vat color while 'that'por-' tion which is to be illuminated is printed with a discharge paste having the desired vat color incorporated therein. 'By selectingthe proper combination of rollers, stencils, etc.', a print having two, three or even more colors-may be pre--v pared. Since an alkaline dischargeagent is'em-.
- the pattern can be so chosen that the respective colored and white portions are in close contact and even in overlapping relationship without any danger of undesirable'chemical reactions takin place between the respective areas, with the consequent formation of degraded material in which the pattern is poorly defined.
- the latter was a disadvantage 'which resulted, whenemploying an acid and an alkaline discharging agent in different portions of the pattern which were in fairly close contact since this causes the edges of the patterns to creep-and destroys the sharpness and clarity of the resulting print.
- acid discharging agents are not present is especially advantageous when producing discharge .patternswn mixed fabrics containing yarns of regenerated cellulose, since the strength of such yarns is adversely affected by the action of many discharging agentswhich are acid in reaction.
- dis- 1 ipersions or, by bath or mechanical impregnation methods, such as padding or printing.
- the amino compound may be diazotized in'the usual manner using sodium nitrite and sulfuric-or hydrojchloric acid. It is preferable that the diazo'tizaj on a winchor jig or other suitable" device for working the material.
- the coupling reaction may thencbecarried out by entering the treated -material'in a bath containing the coupling com- .ponent; Thus, the material can beentered into a cold coupling bath which may then beheated, i or the material can be v entered into a bath already In formulating the discharge paste Q heated to about the desired coupling temfieraj ture. .
- the dyed 7 material' is scoured, rinsed and dried.
- the alkaline discharge agent and the vat dye in the re- 'ducedyforin are mixed with asuitable thickenin agentsuch as gum arabic, gum tragacanth, Brit-' j
- the printe fabric is passed throughan ager so that the back round colorwill be acted upon by the discharging agent in the paste and the color destroyed.
- the continuous ager or cottage ager ma .be used and the ageing is 'generallycarried out at about 98 C. to 100 C.
- suflicient to discharge the azo dye suflicient to discharge the azo dye; This period may be from 1 0-t'o 20 minutes depending on the type oitab- 'ric, the particular-dyestuffs used and the depth of shade.-
- the fabric is then washed to remove the decomposition products as completely as possible and to wash out the. alkaline solubilizing agent so that the insoluble leuco vat dye is preipitated.
- the vat dye' maythen-be oxidized from the leuco form by exposure to air or by an oxidizing bath. After a final wash with ,water thefabric is dried.
- Example I A cellulose acetatefabric is dyed in a medium blue shade with 2% of 2'-cyano-4-nitro-6'- brom benzene azo-2-dihydroxyethyl-amino-4- acetylamino-anisole.
- the fabric is-then printed in a suitable pattern with a discharge paste made up as follows:
- R is a hydroxyalkyl group containing at least 2 carbon atoms; R is an alkyl group and X is a member of the group consisting of hydrogen, alkyl, O-alkyl and O-alkylerie-OH, which com prises applying to said dyed material in a predetermined pattern a discharge paste comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction.
- alogen a di-hydroxyalkylamino compound having the following formula:
- R is a hydroxyalkyl group containnig at least 2 carbon atoms, R is an alkyl group and 'X is a member of the group consisting of hydrogen;
- R is an alkyl group and! is a member of the group consisting of hydrogen, alkyl, O'-alkyl and O-alkylene-OH, which comprises applying to said dyed material in a'preder termined pattern a discharge paste comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction.
- R is a hydroxy alkyl group containing at 'least'2 carbon atoms
- R is an alkyl group
- X is a member of the group consisting of hydrogen
- R is a hydroxyalkvl group containlngat least 2 carbon atoms
- R is an alkyl' group and x alkyl, O-alkyl and O-alkylene-OH, to obtain a
- multicolored pattern having both white and illusminated areas, which comprises applying to said dyed material in apredetermined pattem a plurality of discharge paste compositions, each comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction and all but one of said compositions having a vat dye in the leuco form incorporated therein.
- alkyl, O-alkyl and-O-alkylene-OH,- to-obtain a multicolored pattern having both white and illuminated areas which comprises applying to said dyed material in a predetermined pattern a plurality of discharge paste compositions, each comprising a snlfoxylate formaldehyde discharge agent having an alkaline reaction and all' but one of said compositions'having a vat dye in the leuco form incorporated therein.
- compositions having ayat dye,in the 10. Process. for the production of discharge 7 Q printing effects upon a textile material compris- .ing an organic derivative of cellulose'dyedwith adyestuif prepared'by diazotizing 2-cyano-4- nitro-6-brom-aniline and.
- Process for the productionot white discharge printing effects upon a textile material comprising cellulom acetate dyed with a dyestui'! prepared by diazotizing 2-cyano-4-nitro-6-bromaniline and coupling said diazotized amine with 2-dihydroxyethyl-amino-4- acetylamino anisole, which comprises applying to said dyed material in a predetermined pattern a discharge paste comprising 10 parts by weight of sodium sulioxyl- I aniline and coupling said diazotized amine with. z-dihydroxyethyl amino-4-acetylamlno -anisole,.
- a multicolored discharge pattern having both white and illuminated areas in the baciground, which comprises applyi s to said dyed material in a predetermined pattern a plurality of discharge paste compositions, one oi said' dis- H charge paste compositions comprising 8 parts by weight or sodium sulioxylate formaldehyde, 6
Description
manner.
Patented Oct. 2, 1945 George W. Seymour and Victor S. Salvln, Cumberland, Md., assignors to Celanese Corporation of America, a corporation of Delaware No Drawing; Application February 28, 1942,
. Serial No. 432,750
14 Claims. (on. M
This invention relates to improvements in the discharge printing of textile materials and relates more particularly to improvements in the discharge printing of fabrics made of. or containing cellulose acetate, or other organic derivatives of "cellulose, which have been dyed with azo dyestuffs.
An object of our invention is the discharge printing of textile materials and particularly fabrics made of or containing cellulose. acetate or other organic derivative of cellulose which are dyed with certain azo dyes to obtain clear white discharge patterns.
Another object of our invention is the discharge printing of said dyed fabrics so as to obtain'clear white discharge patterns as well as illuminated discharge patterns in but a single operation.
Other objects of our invention will appear from the following detailed description. The discharge printing of textile materials is widely used in the dyeing art for obtaining pattern effects on fabrics in a simple and economical Generally, the fabric which is to be printed is dyed in the piece in a solid color, by means of a suitable dyestuil, to provide the color desired as the background. When the fabric is dyed with an azo dyestufl', a chemically active discharge paste having a reducing action on the azo dyeforming the background color is applied locally to the fabric in a predetermined pattern,
I and the fabric then treated so that the azo dye is reduced and the background color is removed at the points where the paste has been applied,
ground. The pattern should preferably have a clear white color. With many azo dyestuffs clear white discharges can not be obtained regardless of the discharging agent employed. In the case of fabrics dyed with sqme'azo dyestuffs, however, clear white'discharge patterns may be obtained, but only by employing certain discharging agents zinc formaldehyde sulfoxylate. When attempts are'made to discharge these azo dyes with discharge agents of alkaline reaction the pattern ob- I tained after the application of the discharging agent is either spotted, or is of an elf-shade of duction and is itself a dye for the fabric or one which can be reversibly oxidized after being vatted to the leuco form. In general, it is the vat dyes whichare used for illumination since these dyestufls are capable of being reversibly oxidized after being vatted. The vat dyestufls yielding a pattern or design upon a colored backare applied. to the fabric mixed in with the discharge paste and the resulting paste applied in any pattern desired. The vat dyestuffs, however, must be suiliciently solubilized in the discharge paste sothat they can penetrate the fabric properly and will give, on subsequent treatment, even and permanent colorations. To solubilize the vat dyes properly, the discharge paste must be alkaline in reaction since the vat dyes can not be action. In the latter case, that is, in the prepa-' ration of illuminated discharge prints, alkaline discharge agents may frequently be employed even though they do not discharge the azo background color to a pure white. This is so because the illuminating vat color may frequently mask the off-white color of the discharge after the vat dye is oxidized to the coloredform from the colorless leuco form. If the illuminating color is of a sufllci ently dark shade, or the elf-white shade of the discharge is light enough so as not to aflect the illuminating color objectionably, the illuminated discharge print obtained by employing an which are acid in reaction, such as, for example,
white, having a brownish, pinkish or other .undein color instead of white, that is, an illuminated an-alkaline discharging agent could notbe sat- I isfactorily eflected. r c
We have now discovered thatboth white-and illuminated discharge prints may be obtained in a single operation with alkaline; discharging agents ontextile materials dyed with, azo dyes obtained by diazotizlng an amino compound of 'I the following general formula:
NOr-QNH:
- halogen wherein the halogen may bev Br, Cl, F oil, and
coupling said diazotized amino compound with Thus, when discharge printing textile maing general iormula:
2 a coupling component comprising a substituted di-hydroxyalkyl-amino compound of the followwherein R is a hydroxyalkyl group containing at least two carbon atoms, R. is an alkyl group, and X may be H, alkyl, O-alkyl or O-alkylene-OH. By employing azo dyestuffs of this group for. the dyeing of textile materials made of or containing organic derivatives of cellulose, such ascel- 2,385,885 K ish gum or any of the commercially prepared gums, and swellingagents or penetrants for the material are added. Such swelling agentsinthe case of cellulose acetate materials, are the thiov cyanates of sodium and potassium and 'the-pene trants may be liquids such as ethyl alcohol, glycol, thio-diglycol, etc.
The discharge paste may ric by-means of embossed or engraved rollers. by stencilling, or with blocks, orby other suitable means and the Iabriccan then'be dried by passing through a drying tower or over heated lulose acetate, or synthetic linear polyamide condensation products, such as nylon, or other textile materials, it is possible to obtain these materials dyed with background colors in many valuable shades oifgblue'. depending upon the particular components coupled, and to obtain white and colored illuminated discharge prints on such materials by discharging the'ba'ckground color with alkaline discharging agents. As examples of suitable alkaline discharging agents which maybe employed in our process there may be mentioned sodium sulioxylate formaldehyde and the sulfoxylate formaldehydes of calcium, barium, magnesium or strontium.
The substituted di-hydroxyalkyl-amino coupling components which may be used in the prep- The dyes may be formed in substance by the usual diazotization methods and-the material may .be dyeddirectly in a;bath containing the desired amount of 'dyestuii dispersed therein by means or a suitable detergent or dispersing agent.
In some instances,.the material'whichisto be .dyed may be based with the amino compound and the diazotization and-coupling, carried out on the material itself. The amino compound may tionubecarried out at. a low temperature, pref-' erably below .C., and it may be carriedout After cans or drums. I
, The portion or the fabric to be discharged to a white color is printed with a discharge paste composition free. of the vat color while 'that'por-' tion which is to be illuminated is printed with a discharge paste having the desired vat color incorporated therein. 'By selectingthe proper combination of rollers, stencils, etc.', a print having two, three or even more colors-may be pre--v pared. Since an alkaline dischargeagent is'em-.
ployed on both the area to be-discharged to a white color and on the area to be illuminated,
the pattern can be so chosen that the respective colored and white portions are in close contact and even in overlapping relationship without any danger of undesirable'chemical reactions takin place between the respective areas, with the consequent formation of degraded material in which the pattern is poorly defined. The latter was a disadvantage 'which resulted, whenemploying an acid and an alkaline discharging agent in different portions of the pattern which were in fairly close contact since this causes the edges of the patterns to creep-and destroys the sharpness and clarity of the resulting print. In addition, the fact. that acid discharging agents are not present is especially advantageous when producing discharge .patternswn mixed fabrics containing yarns of regenerated cellulose, since the strength of such yarns is adversely affected by the action of many discharging agentswhich are acid in reaction.
be applied to the material in the form of dis- 1 ipersions or, by bath or mechanical impregnation methods, such as padding or printing.
the amino compound has been applied to the material, it may be diazotized in'the usual manner using sodium nitrite and sulfuric-or hydrojchloric acid. It is preferable that the diazo'tizaj on a winchor jig or other suitable" device for working the material. The coupling reaction may thencbecarried out by entering the treated -material'in a bath containing the coupling com- .ponent; Thus, the material can beentered into a cold coupling bath which may then beheated, i or the material can be v entered into a bath already In formulating the discharge paste Q heated to about the desired coupling temfieraj ture. .When the coupling is completed, the dyed 7 material'is scoured, rinsed and dried. x j
the alkaline discharge agent and the vat dye in the re- 'ducedyforin are mixed with asuitable thickenin agentsuch as gum arabic, gum tragacanth, Brit-' j After'dr'ying, the printe fabric is passed throughan ager so that the back round colorwill be acted upon by the discharging agent in the paste and the color destroyed. The continuous ager or cottage ager ma .be used and the ageing is 'generallycarried out at about 98 C. to 100 C. for a period of time suflicient to discharge the azo dye; This period may be from 1 0-t'o 20 minutes depending on the type oitab- 'ric, the particular-dyestuffs used and the depth of shade.- The fabric is then washed to remove the decomposition products as completely as possible and to wash out the. alkaline solubilizing agent so that the insoluble leuco vat dye is preipitated. The vat dye' maythen-be oxidized from the leuco form by exposure to air or by an oxidizing bath. After a final wash with ,water thefabric is dried.
While our invention-is applicable to h di charge printing of various textile materials dyed with the class of dyes heretofore described, it is oi particular importance with respect to fabrics "or other textile material made of ,orcontaining yarns or filaments of silk, wool, organic derivatives oicellulose, such as cellulose esters and cellulose 'ethers, and textile materials comprising synthetic linear polyarnide condensation products, such as nylon. Examples of cellulose esters are cellulose acetate, cellulose propionate, cellulose butyrate, and mixed esters such as cellulose acetate propionate and cellulose acetate-mityrbe applied to the fabate, while examples of cellulose ethers are ethyl cellulose and benzyl cellulose. Mixed materials containing two or more of the aforementioned textile materials together with other textile materials such as regenerated cellulose may likewise be discharge printed in accordance with our invention. h
In order further to illustrate our invention but without being limited thereto the following examples are given:
Example I A cellulose acetatefabric is dyed in a medium blue shade with 2% of 2'-cyano-4-nitro-6'- brom benzene azo-2-dihydroxyethyl-amino-4- acetylamino-anisole. The fabric is-then printed in a suitable pattern with a discharge paste made up as follows:
v Parts by weight Sodium sulphoxylate formaldehyde Sodium thiocyanate r 10v Supertex gum 45 Water 35 The printed fabric is then dried and aged in the rapid ager for 14 minutes at 100 C. The reduction products are removed by treating the fabric for 2 minutes in a 2 gram per liter solution of NaOH and the fabric is washed, rinsed and dried. A sharp white design on a medium blue background is obtained.
Example If Sodium thiocyanate 6 Gum tragacanth paste 50 Water 38.-
For the green effect:
* Parts by weight Sodium sulphoxylat'e formaldehyde 4 Sodium thiocyanate 4. Soda ash- 4 Supertex g .41 Water 32 Ponsol Jade Green (Color Index 1101) 3 Ponsol Flavone G0 (a vat dye) 8 Indanthrene Golden Yellow GK, (Schultz Farbstoiftabellen, 7th, vol. 2, P ge 130) 4 For the red effect:
. Parts by weight Sodium sulphoxylate formaldehyde 6 Sodium thiocyanate. 6 Caustic soda 4 Sulphanthrene Pink F (a vat dye) Superte g m 45 Water 24 The printed fabric is then dried and aged in a rapid ager for 14 minutes at 100 C. The fabric lustration and that many variations may be made.
therein without departing from the spirit of our invention.
Having described our invention, what we de- I sire to secure by Letters Patent is:
1. Process for the production of white discharge. printing eflects upon a textile material dyed with an azodyestuif formed by diazotizing an amino compound of the following general formula:
NO NH:
. Halogen and coupling said diazotized amino compound with a di-hydroxyalkylamino compound having the following formula:
wherein R is a hydroxyalkyl group containing at least 2 carbon atoms; R is an alkyl group and X is a member of the group consisting of hydrogen, alkyl, O-alkyl and O-alkylerie-OH, which com prises applying to said dyed material in a predetermined pattern a discharge paste comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction. I
2. Process for the production of discharge printing effectsupon a textile material dyed with an azo dyestuif formed by diazotizing an amino compound of the following general formula:
i and coupling said diazotized NO NH:
alogen a di-hydroxyalkylamino compound having the following formula:
wherein R is a hydroxyalkyl group containnig at least 2 carbon atoms, R is an alkyl group and 'X is a member of the group consisting of hydrogen;
alkyl, O-alkyl and O-alkylene-OH, to obtain a multicolored pattern having both'white and illu-' is then washed in 2 gram per liter caustic soda cold for 2 minutes and the vat colors are then oxidized by a treatment in 5 gram per liter sodium perborate and 1 gram per liter soap for 2 minutes at 50? C. The fabric is then rinsed and dried. I I
It is to be understood that the foregoing detailed description is given merely by way, of ilminated areas,which comprisesapplying to said dyed material in a predetermined pattern a plurality of discharge paste compositions, each comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction and all but one of said compositions having a vat dye in the leuco form incorporated therein.
3. Process for the production of white discharge printing effects upon a textile material compris ing an organic derivative of cellulose dyed with an azo dyestuff formed by diazotlzing an amino compound of thefollowing general formula:
amino compound with with a di-hydroxyalkylamino compound having the, following formula:
N(R)! 7 l NHC-T-R wherein R is a hydroxyalkyl group containing at.
least 2 carbon atoms, R is an alkyl group and! is a member of the group consisting of hydrogen, alkyl, O'-alkyl and O-alkylene-OH, which comprises applying to said dyed material in a'preder termined pattern a discharge paste comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction. j
4. Process for the production of discharge printing effects upon' a textile material comprising an organic derivative of cellulose dyed with an azo dyestufl. formed by diazotizin'g an amino compound of the folowing general formula:
NO NHi alogen and coupling said diazotized amino compound with a di-hydroxyalkylamino compound having the following formula:
. wherein R is a hydroxy alkyl group containing at 'least'2 carbon atoms, R is an alkyl group andX is a member of the group consisting of hydrogen,
. 2,886,885 "and coupling said diazotized amino compound comprises applying to said dyed material in a predetermined pattern a discharge paste comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction.
6. Process for the production of discharge printing effects upon atextile material comprising cellulose acetate dyed with an ago-dyestufl formed by diazotizing an amino compound of the following general formula:
NO NH:
. Y 7 halogen and couplingsaid' diazotized amino compound with a di-hydroxyalkylamino compound having the following formula:
wherein R is a hydroxyalkvl group containlngat least 2 carbon atoms, R is an alkyl' group and x alkyl, O-alkyl and O-alkylene-OH, to obtain a,
multicolored pattern having both white and illusminated areas, which comprises applying to said dyed material in apredetermined pattem a plurality of discharge paste compositions, each comprising a sulfoxylate formaldehyde discharge agent having an alkaline reaction and all but one of said compositions having a vat dye in the leuco form incorporated therein.
' 5. Process for the production of white discharge printingeflects upon a textile material comprising cellulose acetate ,dyed with an azo dyestui! formed by diazotizing an amino compound of the following general formula: v
' NO 'Nn,
.halogen and coupling-said diazotized amino compound with a di-hydroxy-alkylamino compound havin 'the following formula: p I x 7 New.
I NH W RI or whereinR is'a hydroxyalkyl group containing at I least 2 carbon atoms, .R. is an alkyl group and X is a member of thegroup consisting of hydro- Jgen, alkyl, Q-allwl and O-alkylene-OH, which:
is a member of the group consisting of hydrogen. alkyl, O-alkyl and-O-alkylene-OH,- to-obtain a multicolored pattern having both white and illuminated areas, which comprises applying to said dyed material in a predetermined pattern a plurality of discharge paste compositions, each comprising a snlfoxylate formaldehyde discharge agent having an alkaline reaction and all' but one of said compositions'having a vat dye in the leuco form incorporated therein.
7, Process for the production of white discharge printing effects upon a textile material dyed with a dyestuff prepared by diazotizing 2-cyano-4- nitro-6-brom-aniline and coupling said diazotized amine, with 2-di-hydroxyethyl-amlno-'i-acetylamino-anisole, which comprises applying to said dyed material in a predetermined pattern a dis- -charge paste comprising a sulfoxylate formaldee hyde discharge agent having an alkalinereac-' tlon.
8., Process for the production of white discharge printing effects upon a textile material comprising cellulose acetate dyed with a dyestufl pre pared. by diazotizing 2-cyano-4-nitro-8 br0maniline and coupling said diaqotized amine with 2fdihydroxyethyl amino-4-aoetylaminoanisole, which comprises applying to said dyed material in a predetermined pattern a discharge paste com prising a sulfoxylate, formaldehyde discharge I agent having an alkaline reaction.
' 9. Process for the production of discharge print ing effects 'upon a textile material dyed with a comprising a sulfoxyla'te formaldehyde discharge agent having an alkalinereaction and all but leuco form incorporated therein.
one 'of said compositions having ayat dye,in the 10. Process. for the production of discharge 7 Q printing effects upon a textile material compris- .ing an organic derivative of cellulose'dyedwith adyestuif prepared'by diazotizing 2-cyano-4- nitro-6-brom-aniline and. coupling said diamtised amine with 2-di-hydroxyethyl-amino-4-aoetylamino-anisole to obtain a multicolored discharge pattern having both white and illuminated areas on the background, which comprises applying to said dyed material in a predetermined pattern a plurality of discharge paste compositions, each comprising a'sulioxylateformalde hyde discharge agent having an alkaline reac-' tion and all but one oi said compositions having a vat dye in the leuco form incorporated therein. 11. Process for the production of discharge printing eflects upon a textile material comprising'cellulose acetate dyed with a dyestufl prepared by diazotizing 2-cyano-4-nitro-6-bromaniline and coupling said diazotized amine with 2- a,ass,'ass
dihydroxyethyl-amino-4-acetylamino-anisole to agent having an alkaline reaction and all but one of said compositions having a vat dye in the leuco form incorporated therein. a J
12. Process for the production of dis'charge printing effects upon a textile material compris- -ing cellulose acetate dyed with a dyestufl prepared by diazotizing 2-cyano-4-nitro-B-brom-aniline and coupling said diazotized amine with Z-dihydroxyethyl-amino-4-acetylamino-anisole, which comprises locally applying to said dyed material in a predetermined pattern a plurality-of discharge paste compositions, each comprising/ sodium sulioxylate formaldehyde and all but one of said compositions having a vat dye in the leuco iorm incorporated therein. V
13. Process for the productionot white discharge printing effects upon a textile material comprising cellulom acetate dyed with a dyestui'! prepared by diazotizing 2-cyano-4-nitro-6-bromaniline and coupling said diazotized amine with 2-dihydroxyethyl-amino-4- acetylamino anisole, which comprises applying to said dyed material in a predetermined pattern a discharge paste comprising 10 parts by weight of sodium sulioxyl- I aniline and coupling said diazotized amine with. z-dihydroxyethyl amino-4-acetylamlno -anisole,.
to obtain a multicolored discharge pattern having both white and illuminated areas in the baciground, which comprises applyi s to said dyed material in a predetermined pattern a plurality of discharge paste compositions, one oi said' dis- H charge paste compositions comprising 8 parts by weight or sodium sulioxylate formaldehyde, 6
parts or sodium thiocyanate, 50 parts of a'thick-' ening agent and 38 parts of water, another comprising 4 parts by weight or sodium sulioxylate formaldehyde, 4 parts of sodium thiocyanate, 4 parts 01' soda ash, 41 parts oi a thickening agent, 3 parts of Ponsol Jade Green, {parts of Ponsol Flavone G6, 4 parts oi Indanthrene Golden Yellow GK and'32 parts or water, and another 8 parts by weightoi sodium sulioxylate iormalde-- 'hyde, 6 parts 01' sodium thiocyanate, 4 parts of caustic soda, 15 parts Sulphanthrene pinkl, 45 parts or a thickening agent and 24 parts oi water.
' GEORGE W. SEYMOUR.
VICTOR 8., SALVIN.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US432750A US2385885A (en) | 1942-02-28 | 1942-02-28 | Discharge printing of cellulose acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US432750A US2385885A (en) | 1942-02-28 | 1942-02-28 | Discharge printing of cellulose acetate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2385885A true US2385885A (en) | 1945-10-02 |
Family
ID=23717449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US432750A Expired - Lifetime US2385885A (en) | 1942-02-28 | 1942-02-28 | Discharge printing of cellulose acetate |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2385885A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2544892A (en) * | 1948-02-21 | 1951-03-13 | Du Pont | Printing vat dyes on polyacrylonitrile fabrics using potassium thiocyanate |
| US2966390A (en) * | 1955-08-08 | 1960-12-27 | Bemberg Ag | Process for the production of etched textile material containing synthetic cellulosefibers |
-
1942
- 1942-02-28 US US432750A patent/US2385885A/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2544892A (en) * | 1948-02-21 | 1951-03-13 | Du Pont | Printing vat dyes on polyacrylonitrile fabrics using potassium thiocyanate |
| US2966390A (en) * | 1955-08-08 | 1960-12-27 | Bemberg Ag | Process for the production of etched textile material containing synthetic cellulosefibers |
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