EP0036639A2 - Impression de tissus par transfert à sec de colorants sublimables - Google Patents

Impression de tissus par transfert à sec de colorants sublimables Download PDF

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Publication number
EP0036639A2
EP0036639A2 EP81102092A EP81102092A EP0036639A2 EP 0036639 A2 EP0036639 A2 EP 0036639A2 EP 81102092 A EP81102092 A EP 81102092A EP 81102092 A EP81102092 A EP 81102092A EP 0036639 A2 EP0036639 A2 EP 0036639A2
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EP
European Patent Office
Prior art keywords
dye
composition
fabric
sublimation
polyester resin
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.)
Ceased
Application number
EP81102092A
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German (de)
English (en)
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EP0036639A3 (fr
Inventor
Henry Donenfeld
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Doncroft Colors & Chemicals Inc C/o Joseph Bancroft & Sons Co Inc
Doncroft Colors and Chemicals Inc
Original Assignee
Doncroft Colors & Chemicals Inc C/o Joseph Bancroft & Sons Co Inc
Doncroft Colors and Chemicals Inc
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Application filed by Doncroft Colors & Chemicals Inc C/o Joseph Bancroft & Sons Co Inc, Doncroft Colors and Chemicals Inc filed Critical Doncroft Colors & Chemicals Inc C/o Joseph Bancroft & Sons Co Inc
Publication of EP0036639A2 publication Critical patent/EP0036639A2/fr
Publication of EP0036639A3 publication Critical patent/EP0036639A3/fr
Ceased legal-status Critical Current

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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
    • 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
    • D06P1/52—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 synthetic macromolecular substances
    • D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
    • D06P1/5271—Polyesters; Polycarbonates; Alkyd resins
    • 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
    • D06P5/003—Transfer printing
    • D06P5/004—Transfer printing using subliming dyes

Definitions

  • This invention relates to sublimation dye transfer printing of fabrics. More particularly this invention relates to an improved method for sublimation dye transfer printing of fabrics made from natural and synthetic fibers, and particularly the printing of fabrics comprising cotton.
  • the present invention also provides dye bonding compositions which permit sublimation dye transfer printing on fabrics whereby the printed fabrics have a soft texture and a deep color which is fast to repeated laundering.
  • the invention further provides sublimation dye transfer printing elements, comprising the aforementioned novel dye bonding compositions which may be used to carry out sublimation dye transfer printing according to the invention.
  • the ratio is 20:80, the graininess in the fabric coloration persists. Even if the ratio is changed to 10:90, so that only a very small fraction of the fabric consists of cotton fibers, the desirable fastness of the dye still is not achieved.
  • Prior art methods have also included pretreatment or coating of either the fabric or a conventional sublimation transfer paper with various chemicals to enable fabrics containing cotton or other natural fibers to accept sublimable dyestuffs.
  • pretreatment or coating of either the fabric or a conventional sublimation transfer paper with various chemicals to enable fabrics containing cotton or other natural fibers to accept sublimable dyestuffs.
  • all of these methods suffer from various disadvantages, and particularly with respect to the poor quality of the colors produced and unacceptably low fastness of the dyes to repeated washing.
  • polyester resins preferably polyester resins in which the polymer has a substantial amount of free carboxyl groups
  • the polyester resin chemically bonds to the fabric, and provides active sites (such as free COOH groups) to which dye molecules may in turn bond.
  • polyester resin application in accordance with the invention insures the fastness of sublimation transfer printed dyes on fabrics, stiffness of the printed products may be increased, and this -may be undesirable in some applications. Additionally, the polyester resin may in some cases lack adequate film-forming properties to ensure fully-even bonding of the polyester to the fabric, a circumstance which may result in uneven dye bonding and unevenness of color in some instances. Any such difficulties may be remedied according to a preferred embodiment of the invention in which polyester resin is used in combination with a dye binder to facilitate even better sublimation dye transfer printing on fabrics and particularly on fabrics comprising cotton and other natural fibers.
  • the polyester and the dye binder act synergistically to further improve color depth and evenness, while still ensuring fastness to laundering.
  • the usual dye binder has film-forming properties which result in more even uptake of the polyester resin and binder on the fabric, and also serves a plasticizing function to decrease the stiffness of the ultimate product.
  • the polyester resin provides active sites to which dye molecules may chemically bond to result in sublimation dye transfer printing which is fast to repeated laundering.
  • the present invention involves sublimation dye printing onto fabric by applied heat, and in which printing the applied dye composition comprises a polyester resin which chemically bonds the sublimed dye to the fabric and yields a dyed fabric having a soft hand and a deep, even color which is fast to repeated laundering.
  • the invention includes both a novel dye composition and the method for its application.
  • the present invention is particularly useful in the sublimation dye transfer printing of fabrics made from natural fibers, such as cotton, and blends of natural and synthetic fibers.
  • the method and compositions of this invention produce for the first time a sublimation dye transfer fabric made of natural fiber or blends of natural and synthetic fibers characterized by intense, deep colors which will tolerate repeated laundering without dimming of color or loss of pattern definition.
  • the invention additionally provides sublimation dye transfer elements for applying a heat sublimable dye to a permanent substrate, comprising (A) a temporary supporting substrate; (B) a heat sublimable dye supported by the temporary substrate; and (C) a bonding composition of the invention supported by the temporary substrate; and composition upon heat transfer to a permanent substrate effecting a secure bond between the dye. and the permanent substrate.
  • metallic glitter may be added to the dye composition.
  • dye bonding compositions, sublimation dye transfer printing elements and sublimation dye transfer printing methods are provided which markedly improve the depth and evenness of colors imparted to fabrics (especially those containing cotton or other natural fiber) by sublimation dye transfer printing, as well as ensuring color fastness.
  • the dye bonding compositions of this invention comprise a polyester resin preferably having a substantial amount of free carboxyl groups. While it is not desired that applicant be bound by the theory expressed, it is believed that the active carboxyl groups aid in bonding the polyester resin to the fabric and additionally provide active sites to which dye molecules may chemically bond to form colors which are fast to repeated laundering.
  • the polyester resin employed in this invention may be any polyester resin which will not otherwise adversely affect the dyeing process or the printed product. Factors such as resin glass transition temperature, resin color, and resin cost may be evaluated by those skilled in the art to select polyester resins for use in particular applications of the invention.
  • the invention will be described in connection with polyesters of the type having free carboxyl groups. However, it will be understood that satisfactory products may also be obtained using a polyester having substantially no free earboxyl groups. Better products are normally produced using polyesters having free carboxyl groups, because there are more active sites for binding to fabric and dyes.
  • polyesters are poly(ethylene adipate), poly(ethylene suberate), poly(ethylene sebacate), poly(tetramethylene adipate), poly(hexamethylcne maleate), poly(hexamethylene fumarate), poly(hexamethylene succinate), poly(hexamethylene sebacate), poly(decamcthylene adipate), poly(hexadccamethylene sebacate), poly(1,4-cyclohexylene sebaeate) and poly(ethylene terephthalate).
  • Dacron a dimcthyltcrephthalate-ethylene glycol reaction product
  • Other polyester polymers having ester linkages may be employed including polycarbonates such as bis-hydroxyphcnylpropylene polycarbonate (sold under the trade name LEXAN).
  • the polyester resin is an alkyd-type resin containing substantially no. free oil.
  • Alkyd resins may be formed as reaction products of a polyhydrie alcohol and a polybasic acid in the presence of a drying oil which enters into the reaction and acts as a modifier of the polymer.
  • Other types of polyesters also may be used.
  • Polyesters may be formed, for example, by the reaction of a polyhydric alcohol with a polybasic acid halide, or by the polymerization of a hydroxy carboxylic acid.
  • a drying oil is included in the monomer solution prior to polymerization so that an alkyd polyester is produced.
  • Polymers having polyester linkages and also having other types of polymer linkages may also be used, as long as the polyester linkages remain reactive.
  • polyhydric alcohols which may be used in producing the polyester resin include aliphatic hydrocarbon glycols such as ethylene glycol, propylene glycol, and glycerol. Others will occur to those skilled in the art.
  • Polybasic acids which may be used include, as preferred examples, aromatic and aliphatic carboxylic polyacids and anhydrides, and their mixtures. Specific polyacids which are suitable include, as examples, phthalic acid, isophthalic acid, terephthalic acid, maleic acid, succinic acid and adipic acid, and the corresponding anhydrides.
  • Acid halides which may be used are those known in the art, such as the acid'chlorides of the aromatic and aliphatic acids listed above.
  • Hydroxy acids which may be used include those formed by 1:1 condensation of a polybasic acid with a polyhydric alcohol, for example, terephthalic acid and propylene glycol. Others will occur to those skilled in the art.
  • Drying oils which may be used include natural and artificial drying oils such as linseed, soybean and tung oils. Linseed oil is preferred.
  • Production of the polyester resin may be carried out by simply allowing the selected monomers, such as a mixture of a polyhydric alcohol, a polybasic acid, and a drying oil to react at a high temperature, for example, at about 350 0 to 450°F, for about 10 seconds. If it is desired to produce a polyester resin having substantially no free carboxyl groups, extended reaction times with applied heat are necessary. The basic techniques for these polymerizations are well known in the art. Residual drying oil, if any, should be removed from the product polyester resin, because it may interfere with the transfer of the dye onto the fabric.
  • the selected monomers such as a mixture of a polyhydric alcohol, a polybasic acid, and a drying oil
  • a conventional dye binder may be added to the dye bonding composition.
  • the polyester resin and the conventional dye binder react to form a cross-linked polymer, and act cooperatively and synergistically to improve color depth and evenness in product fabrics, while ensuring satisfactory fastness of the sublimation transfer printed dye to repeated laundering.
  • the conventional dye-binder is generally a self-crosslinking, crosslinkable or heat-sealable polymer having a glass transition temperature which is low enough so that the fabric treated by it is not rendered unacceptably stiff. However, the glass transition temperature should be high enough so that the dye bonding composition does not remain tacky after application to the fabric. Broadly, the glass transition temperature of the binder may range from -30° to +40° C, preferably from -2° to +5° C.
  • Preferable dye binders include polymers of one or more monomers selected from the group consisting of unsaturated aliphatic hydrocarbons, acrylic acid esters, methacrylic acid esters, and compounds derived from a vinyl halide.
  • unsaturated aliphatic hydrocarbons acrylic acid esters, methacrylic acid esters, and compounds derived from a vinyl halide.
  • polyisobutylene, polymethacrylate, and vinyl propionate polymers may be used.
  • copolymers which may be used include copolymers of methacrylate and vinyl isobutyl ether, methyl methacrylate and vinyl isobutyl ether, methyl acrylate and ethyl acrylate, butyl acrylate and ethyl acrylate, butyl acrylate and vinyl acetate, methacrylate and butyl acrylate, butyl acrylate and butyl methacrylate, vinyl acetate and ethylene, vinyl chloride and ethylene, and styrene with 1,3-butadiene.
  • Terpolymers such as a reaction product of a monomer mixture including acrylonitrile, 1,3-butadiene and styrene may be used.
  • the preferred binders are polymers of one or more acrylates, optionally having been copolymerized with other types of monomers.
  • the polyester resin and conventional dye binder are combined in a weight ratio such that more than 50% of the combined weight of polyester resin and dye binder is polyester resin.
  • the dye bonding composition may tend to stick to release paper surfaces, rendering sublimation dye transfer printing difficult.
  • Weight ratio ranges are otherwise best determined on a case by case basis by evaluation of (1) difficulty of release of layers of the dye bonding composition from selected release surfaces, and (2) properties of resulting sublimation dye transfer products, including dye fastness, color depth and fabric stiffness.
  • Increasing the weight fraction of polyester resin in the dye bonding composition generally improves color depth and dye fastness, but there is usually an attendant increase in fabric stiffness.
  • a hardener may be combined with the polyester resin and conventional dye binder in the dye bonding composition of the invention to improve curing of the composition after application to the fabric which is being sublimation dye transfer printed. While it is usually not necessary to include a hardener in the composition, color fastness is usually improved when a hardener is added. Examples of suitable hardeners include isocyanates, epoxides, melamine-formaldehyde, and urea-formaldehyde. Triglycidylisoeyanurate is preferred. Other hardeners will occur to those skilled in the art.
  • a thickener may be added to the composition to achieve the desired viscosity.
  • thickeners which may be used include polyacrylates and cellulose ethers, such as sodium polyacrylates and other polymeric acrylic salts, carboxymethylcellulose (CMC) and carboxymethylhydroxyethyl cellulose (CMHEC).
  • CMC carboxymethylcellulose
  • CHEC carboxymethylhydroxyethyl cellulose
  • Suitable thickeners are commercially available under the trade name Acrysol from Rohm and Haas. Other thickeners will occur to those skilled in the art.
  • the dye bonding composition advantageously may also comprise a humectant, which will take up moisture from the environment.
  • a lubricant agent improves the smoothness of applied layers of dye bonding composition, decreases the film-forming tendencies of the composition so that it may be applied to a substrate by silk-screening methods without clogging the screen, and decreases the resistance of a dry layer of the composition to release from a desired temporary support, i.e., release paper.
  • Suitable humectants include liquid polyols such as alkylene glycols, alkyl glycols, poly(alkylene oxide)glycols, poly(hydroxyalkyl)cycloalkanes, and hydroxylated aliphatic amides.
  • the preferred humectant is glycerin.
  • the dye bonding composition preferably includes a small amount of a dispersing agent which stabilizes the suspension of the ingredients in the dye bonding composition. While dispersing agents are conventional, and may be selected by those skilled in the art for particular applications, metal salts of naphthalenesulfonic acid are preferred.
  • the dye bonding composition may include a small amount of a water-soluble anti-foaming agent, such as a silicone anti-foaming agent.
  • Anti-foaming agents preferably will be incorporated in the dye bonding composition in an amount of about .3% of the total weight of the composition.
  • an inert diluent may be added to the dye bonding composition to downwardly adjust viscosity. Water is the preferred diluent.
  • the polyester resin as well as optional ingredients including dye-binders, hardeners, humectants, thickeners, dispersing agents, anti-foam agents and inert diluents are combined.
  • the dye bonding compositions of the invention are particularly useful to improve sublimation dye transfer printing on fabrics.
  • the sublimation dye transfer printing method of the invention comprises applying a sublimable dye and a polyester resin (preferably having free carboxyl groups) to fabric by transfer induced by heat, in which the polyester resin bonds the dye to the fabric.
  • the dye is transferred by sublimation; the polyester resin is transferred by physical migration induced by the applied heat.
  • any application methods may be used.
  • the basic concepts of sublimation dye transfer printing are well known by those skilled in the art.
  • a conventional dye-binder is added to the dye bonding composition.
  • the dye bonding composition will be referred to henceforth in accordance with this preferred embodiment; he-wever, it is to be understood that the invention may be effectively practiced without the use of any conventional dye-binder.
  • additives including hardeners, thickeners, humectants, dispersing agents, anti-foam agents and inert diluents may be added as desired. These additives may be selected on a case by case basis by those skilled in the art.
  • Dye uptake, and strength of the resulting color in a fabric is proportional to the uptake of the polyester resin and dye-binder. Hence, greater uptake of polyester and dye binder results in deeper colors and better color fastness overall. However, increasing uptake of polyester leads to stiffer fabric, and the desired flexibility and "hand" of the ultimate products should be established in order to determine maximum acceptable polyester uptake levels.
  • polyester resin In some cases it may be desirable to separate the polyester resin from the remainder of the dye bonding composition prior to sublimation dye transfer printing, and permit the polyester resin to combine with the remaining ingredients in the dye bonding composition during the transfer process. Embodiments of the invention wherein such procedures are followed will be detailed below. This mode of operation results in the production of equally satisfactory printed fabrics.
  • a wide variety of fabrics including both woven and nonwoven fabrics may be printed by sublimation dye transfer printing according to the invention, including cotton, wool, linen, cotton-polyester blends, polyester-rayon blends, rayon, nylon, acetates and acrylates.
  • the invention is of particular utility in sublimation dye transfer printing of cotton fabrics and fabrics made from blends of cotton with other fibers.
  • the invention may be practiced using 100% polyester fabrics if desired, but will normally produce no substantial improvement in dye bonding quality.
  • the invention is not limited to the above-mentioned fabric types, and those skilled in the art will be able to quickly determine applicability of the invention to other fiber types.
  • Disperse Dyes Any sublimable dye known to those skilled in the art to bond effectively and satisfactorily to polyester may be used in practicing the invention.
  • the compositions are incorporated into sublimation dye transfer printing elements which may be used to print dyes on fabrics.
  • sublimation dye transfer printing involves transferring the dye and the dye bonding composition onto the fabric from a substrate such as a release paper, by placing the face of a substrate coated with the ingredients to be transferred against the fabric to be sublimation dye transfer printed, and applying heat to the other side of the substrate to sublime the dye and physically transfer the dye bonding composition from the substrate onto the fabric.
  • release papers are advantageously employed in such processes, they are not necessary.
  • pressure may be applied to the assembly of (1) transfer element, and (2) fabric, to aid in facilitating the transfer.
  • heat can be applied to the free side of the fabric rather than the free side of the substrate, to heat the entire assembly. Since this requires more heating, it is less preferred.
  • the sublimation dye transfer printing process may be effected at a temperature ranging from 350° to 420° F, applied for 10 seconds; preferably, the temperature used ranges from 400° to 405°F, applied for 10 seconds. More strenuous heat treatment may result in penetration of the dye into the fibers of the fabric, with a resultant decrease in the ultimate color depth of the product.
  • the fabric and transfer element are preferably compressed together with an applied pressure (psi) of at least 10 pounds per square inch, more preferably at least 40 psi, but this is not essential to operation.
  • FIG. 1 A sublimation transfer paper (A) is coated on one face with a release agent (B); a layer (C) of the dye bonding composition of the invention is then deposited over the layer (B) of release agent.
  • the dye layer may be interposed between layers (A) and (B), because the release agent layer (B) and the dye will both transfer onto the fabric. All release agents which are transferred onto the fabric will be referred to as "Class 1" release agents. However, no release agents other than polyethylene emulsions are known at present to act in this manner. Othcr release agents ("Class 2") do not transfer with the dye onto the fabric; when they are used, the dye must, according to this embodiment, be deposited between layers (B) and (C). Alternatively, the dye may be.mixed with the dye bonding composition as layer (C); this embodiment may be used regardless of the type of release agent employed.
  • the polyester resin may be omitted from the dye bonding composition and is instead deposited after application of layer (B) and before application of layer (D) of dye bonding composition without polyester resin, to form intermediate layer (E).
  • the dye layer again may be deposited between layers (A) and (B); where Class 2 release agents are used, the dye layer must be deposited between layers (B) and (E).
  • the polyester resin is combined with the release agent and the mixture is applied to the sublimation transfer paper (A) to form layer (F).
  • the dye bonding composition again without the polyester resin is deposited over layer (F) as layer (D).
  • This embodiment may only be used with Class 1 release agents.
  • the free face of the conventional dye binder-containing layer is applied to the fabric surface to be sublimation dye transfer printed, and heat is applied to effect sublimation transfer of the. dye and physical transfer of the dye bonding composition ingredients.
  • Figure '4 illustrates another embodiment of a sublimation dye transfer printing element according to the invention.
  • Substrate layer 10 is coated on one face with a release layer 11. Over the release layer 11 is applied a heavy coating of dye bonding composition 12 without polyester resin.
  • a light layer 14 of dye bonding composition without polyester resin is applied over the dye/polyester resin layer 13, having sufficient bonding strength to retain a temporary support 15 until it is desired to remove the support.
  • the substrate 10 with the release layer 11 is removed when it is desired to effect sublimation dye transfer printing, and the open face of the heavy dye bonding composition layer 12. is applied to the fabric surface to be printed. Heat is applied and sublimation dye transfer printing is effected.
  • the temporary support 15 is then removed and discarded.
  • the sublimation dye transfer paper may comprise any suitable sheet material which is relatively non-porous and substantially impervious to the release layer and dye bonding composition ingredients.
  • the sublimation dye transfer paper may comprise paper, fiberglass cloth, plastic film, metal foil, or a woven or non-woven fabric. Other materials which may be used will occur to those skilled in the art.
  • Suitable release agents include silicones and waxes; polyethylene emulsions as discussed above are preferred. In addition to permitting dye migration, polyethylene emulsions result in less glossy, higher-quality printed fabric surfaces.
  • the thickness of coatings of dye bonding composition layers to be used in sublimation dye transfer printing elements may be determined by experimentation. Thicker layers give greater uptake of the dye bonding composition agents. Higher degrees of dye bonding composition uptake result in deeper colors. However, high uptake levels result in stiffer fabrics. The balance between these countervailing considerations may be determined by one skilled in the art on a case-by-case basis.
  • a dye bonding composition is formulated from the following ingredients in percent proportion by weight:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74), having 29 holes per linear centimeter, and 74 holes per linear inch), to produce a sublimation dye transfer printing element.
  • a dye bonding composition is formulated from the following ingredients in percent proportion by weight:
  • the dye bonding composition is coated. on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Examples 1 and 2 are tested on 50/50 polyester:cotton and 50/50 acrylic:cotton (weight ratio blend) fabrics by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400°F for about 10 seconds.
  • the resulting printed fabrics are observed to have excellent color depth, good fastness properties and a hand that becomes soft after one washing or upon flexing the fabric after the transfer.
  • a dye bonding composition is formulated from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 4 are tested on 65/35 polyester:cotton and 50/50 polyester:cotton (weight ratio blend) fabrics by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400° F for about 10 seconds.
  • Application to a polyester-cotton fiber blend of weight ratio 65:35 produces a sublimation dye transfer print having good color yield, good hand and good fastness properties.
  • Printing on a polyester-cotton blend of weight ratio 50:50 produces a sublimation dye transfer print having good hand and fair fastness properties but with less satisfactory color yield.
  • Example 4 The dye bonding composition in Example 4 is modified so that 250 grams of poly(ethylcne terephthalate) resin with the same weight fraction of triglycidylisocyanuratc hardener is used.
  • Sublimation dye transfer printing elements are prepared in a similar manner as in Example 4. Sublimation dye transfer prints are produced on a polyester-cotton 50:50 (weight ratio blend) fabric, with slight improvement of the color yield and better fastness properties over the results on the same fabric in Example 4.
  • the amount of poly(ethylene terephthalate) resin used in the dye bonding composition of Example 4 is further increased to 300 grams, again with 10% triglycidylisocyanurate hardener by weight in the polyester resin.
  • Sublimation dye transfer printing elements are prepared in a similar manner as in Example 4. Sublimation dye transfer prints are produced on a 10096 cotton fabric. The printed fabric is observed to have good color depth, satisfactory color fastness and good hand.
  • a dye bonding composition is formulated from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 8 are tested on 50/50 polyester:cotton (weight ratio blend) fabric by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400°F for about 10 seconds.
  • the sublimation dye transfer prints exhibit good color yield, good fastness properties, and a softer hand than in Example 7.
  • a dye bonding composition is formulated from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 10 are tested on 65/35 polyester: cotton and 50/50 polyester:cotton (weight ratio blend) fabrics by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400°F for about 10 seconds.
  • the printed fabrics are observed to have good color depth and good fastness, but remain slightly tacky.
  • a dye bonding composition is prepared from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 12 are tested on 65/35 polyester:eotton and 50/50 polyester:cotton (weight ratio blend) fabrics by applying the free face of the dye bonding composition layer to the fabrics and applying heat to maintain the assembly at about 400°F for about 10 seconds.
  • the printed fabrics are observed to have good overall properties; color depth, fastness and hand are all satisfactory, and the printed fabrics are not tacky.
  • a dye bonding composition is prepared from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 14 are tested on 50/50 polyester:cotton (weight ratio blend) fabric by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400°F for about 10 seconds. The printed fabric is observed to have good color depth, satisfactory fastness and soft hand.
  • a dye bonding composition is prepared from the following ingredients:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Example 16 are tested on 100% cotton and 50/50 polyester:cotton (weight ratio blend) fabrics by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400°F for about 10 seconds. The results overall are good for both fabric types: color depth, fastness and hand are all satisfactory. Comparatively, the color fastness is better on the 50/50 polyester:cotton blend fabric, but the hand is slightly stiffer.
  • a dye bonding composition is prepared from the following ingredients in percent proportion by weight:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • a dye bonding composition is prepared from the following ingredients in percent proportion by weight:
  • the dye bonding composition is coated on a release paper having a layer of sublimable dye, through a screen (mesh number 29(74)), to produce a sublimation dye transfer printing element.
  • Sublimation dye transfer printing elements produced according to Examples 18 and 19 are tested on 100% cotton fabrics by applying the free face of the dye bonding composition layer to the fabric and applying heat to maintain the assembly at about 400OF for about 10 seconds.
  • the resulting printed fabrics are observed to have excellent color depth, good fastness properties and a hand that becomes soft after one washing or upon flexing the fabric after the transfer.
  • the dyed fabric produced using the transfer element from Example 19 demonstrated superior wash fastness to that produced using the transfer element from Example 18, but the fabric was found to be slightly stiffer than the dyed fabric produced using the transfer element from Example 18.
  • the invention may be practiced by merely impregnating the subject fabric surface with the dye bonding composition, and then applying a conventional sublimation dye transfer printing element (for example, a release paper having a dye layer on the release surface), to the treated fabric to effect sublimation dye transfer printing.
  • a conventional sublimation dye transfer printing element for example, a release paper having a dye layer on the release surface
  • stiffness of the ultimate product increases with increasing uptake of the dye bonding composition, and simple impregnation methods of application of the dye bonding composition may result in greater uptake than the above-outlined methods.
  • simple impregnation treatment is a less- preferred mode of operation as it usually leads to stiffer products.
  • Better results may be achieved by printing only the areas of a fabriccorresponding to the dye design to be transferred: the total amount of dye bonding composition used is thus reduced.
  • methods and transfer elements are provided for applying glitter to fabrics.
  • the prior art has included several different approaches to carrying out this type of fabric decoration.
  • the system is limited to applying nonmetallic colors, and (2) he products lack accept-able- flexibility and elasticity, causing the plastisols to crack, thus releasing the glitter particles.
  • any desired glitter material including glitter having metallic and nonmetallic colors
  • metallic glitter may be used in combination with a heat-transferable dye such as a sublimable dye so that the glitter and dye together produce a metallic color or any desired hue, for example, metallic red, blue or green, on the fabric.
  • Glitter may be produced by any means known in the art.
  • metallic glitters may be produced by electroless deposition of metals on plastic particles, or on plastic sheeting which is then cut into particles.
  • the flexibility and elasticity of the resulting prints are such that even if the fabric is a knit and is stretched to its maximum flexibility, there is no cracking of the prints.
  • the fastness of the colors to washing is very good and the process lends itself to application on synthetic as well as natural fibers and blends thereof.
  • a sheet of paper is coated on one side with a polyethylene emulsion to form a release paper.
  • the release surface resulting after the polyethylene emulsion dries is coated with a composition comprising (a) an acrylic binder; (b) an alkyd polyester produced from a monomer mixture of ethylene glycol, terephthalic acid and linseed oil; (e) glitter consisting of plastic particles coated by conventional electroless deposition with aluminum metal; (d) a sublimable blue dye; and (e) a thickener.
  • the transfer element thus produced is used to apply a metallic blue design to a 100% cotton fabric.
  • the transfer element is placed over the fabric with the coating facing toward the fabric. Heat is applied to bring the assembly of fabric and transfer clement to a maximum temperature of about 350° to 420°F, which is maintained for about 10 seconds. Upon cooling, the printed fabric is observed to have a glossy metallic blue color, and is easily flexed without cracking of the coating.
  • a different type of transfer element is prepared.
  • a thick layer of a dye bonding composition comprising the polyester resin, acrylic binder and carboxymethylcellulose thickener used in Example 18, sufficient to bond all of the aluminum glitter and sublimable blue dye to be transferred to the fabric is applied to the release coat of the release paper.
  • the glitter and dye are sprinkled on the dye bonding composition layer.
  • a second layer of dye bonding composition only sufficient to temporarily adhere to a second release paper is applied, and a second release paper is placed over the thin coating of dye bonding composition and adhered.
  • a transfer element is produced ready for use. The transfer element is applied to an all-cotton fabric as in Example 18, and with similar results.
EP81102092A 1980-03-25 1981-03-20 Impression de tissus par transfert à sec de colorants sublimables Ceased EP0036639A3 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
AU291180 1980-03-25
AU2911/80 1980-03-25
US22873581A 1981-01-27 1981-01-27
US228735 1981-01-27

Publications (2)

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EP0036639A2 true EP0036639A2 (fr) 1981-09-30
EP0036639A3 EP0036639A3 (fr) 1982-03-24

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GB (1) GB2073259B (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0099333A1 (fr) 1982-07-12 1984-01-25 Sicpa Holding S.A. Supports provisoires pour la thermo-impression à sec de fibres cellulosiques
DE3520227A1 (de) * 1984-06-06 1985-12-12 Mitsubishi Chemical Industries Ltd., Tokio/Tokyo Transfer-aufzeichnungsverfahren
US4731091A (en) * 1981-07-25 1988-03-15 Sony Corporation Thermal transfer printing method and printing paper with cellulose fiber base containing resin fibers or resin coating
EP0285898A2 (fr) * 1987-04-04 1988-10-12 Bayer Ag Préparations et procédé de finissage du cuir et de revêtement de matières textiles
WO1992008839A1 (fr) * 1990-11-09 1992-05-29 Brandywine Motifs Limited Impression par transfert
GB2265572A (en) * 1990-11-09 1993-10-06 Brandywine Motifs Ltd Transfer printing
WO2003010255A2 (fr) * 2001-07-25 2003-02-06 The Sherwin-Williams Company Compositions de revetement a base d'eau permettant d'obtenir une film hydrophobe

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8815062D0 (en) * 1988-06-24 1988-08-03 Brandywine Motifs Ltd Transfer printing
GB2592236B (en) * 2020-02-20 2022-03-23 Sublique Ltd Dye sublimation printing

Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3922445A (en) * 1972-05-19 1975-11-25 Dainippon Printing Co Ltd Heat transfer printing sheet
US4021591A (en) * 1974-12-04 1977-05-03 Roy F. DeVries Sublimation transfer and method
GB1486054A (en) * 1976-03-02 1977-09-14 Sirdar Ltd Canvas printing process
US4058644A (en) * 1974-12-04 1977-11-15 Devries Roy F Sublimation transfer and method
DE2732576A1 (de) * 1976-07-23 1978-02-02 Reed Kenneth J Waermeuebertragungs-druckmuster und verfahren zum markieren und bedrucken von oberflaechen unter verwendung desselben
DE2642350A1 (de) * 1976-09-21 1978-03-23 Polytransfer Gmbh Verfahren zum bedrucken und kunststoffbeschichten von flaechengebilden
JPS5398485A (en) * 1977-02-03 1978-08-28 Nissha Printing Transfer material for simultaneous water proofing and dyeing process
FR2393688A1 (fr) * 1977-06-06 1979-01-05 Troyenne Impression Motif ornemental en relief fixable par transfert, et son procede d'obtention
DE2832265A1 (de) * 1977-07-27 1979-02-08 Ciba Geigy Ag Transferdruckverfahren fuer cellulosehaltiges textilmaterial
FR2407826A1 (fr) * 1977-11-04 1979-06-01 Benet Borras Procede d'impression d'un support par transfert des colorants, dit de sublimation, partant d'une feuille prealablement imprimee (feuille mere)
GB2049554A (en) * 1979-05-18 1980-12-31 Woon Wai Tse Transfer printing of films, sheets and foils

Patent Citations (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3922445A (en) * 1972-05-19 1975-11-25 Dainippon Printing Co Ltd Heat transfer printing sheet
US4021591A (en) * 1974-12-04 1977-05-03 Roy F. DeVries Sublimation transfer and method
US4058644A (en) * 1974-12-04 1977-11-15 Devries Roy F Sublimation transfer and method
GB1486054A (en) * 1976-03-02 1977-09-14 Sirdar Ltd Canvas printing process
DE2732576A1 (de) * 1976-07-23 1978-02-02 Reed Kenneth J Waermeuebertragungs-druckmuster und verfahren zum markieren und bedrucken von oberflaechen unter verwendung desselben
DE2642350A1 (de) * 1976-09-21 1978-03-23 Polytransfer Gmbh Verfahren zum bedrucken und kunststoffbeschichten von flaechengebilden
JPS5398485A (en) * 1977-02-03 1978-08-28 Nissha Printing Transfer material for simultaneous water proofing and dyeing process
FR2393688A1 (fr) * 1977-06-06 1979-01-05 Troyenne Impression Motif ornemental en relief fixable par transfert, et son procede d'obtention
DE2832265A1 (de) * 1977-07-27 1979-02-08 Ciba Geigy Ag Transferdruckverfahren fuer cellulosehaltiges textilmaterial
FR2407826A1 (fr) * 1977-11-04 1979-06-01 Benet Borras Procede d'impression d'un support par transfert des colorants, dit de sublimation, partant d'une feuille prealablement imprimee (feuille mere)
GB2049554A (en) * 1979-05-18 1980-12-31 Woon Wai Tse Transfer printing of films, sheets and foils

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, Vol. 89, No. 24, December 11, 1978, page 74, Abstract 199040d Columbus, Ohio, US & JP-A-53 098 485 (Nihon Shashin Insatsu) (28-08-1978) * Abstract * *

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4731091A (en) * 1981-07-25 1988-03-15 Sony Corporation Thermal transfer printing method and printing paper with cellulose fiber base containing resin fibers or resin coating
EP0099333A1 (fr) 1982-07-12 1984-01-25 Sicpa Holding S.A. Supports provisoires pour la thermo-impression à sec de fibres cellulosiques
DE3520227A1 (de) * 1984-06-06 1985-12-12 Mitsubishi Chemical Industries Ltd., Tokio/Tokyo Transfer-aufzeichnungsverfahren
EP0285898A2 (fr) * 1987-04-04 1988-10-12 Bayer Ag Préparations et procédé de finissage du cuir et de revêtement de matières textiles
EP0285898A3 (en) * 1987-04-04 1990-05-23 Bayer Ag Preparations and processes for finishing leather and for coating textiles
US5087646A (en) * 1987-04-04 1992-02-11 Bayer Aktiengesellschaft Formulations and process for dressing leather and coating textiles
WO1992008839A1 (fr) * 1990-11-09 1992-05-29 Brandywine Motifs Limited Impression par transfert
GB2265572A (en) * 1990-11-09 1993-10-06 Brandywine Motifs Ltd Transfer printing
WO2003010255A2 (fr) * 2001-07-25 2003-02-06 The Sherwin-Williams Company Compositions de revetement a base d'eau permettant d'obtenir une film hydrophobe
US6689200B2 (en) 2001-07-25 2004-02-10 The Sherwin-Williams Company Film-forming water-based water repellent coating compositions

Also Published As

Publication number Publication date
GB2073259B (en) 1983-09-28
EP0036639A3 (fr) 1982-03-24
GB2073259A (en) 1981-10-14

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