US2342642A - Method of coloring textiles with pigments - Google Patents
Method of coloring textiles with pigments Download PDFInfo
- Publication number
- US2342642A US2342642A US351204A US35120440A US2342642A US 2342642 A US2342642 A US 2342642A US 351204 A US351204 A US 351204A US 35120440 A US35120440 A US 35120440A US 2342642 A US2342642 A US 2342642A
- Authority
- US
- United States
- Prior art keywords
- pigment
- emulsion
- fabric
- water
- lacquer
- 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
- 239000000049 pigment Substances 0.000 title description 18
- 239000004753 textile Substances 0.000 title description 13
- 238000000034 method Methods 0.000 title description 8
- 238000004040 coloring Methods 0.000 title description 2
- 239000004744 fabric Substances 0.000 description 33
- 239000000839 emulsion Substances 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 238000004043 dyeing Methods 0.000 description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 239000011230 binding agent Substances 0.000 description 9
- 239000007787 solid Substances 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 239000004922 lacquer Substances 0.000 description 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 7
- 238000001035 drying Methods 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- 235000013877 carbamide Nutrition 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920000180 alkyd Polymers 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 230000005012 migration Effects 0.000 description 3
- 238000013508 migration Methods 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000010665 pine oil Substances 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 150000003672 ureas Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- JRBJSXQPQWSCCF-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine Chemical compound C1=C(N)C(OC)=CC(C=2C=C(OC)C(N)=CC=2)=C1 JRBJSXQPQWSCCF-UHFFFAOYSA-N 0.000 description 1
- ALKYHXVLJMQRLQ-UHFFFAOYSA-N 3-Hydroxy-2-naphthoate Chemical compound C1=CC=C2C=C(O)C(C(=O)O)=CC2=C1 ALKYHXVLJMQRLQ-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 229920000877 Melamine resin Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 1
- 235000011613 Pinus brutia Nutrition 0.000 description 1
- 241000018646 Pinus brutia Species 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- GZCGUPFRVQAUEE-SLPGGIOYSA-N aldehydo-D-glucose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C=O GZCGUPFRVQAUEE-SLPGGIOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010981 drying operation Methods 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- AJDFNQRIAVDGQT-UHFFFAOYSA-N n-chloro-4-[4-(chloroamino)phenyl]aniline Chemical compound C1=CC(NCl)=CC=C1C1=CC=C(NCl)C=C1 AJDFNQRIAVDGQT-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000009980 pad dyeing Methods 0.000 description 1
- 239000012466 permeate Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229920001568 phenolic resin Polymers 0.000 description 1
- ZDCHZHDOCCIZIY-UHFFFAOYSA-N phthalic acid;propane-1,2,3-triol Chemical class OCC(O)CO.OC(=O)C1=CC=CC=C1C(O)=O ZDCHZHDOCCIZIY-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000002964 rayon Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- -1 sodium alkyl sulfates Chemical class 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000001052 yellow pigment Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- 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
-
- 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
- Y10S260/00—Chemistry of carbon compounds
- Y10S260/38—Ink
Definitions
- This invention relates to the dyeing of textile fabrics, and has particular reference to a new and novel method of dyeing fabrics with pigment, characterized by the metered application of carefully controlled amounts of pigmented lacquer emulsions to the fabric.
- Textile fabrics are almost universally colored by being treated with a solution of a dyestufi in an aqueous medium; the soluble dyestuff is precipitated in the capillaries of the fibers of the yarns, or is caused to adhere chemically to the textile material.
- water-insoluble dyestuffs having an affinity for certain synthetic fabrics are used in solution in other solvents. Since all of these dyestuffs must be capable of conversion from the soluble state to the insoluble state in contact with the fiber, and since they must be resistant to a great variety of deteriorating influences, the problem of inexpensive, fast textile colors has always been a pressing one.
- cloth may be dyed with emulsions of pigmented lacquers in water, while substantially eliminating the tendency of the lacquer to migrate, by applying a very thin emulsion to the cloth in sufiicient quantity to thoroughly permeate the cloth, while limiting the amount of material to about one-half of What the cloth will absorb from a bath and retain after being wrung out under substantial pressure. Since most cotton and rayon cloths retain about equal weights of liquid under such treatment, this limit may be more simply stated as a fraction of cloth weight.
- the dye liquid may be applied to the cloth by forming a thin film on a roll coating machine, and then transferring it to the cloth; but I prefer to use a uniformly knurled cylinder wiped with a doctor blade, since the amount of liquid applied can be most easily controlled by this method, and the application is far more uniform than with a roll coater.
- Typical examples of my invention are the following:
- the alkyd resin is a 33% soya oil modified glycerol phthalate, acid number about 5.0.
- EXAMPLE 2 Yellow emulsion Parts by weight A 20% aqueous pulp of yellow pigment, prepared by diazotizing dichlorbenzidine and coupling with acetoacetanilide- 6.5 A 35% aqueous solution of sulfonated tannin .25 are stirred together on a high speed mixer, and added to a mixture of' Alkyd resin solution of Example 1 8.5 Pine nil 10.0 I
- the emulsion inverts as it enters the water, producing a stable lacquer-in-water emulsion having 1.3% pigment solids, and 5.5% resin solids. This is preferably mixed with four parts of water and one part of the clear emulsion of Example 1, before using.
- the resultant dyeing solution then carries a maximum of .21% pigment and 2.6% resin solids.
- EXAMPLE 3 blue Parts by weight 20% aqueous pulp of blue pigment formed by diazotizin dianisidine, and coupling it with the sodium salt of the ortho toluidide of beta oxy naphthoic acid (Naphthol This lacquer-in-water emulsion contains 1.1
- Example 2 Like Example 2, it produces a migrating color by ordinary means, but a satisfactory job when applied by gravure methods.
- Any emulsifying agent can be used to prepare the emulsions, provided it makes a stable emulsion with the particular lacquer.
- Lamepon A protein composition products condensed with fatty acids
- Santomerse D sodium salts of alkyl substituted aryl sulfonates
- various sodium alkyl sulfates and others, as well as those shown in the examples.
- lacquer refers to solutions, in volatile organic solvents, of filmforming binders or thickeners which are waterinsoluble, and which are plastic or solid, so that when the solvent evaporates, the binder forms a film which is substantially set where deposited.
- the method of pigment dyeing textile while avoiding migration of color on drying which comprises applying to a textile fabric a thin pig mented lacquer-in-water emulsion whose wet weight is not in excess of of fabric weight, evenly distributing the emulsion through the fabric by pressure, and drying the fabric.
- the method of pigment dyeing textiles while avoiding migration of color on drying which comprises simultaneously applying to a textile fabric a thin pigmented lacquer-in-water emulsion whose wet weight is not in excess of 50% Of fabrlc weight and evenly distributing the emulsion through the fabric by pressure, and thereafter drying the fabric.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
Patented Feb. 29,1944
METHOD OF COLORING TEXTILES WITH ",IIGMENTS Norman S. Cassel, Ridgewood, N. J., assignor to Interchemical Corporation, New York, N. Y., a
corporation of Ohio No Drawing. Application August 3, 1940, Serial No. 351,204
2 Claims.
This invention relates to the dyeing of textile fabrics, and has particular reference to a new and novel method of dyeing fabrics with pigment, characterized by the metered application of carefully controlled amounts of pigmented lacquer emulsions to the fabric.
Textile fabrics are almost universally colored by being treated with a solution of a dyestufi in an aqueous medium; the soluble dyestuff is precipitated in the capillaries of the fibers of the yarns, or is caused to adhere chemically to the textile material. In some cases, water-insoluble dyestuffs having an affinity for certain synthetic fabrics are used in solution in other solvents. Since all of these dyestuffs must be capable of conversion from the soluble state to the insoluble state in contact with the fiber, and since they must be resistant to a great variety of deteriorating influences, the problem of inexpensive, fast textile colors has always been a pressing one.
The ready availability and low cost of the insoluble pigment colors has prompted many investigators to study the application of these colors for the dyeing of textiles, but with relatively little success. Except where the pigment is incorporated into a spinning solution used for making synthetic fibers, unaided mechanical adhesion of the pigment to the yarns has proven unsuccessful. Attempts to cause the pigment to adhere to the fabric by the use of binders hav likewise proven abortive, for a variety of reasons. A principal cause has been the failure of the pigment binders to withstand the severe conditions to which textiles are subjected; the failure of the binder leaves the pigment in mere mechanical contact with the fabric, whence it is easily removed. A second important difficulty has been that of even application of very small quantities of pigment plus binder, so that the fabric is colored uniformly. The problem is presented by the tendency of pigments to flocculate or settle out in highly'disperse media, so that uniform application is very difficult.
It has been proposed to dye textile fabrics with pigmented lacquers emulsified as the discontinuous phase of a lacquer-in-water emulsion, using heat-convertible synthetic resins as binder in the lacquer. Such emulsions give satisfactory uniform dyeings on fabrics, when the fabrics are immersed in the bath and the excess color squeezed off. However, the cloth must be heated after the dyeing operation, both to evaporate the water and solvent, and to set th resin. If the fabric is not maintained in a uniform state of tension, or if e d y i d e unevenly, the color will tend to migrate and give a streaked appearance. This tendency is considerably aggravated as cloth thickness increases, so that shirting broadcloths and heavier fabrics must be handled with special equipment and with such extreme care that rapid drying is impossible. As a result, the emulsion pad dyeing has for the most part been restricted to rather thin fabrics, or to special cases with heavier fabrics.
I have discovered that cloth may be dyed with emulsions of pigmented lacquers in water, while substantially eliminating the tendency of the lacquer to migrate, by applying a very thin emulsion to the cloth in sufiicient quantity to thoroughly permeate the cloth, while limiting the amount of material to about one-half of What the cloth will absorb from a bath and retain after being wrung out under substantial pressure. Since most cotton and rayon cloths retain about equal weights of liquid under such treatment, this limit may be more simply stated as a fraction of cloth weight.
The dye liquid may be applied to the cloth by forming a thin film on a roll coating machine, and then transferring it to the cloth; but I prefer to use a uniformly knurled cylinder wiped with a doctor blade, since the amount of liquid applied can be most easily controlled by this method, and the application is far more uniform than with a roll coater.
I believe that migration is avoided by this process because of the fact that no liquid water is present on the fabric during the drying operation, the fabric having absorbed the water.
Typical examples of my invention are the following:
' EXAMPLE 1 Clear emulsion Parts by weight Solvent soluble urea-formaldehyde resin solution (50 resin, 30 butanol, 20 xylene) 5.0 Alkyd resin solution (50 resin, 50 pine oil) 15.0 Pine oil 2.5 Solvesso #2 (hydrogenated petroleum naphthat-boiling range l35177 C.) 27.5 are emulsified by adding slowly, with stir- Sodium lauryl sulfate 2.5 Water 47.5
to produce a stable emulsion containing 10% resin solids. The alkyd resin is a 33% soya oil modified glycerol phthalate, acid number about 5.0.
EXAMPLE 2 Yellow emulsion Parts by weight A 20% aqueous pulp of yellow pigment, prepared by diazotizing dichlorbenzidine and coupling with acetoacetanilide- 6.5 A 35% aqueous solution of sulfonated tannin .25 are stirred together on a high speed mixer, and added to a mixture of' Alkyd resin solution of Example 1 8.5 Pine nil 10.0 I
The resultant water-in-lacquer emulsion is diluted with- Parts by weight Solvesso 48.0
and added slowly, on a high speed mixer, to
a solution of- Sodium lauryl sulfate 2.0 Water 24.75
The emulsion inverts as it enters the water, producing a stable lacquer-in-water emulsion having 1.3% pigment solids, and 5.5% resin solids. This is preferably mixed with four parts of water and one part of the clear emulsion of Example 1, before using. The resultant dyeing solution then carries a maximum of .21% pigment and 2.6% resin solids.
When used in normal fashion, this emulsion migrates badly on drying. When applied by an intaglio plate or roll coating method, so that from 40 to 50% of the cloth weight is absorbed, uniform non-migrating dyeings are obtained.
EXAMPLE 3 .4220 blue Parts by weight 20% aqueous pulp of blue pigment formed by diazotizin dianisidine, and coupling it with the sodium salt of the ortho toluidide of beta oxy naphthoic acid (Naphthol This lacquer-in-water emulsion contains 1.1
pigment solids and 4.1 resin solids. On minimum dilution with 4 parts of water and 1 part of clear, the pigment solids of the dyebath is 1.8, and the resin solids 2.3%. Like Example 2, it produces a migrating color by ordinary means, but a satisfactory job when applied by gravure methods.
While I have disclosed but a few examples of dyeing emulsions, the example can be multiplied indefinitely without departing from the scope of my invention. Where resistance to washing and dry cleaning are not important, substantially any pigments or binders may be used, provided care is taken to maintain th conditions necessary for appearance and hand. Where qualit dyeing is desired, however, the pigments and binders must be so chosen as to resist dry cleaning solvents and washing. As indicated above, best results are obtained with the carbamide formaldehyde resins, including the resins made from formaldehyde and urea, thiourea, melamine, and other urea derivatives and substituted ureas. Phenol formaldehyde resins, and other resins which can be set rapidly at elevated temperatures, may also be used, although the results obtained with them are not as satisfactory as those obtained with the carbamide formaldehyde resins,
Any emulsifying agent can be used to prepare the emulsions, provided it makes a stable emulsion with the particular lacquer. I have successfully used Lamepon A (protein composition products condensed with fatty acids), Santomerse D (sodium salts of alkyl substituted aryl sulfonates), various sodium alkyl sulfates, and others, as well as those shown in the examples.
The term lacquer, as used in the claims, refers to solutions, in volatile organic solvents, of filmforming binders or thickeners which are waterinsoluble, and which are plastic or solid, so that when the solvent evaporates, the binder forms a film which is substantially set where deposited.
I claim:
1. The method of pigment dyeing textile while avoiding migration of color on drying, which comprises applying to a textile fabric a thin pig mented lacquer-in-water emulsion whose wet weight is not in excess of of fabric weight, evenly distributing the emulsion through the fabric by pressure, and drying the fabric.
2. The method of pigment dyeing textiles while avoiding migration of color on drying, which comprises simultaneously applying to a textile fabric a thin pigmented lacquer-in-water emulsion whose wet weight is not in excess of 50% Of fabrlc weight and evenly distributing the emulsion through the fabric by pressure, and thereafter drying the fabric.
NORMAN S. CASSEL.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US351204A US2342642A (en) | 1940-08-03 | 1940-08-03 | Method of coloring textiles with pigments |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US351204A US2342642A (en) | 1940-08-03 | 1940-08-03 | Method of coloring textiles with pigments |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2342642A true US2342642A (en) | 1944-02-29 |
Family
ID=23380006
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US351204A Expired - Lifetime US2342642A (en) | 1940-08-03 | 1940-08-03 | Method of coloring textiles with pigments |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2342642A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2454391A (en) * | 1944-09-23 | 1948-11-23 | Cranston Print Works Co | Method of producing printed fabrics |
| US2494810A (en) * | 1945-07-19 | 1950-01-17 | Geigy Co Ltd | Pigment emulsions and the manufacture thereof |
| US2535020A (en) * | 1949-02-04 | 1950-12-19 | Monsanto Chemicals | Plasticized amino-aldehyde resins |
| US2637621A (en) * | 1949-05-02 | 1953-05-05 | Auer Laszlo | Textile decorating pigment color composition containing a phenolepihalohydrin condensation product |
| US2637711A (en) * | 1950-06-22 | 1953-05-05 | Auer Laszlo | Pigment dispersions in water |
| US2718681A (en) * | 1951-11-28 | 1955-09-27 | Ciba Ltd | Method and compositions for the production of cores for use in metal casting |
| US2825708A (en) * | 1953-05-04 | 1958-03-04 | Geigy Ag J R | Process in making oil-in-water resin emulsion pigment printing colors |
| US3940385A (en) * | 1956-03-30 | 1976-02-24 | The Sherwin-Williams Company | Glossy emulsion coating compositions containing surface treated pigments of oilophilic nature and method |
-
1940
- 1940-08-03 US US351204A patent/US2342642A/en not_active Expired - Lifetime
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2454391A (en) * | 1944-09-23 | 1948-11-23 | Cranston Print Works Co | Method of producing printed fabrics |
| US2494810A (en) * | 1945-07-19 | 1950-01-17 | Geigy Co Ltd | Pigment emulsions and the manufacture thereof |
| US2535020A (en) * | 1949-02-04 | 1950-12-19 | Monsanto Chemicals | Plasticized amino-aldehyde resins |
| US2637621A (en) * | 1949-05-02 | 1953-05-05 | Auer Laszlo | Textile decorating pigment color composition containing a phenolepihalohydrin condensation product |
| US2637711A (en) * | 1950-06-22 | 1953-05-05 | Auer Laszlo | Pigment dispersions in water |
| US2718681A (en) * | 1951-11-28 | 1955-09-27 | Ciba Ltd | Method and compositions for the production of cores for use in metal casting |
| US2825708A (en) * | 1953-05-04 | 1958-03-04 | Geigy Ag J R | Process in making oil-in-water resin emulsion pigment printing colors |
| US3940385A (en) * | 1956-03-30 | 1976-02-24 | The Sherwin-Williams Company | Glossy emulsion coating compositions containing surface treated pigments of oilophilic nature and method |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US1976679A (en) | Production of dispersions | |
| US2911280A (en) | Methods of printing textile fabrics | |
| US2342642A (en) | Method of coloring textiles with pigments | |
| US2361277A (en) | Emulsions in paste form and textiles printed with the same | |
| US2453752A (en) | Emulsion adapted for coating textiles | |
| US2342641A (en) | Method of coloring textiles | |
| US2364692A (en) | Textile printing emulsions | |
| US2248696A (en) | Method of coloring textile fabrics | |
| US2494810A (en) | Pigment emulsions and the manufacture thereof | |
| US2323871A (en) | Method of coloring material | |
| US2338252A (en) | Decorating composition for textiles | |
| US2202283A (en) | Method of decorating textiles and composition for use therein | |
| US2619403A (en) | Emulsified volatile hydrocarbon liquids as printing paste thickeners | |
| US1871087A (en) | Production of effects on textiles | |
| US2450902A (en) | Decoration of glass fabrics | |
| US2288992A (en) | Textile printing paste | |
| US2592852A (en) | Process of producing dyed lustrous printed pattern effects using acidcuring resins and free leuco bases of vat dyes | |
| US2586188A (en) | Method of pigment coloring | |
| US2498454A (en) | Hardenable emulsion serving as binding agent and process of making same | |
| US2540048A (en) | Dyed textiles and methods and composition for producing same | |
| US2632740A (en) | Three-phase emulsion of artificial resins | |
| DE1794229A1 (en) | Process for coloring and printing | |
| US2364738A (en) | Textile decorating compositions | |
| US2381868A (en) | Textile printing compositions | |
| DE875942C (en) | Process for matting or coloring fibers |