US3359127A - Polyamide heat transfer for launderable fabrics - Google Patents

Polyamide heat transfer for launderable fabrics Download PDF

Info

Publication number
US3359127A
US3359127A US57547866A US3359127A US 3359127 A US3359127 A US 3359127A US 57547866 A US57547866 A US 57547866A US 3359127 A US3359127 A US 3359127A
Authority
US
United States
Prior art keywords
layer
acid
marking
transfer
article
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
Application number
Other languages
English (en)
Inventor
Meyer Hans
Lawrence E Shadbolt
Harold J Stern
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.)
Polymark Ltd
Polymark International Ltd
Original Assignee
Polymark International Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Polymark International Ltd filed Critical Polymark International Ltd
Application granted granted Critical
Publication of US3359127A publication Critical patent/US3359127A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • A—HUMAN NECESSITIES
    • A41—WEARING APPAREL
    • A41D—OUTERWEAR; PROTECTIVE GARMENTS; ACCESSORIES
    • A41D27/00—Details of garments or of their making
    • A41D27/08—Trimmings; Ornaments
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B44—DECORATIVE ARTS
    • B44C—PRODUCING DECORATIVE EFFECTS; MOSAICS; TARSIA WORK; PAPERHANGING
    • B44C1/00—Processes, not specifically provided for elsewhere, for producing decorative surface effects
    • B44C1/16—Processes, not specifically provided for elsewhere, for producing decorative surface effects for applying transfer pictures or the like
    • B44C1/162—Decalcomanias with a transfer layer comprising indicia with definite outlines such as letters and with means facilitating the desired fitting to the permanent base
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06Q—DECORATING TEXTILES
    • D06Q1/00—Decorating textiles
    • D06Q1/12—Decorating textiles by transferring a chemical agent or a metallic or non-metallic material in particulate or other form, from a solid temporary carrier to the textile
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F3/00—Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps
    • G09F3/04—Labels, tag tickets, or similar identification or indication means; Seals; Postage or like stamps to be fastened or secured by the material of the label itself, e.g. by thermo-adhesion
    • 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
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/914—Transfer or decalcomania
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
    • Y10T428/24843—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] with heat sealable or heat releasable adhesive layer
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
    • Y10T428/24893—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including particulate material
    • Y10T428/24901—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including particulate material including coloring matter
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31725—Of polyamide
    • Y10T428/31761—Next to aldehyde or ketone condensation product

Definitions

  • the present invention relates to the application of markings or decorative effects to articles or textile fabrics, for the purpose of securing highly resistant or virtually permanent markings or decorative effects.
  • markings or decorative effects may be produced in one or more colours and may be utilised for example for instructions as to handling (i.e. care labelling)7 as trade or brand marks or for providing surface decorations.
  • the object of the present invention is to provide a method and means for applying such markings or decorative effects to textile articles or fabrics, the aim being to provide a marking or decorative effect which is highly resistant to mechanical influences and to any chemical or detergent media to which it s likely to be subjected and which remains effective throughout the useful life of the textile article.
  • the present invention relates to the production of permanent markings or decorative effects by means of a heatscalable transfer.
  • the present invention is directed to a heat transferable marking element or transfer for producing an identification marking, trademark device or like information-bearing marking upon a surface to be marked, which marking comprises a layer of a solubilised linear polyamide.
  • polyamide compounds concerned are closely related to the compounds commonly known as Nylons, but which compounds are rendered soluble in a limited range of solvents by treatment with an aldehyde in a manner well-known in the art, as described for example in Patent No. 2,430,860 assigned to E. I. du Pont de Nemours & Co.
  • the starting product for the aldehyde solubilising treatment may be any of the polyamides specified in the said patent and in particular may be polyhexamethylene adipamide (note Example 1 of the said patent) or polyhexamethylene sebacamide (See Example 10 of said patent) or interpolymer of polyhexamethylene adipamide and polyhexamethylene sebacamide (Example 3 of the said patent).
  • polyhexamethylene adipamide compounds are known commercially as Nylon 66
  • polyhexamethylene sebacamide compounds as known commercially as Nylon 610
  • the inter-polymers referred to are generally referred to as Nylon 66/610.
  • alkylol and/ or alkoxy alkyl substitution occurs, such as methylol and/or methoxy methyl substitution when employing for example formaldehyde and methanol.
  • Materials suitable for the present purpose will have a degree of substitution lying within the range of 10% to 70% but preferred materials will normally lie within the range of 30% to 55% substitution.
  • solubilised polyamides for use in accordance with the present invention are explained in detail below and it should be noted that solubilised derivatives of polyhexamethylene adipamide are available on the commercial market for example under the Trademarks Zytel (Du Pont de Nemours Inc. U.S.A.), and similar products sold by Belding Chemical Industries of New York, and Maranyl (Imperial Chemical Industries Ltd., London, England). Suitable grades of material available under the above Trademarks include Belding Chemical Industries BCI Nylon types i819 and 829 and Maranyl type C. 109/P.
  • Products made soluble in a limited range of solvents in the manner described above are hereinafter referred to in general terms as solubilised linear polyamides and are soluble only in a limited range of solvents and specific solvent mixtures such as alcohols and water.
  • both the original starting products and the solubilised products derived therefrom should be classed as thermoplastic compounds on a strict definition basis, but whereas the solubilised compounds are soluble in a limited range of solvents, they can be readily converted into an insoluble form by the :action of heat and pressuree and optionally in the presence of a curing agent so that a compound similar to the original starting compound is formed after the heat transfer operation has been effected, resulting in the transferred marking or impression being given many of the properties of normal synthetic linear polyamides such as Nylon 66 so as to provide a transferred marking or impression which is chemically inert, wear resistant, and of extremely low solubility in aqueous detergent solutions or in the type of organic solvents likely to be used in the chemical cleaning of articles bearing such transferred impressions.
  • a curing agent capable of promoting the formation of the highly insoluble form of the solubilised linear polyamide may be included in the transfer during the production thereof so that it is available as a curing agent to promote the formation of the non-soluble form of the polyamide during transfer.
  • Such curing agents may be organic monobasic or polybasic carboxylic acids.
  • Such curing agents are substantially inoperative to effect curing of the solubilised linear polyamide to any substantial extent at room temperature but are effective at the temperature required for the purpose of bonding transfers or similar marking elements to an article to be marked.
  • the ammonium or amine salts of such acids may be used, in which case the active curing agent -acid becomes available for curing purposes at an elevated temperature.
  • latent curing agents may in general be produced by combining a volatile amine wit-h any of the said acids. Such latent curing agents are inactive over a pH range of 5.5 to 7.
  • a method of applying marking effects to a textile product such as a textile article or fabric comprises applying a temporary support, a oontinuous layer of a solubilised linear polyamide and a printed informatiombearing pattern marking, both the layer and pattern marking being releasably carried by said support, said layer and said pattern marking being transferable to become permanently bonded to a textile article by heat and pressure exerted between the temporary support and the article, the temporary support being subsequently removed to leave the transferred layer and pattern marking on the marked article.
  • An opaque continuous layer may be used in some cases to provide -a background for the information-bearing marking, and such an opaque layer may be provided in addition to one or more transparent continuous layers.
  • a typical arrangement would include the continuous opaque layer on the outer side of the information-bearing marking, so that on transfer to the article said opaque layer forms a contrasting background for the pattern marking, and there may be a continuous transparent layer on the opposite side of the information-bearing marking to provide ⁇ a continuous protective layer on the exposed surface when the information-bearing marking has been transferred to an article to be marked.
  • FIG. l is a front view of one form of transfer in accordance with the invention.
  • FIG. 2 is a partial crosssectional view taken on the line II-II of FIG. l,
  • FIGS. 3 to 8 illustrate in a manner similar to FIG. 2 various embodiments of the invention
  • FIG. 9 illustrates the application of the transfer to an article and the subsequent stripping of the temporary support, using the transfer shown in FIGS. l and 2 of the drawings, and
  • FIGS. 10 and 1l are views corresponding to FIGS. l and 2 of a still further embodiment of the invention.
  • a temporary support 11 may consist for example of a suitable grade of paper coated with a suitable release agent, for example a mixture of an alkyd resin with an oil-soluble melamineformaldehyde resin.
  • the support may consist of a material having inherent release properties.
  • materials are for example polyethylene terephthalate, for example foils of the material known under the trademarks Melinex or Mylar or the support may consist of such foils attached or laminated to a sheet of paper, or it may consist of cellulose materials, for example regenerated cellulose or cellulose ethers or esters, in particular cellulose diacetate or triacetate.
  • the support may consist of a metal foil, for example of copper, this arrangement facilitating the transmission of heat to the transfer during the application to an article to be marked.
  • the metal foil may 4be provided with a layer of a suitable release agent such as a mixture of an alkyd resin with an oil-soluble melamine-formaldehyde resin, or it may consist of a layer of polyethylene terephthalate applied by lamination.
  • a decorative pattern or marking in the form of a discontinuous layer represented in typical form at 12 is produced on the said support by a suitable printing procedure, for example by silk-screen printing, utilising as the printing medium a solubilised synthetic linear polyamide consisting for example of one of the solubilised linear polyamide materials specified above.
  • This printing medium is compounded from this material in a solvent and contains suitable pigment edia, as explained in greater detail below.
  • a continuous covering layer 13 is then applied which in this embodiment is capable of forming a background for the pattern marking 12 after transfer.
  • This layer may be a transparent layer such as 13 in FIG. 2 or it may be an opaque layer such as shown at 131 in FIG. 3.
  • a transparent coloured layer or an opaque layer is capable of providing a contrastingly coloured background for the pattern marking 12 after transfer and in al1 cases the outermost layer is capable of being bonded to an article to be marked.
  • FIG. 3 illustrates an arrangement comprising a temporary support 11, a printed pattern marking 12 thereon, an opaque layer 131 superposed on the pattern marking 12 and on the support 11, and an uppermost transparent layer 13.
  • FIG. 4 illustrates an embodiment in which a temporary support 11 carries a pattern marking 12 followed by a transparent layer 13 as in FIG. 2. This layer is followed by an opaque layer 131 in turn followed by a transparent uppermost layer 132.
  • continuous there is meant a layer which is continuous over the whole of each transfer, but is not necessarily continuous over the whole area of the temporary support which may thus consist of a strip of material having successive transfer areas thereon, each transfer area comprising the continuous transparent layer 13 or similar translucent or substantially opaque layers 131.
  • the layers 13 or 131 consist of a solubilised lineal' polyamide similar in character to the base medium from which the pattern or design 12 is formed, but applied in the form of a continuous covering layer by means of any suitable spreading or coating operation. Since both the design or pattern 12 and the covering layer 13 or 131 consist basically of a solubilised linear polyamide, which may both contain a suitable curing agent as specified below, a highly resistant decorative pattern can be formed upon the article to be marked.
  • This design or pattern 12 may be produced in one or more colours and such transfers may be applied in a manner hereinafter eX- plained with reference to FIG. 9.
  • FIG. 5 illustrates another embodiment of this form of the invention where the temporary support 11 is initially coated with a continuous transparent layer 14 of a solubilised linear polyamide, and the decorative printed pattern or marking 12, also compounded from a solubilised. linear polyamide, is applied to the outer surface of this coating layer.
  • the layer 14 which in this case will normally be transparent, provides a protective covering upon the decorative marking and may be adapted to give a particularly pleasing effect.
  • FIG. 6 shows in section an embodiment wherein a pattern marking 12 is sandwiched between two continuous layers 13, 14 the whole being carried by a temporary support 11. Both these layers are preferably formed by using coating colutions of solubilised linear polyamide as above referred to and as described with reference to the following examples. Obviously the layer 13 may be opaque and contrastingly coloured in relation to the pattern marking 12, whereas the continuous layer 14 is transparent.
  • FIG. 7 illustrates an arrangement generally similar to FIG. 6 but where an additional opaque layer 131 is provided, the complete assembly including a temporary support 11, a continuous transparent layer 14 lbearing the pattern marking 12, an opaque continuous layer 131 and a continuous transparent layer 132.
  • the lowermost layer 141 may consist of a nylon foil initially attached to the temporary support 11, the printed pattern marking 12 being printed on the nylon foil layer 141.
  • the printing of the pattern 12 may be produced by other printing procedures, for example by a flexographic printing process using the so-called flexographic ink products.
  • FIG. 9 illustrates as a typical example the application of the transfer shown in FIG. 2 to a fabric or other article 1S by the action of platens 16, 17, which press the complete transfer assembly into contact with the article, the platen 16 at least being heated to a suitable temperature. After heat and pressure have been maintained for a suitable period the platen pressure is released and the temporary support 11 may be stripped off leaving the pattern marking with any layer 13, 131, 14 0r 141 associated with it, adherent to the article 15.
  • FIGS. l and 1l illustrate embodiments in which the printed pattern marking 12 is produced upon the temporary support 11.
  • This printed pattern may be produced for example as described under coating medium 1 below and it may be used in the manner shown in FIG. 9.
  • the printed pattern marking then consists solely of the marking itself without any underlying or superposed continuous layer.
  • the solution is filtered to remove any incompletely reacted polyamide particles.
  • the clear filtrate is neutralised with ammonia and the modified polyamide precipitated, by pouring into a large volume of cold water with good stirring.
  • the precipitate is washed with cold water, separated by decantation and dried in a current of warm air.
  • the autoclave is cooled and 400 parts of a mixture consisting of 80 parts ethyl alcohol and 20 parts water by volume is added with stirring.
  • the resulting solution after filtration if necessary to remove any particles of insuiiiciently reacted polyamide, is rendered neutral by the addition of ammonia.
  • the modified polyamide is precipitated, washed and dried in the manner described in the previous preparations.
  • the curing agents used are in general organic acids such as are set out in the following list and are present in an amount which may be determined ⁇ by making a preliminary test by adding the curing agent to a 5% solution by weight of the solubilised polyamide in an ethyl alcohol/ water mixture 70/ 30 (by volume) and determining the quantity of acid required to bring the pH value to a predetermined tigure, normal-ly pH 5 or less.
  • the amount of acid will be that required to bring the pH to a value of between 3.5 and 4.5 or more specifically between 4.0 and 4.2.
  • Other curing agents which may be employed are latent curing agents which decompose to give acidic products at the temperature used for bonding the marking element or transfer to the surface of an article to be marked.
  • Such compounds may be salts of organic acids, such for example as triammonium citrate, triethyl-ammonium citrate, di-ammonium hydrogen citrate or butyl acid phosphate which is a commercial mixture of n-butyl dihydrogen phosphate and di-n-butyl hydrogen phosphate.
  • Such latent curing agents are substantially neutral at room temperature but yield acidic products at elevated temperatures. They may be produced in situ, for example triethyl-ammonium citrate may be produced by adding citric acid and triethylamine to the coating mixture.
  • the amount present may have to be determined by trial and error but will be such as to establish a pH value of pH or :less at the temperature operative during the step of applying the marking element or transfer under heat and pressure to a surface to be marked.
  • the amount of such latent curing agents should be such as to bring the pH value of the coating mixture to a value between pH 6 and pH 7.
  • solubilised linear polyamide layers are coated on a suitable support and comprise the polyamide, a solvent mixture consisting of an alcohol and water, a pigment in the case of a colour layer and a curing agent.
  • the alcohol referred to is any alcohol which is miscible with water to an extent such that at least 14% of the total weight of the alcohol/ water mixture may consist of water, without the alcohol/ water mixture forming two separate layers.
  • Such alcohols may be aliphatic alcohols such as methanol or ethanol or may be complex alcohols such as diacetone alcohol or isopropylidene glycerol.
  • plasticising agents may also be present.
  • the various coating media are compounded in such a way as to give a mixture capable of being spread on to a exible support by commercial coating methods and such coating compositions will in general contain components lying within the ranges specified below.
  • -a plasticiser may also be present in which case about up to 10 parts by weight of a suitable plasticiser such as benzyl alcohol or N-ethyltoluenesulphonamide may be used.
  • the amount of pigment may be between 10 and 100 parts by weight.
  • the amount of curing agent present depends on the particular agent used and will be present in an amount not exceeding the quantities set out in the following list of examples, the percentage being in each case computed by weight on the amount of solubilised linear polyamide present.
  • the following y is a number of examples of representative coating compositions which can be used in commercial practice. It will be observed that various degrees of substitution of the polyamides are dealt with in the examples and in general it may be noted here that the greater the degree of substitution the greater the solubility and the greater the proportion of pigment which can be accepted by a pigmented coating medium.
  • the following list represents typical coating mixtures in which coatings 1 to 8 are pigmented layers and 9 to 11 are clear layers.
  • the solubilised linear polyamide used is indicated by the Nylon Type Nos: N/ 616A referring to polyhexamethylene adipamide, N/610 ⁇ referring to polyhexamethylene sebacamide and N/ 66/ 610 referring to the inter-polymers.
  • Coating Medium 1 Parts by wt. N66 (30% substitution) 12 Diacetone alcohol 60 Water 2() High quality carbon black 12.5 Citric acid 0.3
  • N66, N610, -N66/610 (all 30% substitution) 7 Diacetone alcohol 60 Water 20 Monastral blue 5 Citric acid 0.14
  • coating media represent typical compositions suitable for use in the present invention and are only intended as examples of suitable coating layers.
  • a Wide range of curing agents may be present which in the case of coating media 1 to 5, 7 to 10 consist of organic acids which become effective as curing agents at the temperature utilised for bonding the marking element or transfer to the a-rticle to be marked.
  • Coating media 6 and 11 on the other hand include latent curing agents.
  • the pattern marking utilised in accordance with the present invention is produced by printing operations using a printing medium which may be pigmented coating media similar to media 1 to 8 specified above.
  • a printing medium which may be pigmented coating media similar to media 1 to 8 specified above.
  • Another composition suitable as a printing medium may be as follows:
  • Printing medium Parts by wt.
  • P-rintin-g media for other colours may be compounded on the same basis the pigment being replaced by other pigments (including car-bon black) in appropriate amounts.
  • Example 1 This example illustrates a construction corresponding to that shown on FIG. 3 of the drawings.
  • a temporary support 11 consists of a tough exible paper such as that commonly known as DaC. 361b bleached kraft paper and having a thickness of about .0035 is laminated to a thin foil consisting of polyethylene terephthalate such as the material known under the trademarks Melinex or Mylan This foil may be about .0005 thick .and may be bonded thereto by any suitable adhesive.
  • a printed pattern or design 12 is then applied to the foil surface produced with one of the pigmented coating media or the printing medium specified above.
  • the desired pattern is printed by screen printing and the mesh of the screen may be varied according to the thickness of the ink layer required. After application of the printing medium the coating is allowed to dry at room temperature.
  • the dried thickness of the pattern produced may be of the order of 0.0003.
  • An opaque layer 131 is then applied over the Whole area of the transfer so as to cover the printed pattern.
  • This opaque layer may consist of any of the coating media 1 to 8 above.
  • This opaque layer is applied by screen printing so as to give a dried thickness of about .0005.
  • each coated layer 12, 131 and 13 includes a small proportion of curing agent which promotes conversion of the solubilised nylon to an insoluble form when the heat transfer is applied to an article to be marked under the action of heat and pressure.
  • Example 2 This example illustrates a construction cor-responding to that shown on FIG. 6 of the drawings.
  • a laminated support such as defined in Example 1 is first provided with a coating 14 of transparent lacquer, such as any of the coating media 7 to 9 but coated to give a dried thickness of .0005.
  • the required pattern is printed by screen printing, the printing medium being as specified above, and Ifinally a transparent layer 13 is coated on the exposed surface to a total thickness of 0.0015.
  • a transfer produced according to Example 1 will show the information marking against a dark and opaque background, whereas in the case of Example 2 the marking is visible against a transparent background through which the colour of the surface of the article will appear and will of course show as a light background when the transfer is applied to a light colour arti-cle.
  • the information marking is exposed on the outer surface, whereas in Example 2 it is protected by a further continuous layer.
  • Example 3 This example illustrates a construction corresponding to that shown on FlG. 4 of the drawings.
  • a temporary support 11 of the character defined in Example 1 receives a printed information-bearing marking 12 the printing medium being yas specified above, and then there is applied a thin transparent coating 13 of coating media 9 to 11 but having a thickness of .0005". Then an opaque white layer 131 is applied consisting of coating medium 3. This layer is coated to a thickness such as to give -a dried thickness of .001". Finally a transparent lacquer layer 132 consisting of any of the coating media 9 to 11 is applied to give a dried thickness of .001" (or a total thickness of 0.0025).
  • Example 4 This example illustrates a construction corresponding to that shown on FIG. 7.
  • a temporary support as defined in Example 1 is provided with a first layer 14 of any of coating media 9 to 11 but such ⁇ as to give a dried thickness of .0005, and is thereafter followed by the printing pattern 12 produced with the printing medium above, followed by an opaque layer 131 formed from any of the coating media 1 to 6, followed by an outer coating 132 of transparent lacquer (coating media 9 to 11).
  • Example 5 illustrates a construction corresponding to that shown on FIG. 2 of the drawings.
  • a temporary support 11 as defined in Example 1 is provided with an information-bearing marking 12 produced with a printing medium such as deiined above, and is then provided with either a transparent layer 13 (coating media 9 to 11 or with a continuous opaque layer 131 (coating media 1 to 8), such outer coatings being such as to give a dried thickness for this layer of .001.
  • Example 6 This example illustrates a construction corresponding to that shown on FIG. 5 of the drawings.
  • a temporary support as defined in Example 1 is provided with a transparent layer 14 of any of the coating media 9 to 11 to give a dried thickness of .0005 and an information marking is printed thereon using the printing medium defined above.
  • Example 7 This example illustrates a construction corresponding to that shown on FIG. 10 of the drawings.
  • a temporary support as defined in Example 1 is provided with a pattern marking produced -by using the printing medium specified above. There is however no continuous coating on either side of the information marking and consequently the material transferred to an article to be marked consists exclusively of the pattern marking as described for example with reference to FIG. 1 of the drawings.
  • Example 8 In this example the design is printed using a flexographic method, the layer construction of each transfer being basically that shown in FIG. 8.
  • a design is printed on this last coating by flexographic means in which rubber stereos having the design cut in relief in their surfaces are applied to a roller and the ink is transferred from a source of ink to the coating by means of the roller mounte-d rubber stereos or by gravure or lithographie printing methods in either case by wellknown procedures.
  • a normal ink I with an alcohol soluble binder such as shellac is used except that the pigment should be capable of withstanding the treatment to which the applied transfer will be subjected. For example cadmium red or monastral blue are suitable pigments.
  • a thin clear coating (coating media 9 to 11) is then applied as before to the printed design to complete a sandwich-type transfer.
  • a press having a vertically movable top platen heated to a temperature ranging between 100 C. and 250 C. but preferably of the order of 200 C. and a lower fixed platen, covered with a suitable resilient heat-resistant material, either unheated or heated to a temperature between 100 C. and 200 C. and preferably of the order of 150 C.
  • the pressureexerting means operative upon the top platen is such as to provide a specific pressure of from 25 to 75 lbs. per square inch but preferably about 50 lbs. per square inch.
  • An article for example, a textile article, with a transfer placed on the upper surface thereof is positioned between the two platens and then pressure is exerted by the top platen, the pressure being maintained for a period ranging from 1 to 5 seconds or preferably between 1 and 8 seconds.
  • the maximum resistance of the transfer to rubbing and cleansing operations is obtained where, under the conditions specified, the time of treatment is 5 to 8 seconds but adequate resistance for many purposes is obtained even if the pressure is maintained for a shorter period down to about 1 second.
  • the degree of resistance to rubbing and cleansing operations depends to some extent upon the construction of the heat transfer chosen.
  • comparatively light and delicate articles which may be subjected to moderate rubbing and cleansing throughout the effective life of the article may be of the relatively simple construction shown for example in FIGS. 1 to 5, l0 and 11, whereas articles which are subjected to heavy wear and frequent intensive washing or cleaning operations may require the sandwiched constructions of transfer such as are shown in FIGS. 6 to 8 of the drawings, and furthermore the nature of the coating layers and of the printing medium may be selected according to the nature of the article and the probable treatments to which it will be subjected during its working life.
  • an industrial type overall which is likely to receive heavy wear and to require frequent intensive washing operations could utilise thicker layers 13, 131, 14, 141 than in the case of transfers intended to be attached to delicate articles, while furthermore the proportion of acidic curing agent may be increased or an additional curing agent may be applied at the time when the transfer is attached to the article by the action of heat and pressure.
  • the temperature and pressure figures may be varied according to the nature of the article which is to receive the transfer; for example in the case of synthetic fibre fabrics the temperature of the top and bottom platens may be reduced to 180 C. and 150 C. respectively and the pressure reduced to 25 lbs. per square inch with a corresponding increase in the time of maintenance of the pressure.
  • modifications of this character it becomes possible to apply the transfers defined herein to textile articles or garments formed of nylon thus providing the possibility of obtaining a marking bonded to a nylon garment which marking also consists of a type of nylon.
  • the part of the transfer or label which is brought into adhering contact with the textile article consists of a solubilised linear polyamide and examples of such materials are referred to above.
  • An important feature of the present invention is that as a result of the application procedure under the action of heat and pressure this solubilised polyamide is converted into a form in which it becomes resistant to mechanical and chemical influences, and this conversion may be promoted by the use of a curing agent which is preferably a solid organic acid, as explained below.
  • Such secondary operation may conveniently be carried out by interposing a piece of cloth moistened with a curing agent between the marking element and a heated presser member, and by means of this heated presser member applying a further heat treatment to the assembly for a suitable period of time, beyond that required to provide adhesion.
  • the outermost layer or layers which are bonded to the article always comprise a solubilised linear polyamide, other layers may be of the same material or of a different material; further that the discontinuous layer 12 is either formed of a solubilised linear polyamide or is sandwiched between two layers and may then consist of conventional types of printing medium.
  • thermoplastic layer being a solubilized thermoplastic polyamide taken from the group consisting of polyhexamethylene adipamide, polyhexamethylene sebacamide and inter-polymers thereof, said polyamide being 10-70% substituted by groups taken from the group consisting of alkylol and alkoxy alkyl substitution groups and combinations thereof and being soluble in a homogenous mixture of an alcohol and water, and a curing agent taken from the group consisting of citric acid,
  • thermoplastic layer upon being heated between 3.5 and 5, said layer being capable of being insolubilized and bonded to an article to be marked by heat and pressure.
  • substitution groups are taken from the group consisting of methylol and methoxy methyl groups.
  • a heat-scalable transfer as claimed in claim 1 wherein said temporary support comprises paper with a release agent consisting of a mixture of alkyd resin and an oilsoluble melamine-formaldehyde resin coated on at least one surface thereof.
  • thermoplastic layer further comprises a pigment to give color to at least a portion of said heat-sealable transfer.
  • a heat-sealable transfer as claimed in claim 1 Wherein said pH range is between 3.5 and 4.5.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Theoretical Computer Science (AREA)
  • Laminated Bodies (AREA)
  • Decoration By Transfer Pictures (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Coloring (AREA)
US57547866 1960-10-14 1966-05-09 Polyamide heat transfer for launderable fabrics Expired - Lifetime US3359127A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3527660A GB928347A (en) 1960-10-14 1960-10-14 Application of markings to textile products

Publications (1)

Publication Number Publication Date
US3359127A true US3359127A (en) 1967-12-19

Family

ID=10375891

Family Applications (1)

Application Number Title Priority Date Filing Date
US57547866 Expired - Lifetime US3359127A (en) 1960-10-14 1966-05-09 Polyamide heat transfer for launderable fabrics

Country Status (7)

Country Link
US (1) US3359127A (fr)
BE (1) BE609113A (fr)
CH (1) CH400081A (fr)
DE (1) DE1292123C2 (fr)
FR (1) FR1309454A (fr)
GB (1) GB928347A (fr)
NL (1) NL145299B (fr)

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3770479A (en) * 1971-10-12 1973-11-06 Thermark Corp Hot stamp tape with etched carrier
USRE28542E (en) * 1968-03-11 1975-09-02 Heat-sealable devices for marking textile articles
US3904790A (en) * 1972-08-30 1975-09-09 Saverio M Maida Primer coating for aluminum foil surface
US3908064A (en) * 1972-05-31 1975-09-23 Amchem Prod Heat transfer composition tape
US3920499A (en) * 1969-09-19 1975-11-18 Polymark Corp Method of applying heat-sealable marking labels for flexible articles
US3952131A (en) * 1973-07-10 1976-04-20 Sideman Carl E Heat transfer print sheet and printed product
US3961121A (en) * 1973-12-14 1976-06-01 Rubin Warsager Transfer tape for surface decorating an article
US3985602A (en) * 1974-10-11 1976-10-12 Sangray Corporation Transfer process and composite sheet therefor
US3992559A (en) * 1968-02-02 1976-11-16 Polymark Limited Heat sealable labels
US4021591A (en) * 1974-12-04 1977-05-03 Roy F. DeVries Sublimation transfer and method
US4037008A (en) * 1971-05-17 1977-07-19 Photo-Lith International Transfer printing process and article
US4084032A (en) * 1975-01-07 1978-04-11 Kurz-Hastings, Inc. Process for making hot stamping foil for producing textured surface effects
US4096016A (en) * 1969-01-25 1978-06-20 Gerhard Pohl Process for making and using high frequency weldable material
US4107365A (en) * 1975-04-03 1978-08-15 E. T. Marler Limited Improvements in textile transfers
US4256795A (en) * 1974-11-05 1981-03-17 Polymark Corporation Heat transfers
US4423106A (en) * 1979-01-26 1983-12-27 Mahn John E Laminated material and method of forming
US4532167A (en) * 1982-05-11 1985-07-30 Erhardt & Leimer Gmbh Readable goods-marking system for textile processing
US4610904A (en) * 1984-12-11 1986-09-09 John E. Mahn, Sr. Heat activated removable ornamental transfer
US4786349A (en) * 1987-04-23 1988-11-22 Mahn Sr John E Method of applying heat activated transfer
US4855171A (en) * 1986-04-25 1989-08-08 Esselte Pendaflex Corporation Sign-making materials
US4883697A (en) * 1986-07-23 1989-11-28 The Procter & Gamble Company Thermoplastic in-mold labeling label structure for deformable thermoplastic packages
US5643387A (en) * 1988-09-06 1997-07-01 Berghauser; Donald C. Instant color sublimation transfers
US5798179A (en) * 1996-07-23 1998-08-25 Kimberly-Clark Worldwide, Inc. Printable heat transfer material having cold release properties
US6150008A (en) * 1997-01-31 2000-11-21 General Co., Ltd. Heat-sensitive transfer medium
US6428878B1 (en) 1999-03-18 2002-08-06 Kimberly-Clark Worldwide, Inc. Heat transfer material having a fusible coating containing cyclohexane dimethanol dibenzoate thereon
US20050100689A1 (en) * 2002-12-02 2005-05-12 Xiao-Ming He Heat-transfer label well-suited for labeling fabrics and methods of making and using the same
US6916751B1 (en) 1999-07-12 2005-07-12 Neenah Paper, Inc. Heat transfer material having meltable layers separated by a release coating layer
US7238410B2 (en) 2000-10-31 2007-07-03 Neenah Paper, Inc. Heat transfer paper with peelable film and discontinuous coatings
US7361247B2 (en) 2003-12-31 2008-04-22 Neenah Paper Inc. Matched heat transfer materials and method of use thereof
US7364636B2 (en) 2000-10-31 2008-04-29 Neenah Paper, Inc. Heat transfer paper with peelable film and crosslinked coatings
US7470343B2 (en) 2004-12-30 2008-12-30 Neenah Paper, Inc. Heat transfer masking sheet materials and methods of use thereof
EP2412542A1 (fr) * 2010-07-27 2012-02-01 Seripress Feuille transfert pour étiquette décollable avec languette
US8372232B2 (en) 2004-07-20 2013-02-12 Neenah Paper, Inc. Heat transfer materials and method of use thereof
WO2015011001A1 (fr) * 2013-07-22 2015-01-29 Rhodia Operations Composition polyamide stabilisée
US9776389B2 (en) 1999-09-09 2017-10-03 Jodi A. Schwendimann Image transfer on a colored base

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4234643A (en) * 1978-05-30 1980-11-18 The Meyercord Co. Tennis ball marking decalcomania
AU528807B2 (en) 1979-03-07 1983-05-12 Technographics Inc. Decoration of textiles by transfer under heat and pressure
DE3546301A1 (de) * 1985-12-27 1987-07-02 Manfred Haakert Verfahren zum versehen flexibler textilgegenstaende mit kodierungen
DE3644786A1 (de) * 1985-12-27 1988-07-28 Manfred Haakert Verfahren zum versehen flexibler textilgegenstaende mit kodierungen
WO1987004200A1 (fr) 1985-12-27 1987-07-16 Manfred Haakert Procede pour munir d'un code un objet flexible en textile

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1966942A (en) * 1932-01-20 1934-07-17 Little Inc A Transfer process
US2430860A (en) * 1944-06-07 1947-11-18 Du Pont Polyamide-formaldehyde reactions and products thereof
US2430953A (en) * 1945-02-20 1947-11-18 Du Pont Process for improving the properties of polyamide fibers
US2443486A (en) * 1943-12-30 1948-06-15 Du Pont Process for making nitrogen substituted polyamides
US3065120A (en) * 1960-08-29 1962-11-20 Mask Off Company Inc Dry transfer decals

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE650662C (de) * 1933-12-31 1937-09-29 Leopold Rado Verfahren zur Herstellung von bedruckten bzw. erhaben gepraegten aufklebbaren Etiketten o. dgl., die mit Dauerklebstoff versehen sind
DE696574C (de) * 1936-03-03 1940-09-24 Kodak Akt Ges Klebestreifen aus Celluloseestern oder regenerierter Cellulose und darauf aufgebrachten Polyvinylverbindungen
GB561989A (en) * 1943-01-25 1944-06-13 Meyer Hans Means for marking articles
DE1109505B (de) 1958-02-05 1961-06-22 Heinrich Hermann Papierwarenfa Bandfoermiger Verbundkoerper

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1966942A (en) * 1932-01-20 1934-07-17 Little Inc A Transfer process
US2443486A (en) * 1943-12-30 1948-06-15 Du Pont Process for making nitrogen substituted polyamides
US2430860A (en) * 1944-06-07 1947-11-18 Du Pont Polyamide-formaldehyde reactions and products thereof
US2430953A (en) * 1945-02-20 1947-11-18 Du Pont Process for improving the properties of polyamide fibers
US3065120A (en) * 1960-08-29 1962-11-20 Mask Off Company Inc Dry transfer decals

Cited By (50)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3992559A (en) * 1968-02-02 1976-11-16 Polymark Limited Heat sealable labels
USRE28542E (en) * 1968-03-11 1975-09-02 Heat-sealable devices for marking textile articles
US4096016A (en) * 1969-01-25 1978-06-20 Gerhard Pohl Process for making and using high frequency weldable material
US3920499A (en) * 1969-09-19 1975-11-18 Polymark Corp Method of applying heat-sealable marking labels for flexible articles
US3959555A (en) * 1969-09-19 1976-05-25 Polymark Corporation Heat-sealable marking labels
US4037008A (en) * 1971-05-17 1977-07-19 Photo-Lith International Transfer printing process and article
US3770479A (en) * 1971-10-12 1973-11-06 Thermark Corp Hot stamp tape with etched carrier
US3908064A (en) * 1972-05-31 1975-09-23 Amchem Prod Heat transfer composition tape
US3904790A (en) * 1972-08-30 1975-09-09 Saverio M Maida Primer coating for aluminum foil surface
US3952131A (en) * 1973-07-10 1976-04-20 Sideman Carl E Heat transfer print sheet and printed product
US3961121A (en) * 1973-12-14 1976-06-01 Rubin Warsager Transfer tape for surface decorating an article
US3985602A (en) * 1974-10-11 1976-10-12 Sangray Corporation Transfer process and composite sheet therefor
US4256795A (en) * 1974-11-05 1981-03-17 Polymark Corporation Heat transfers
US4021591A (en) * 1974-12-04 1977-05-03 Roy F. DeVries Sublimation transfer and method
US4084032A (en) * 1975-01-07 1978-04-11 Kurz-Hastings, Inc. Process for making hot stamping foil for producing textured surface effects
US4107365A (en) * 1975-04-03 1978-08-15 E. T. Marler Limited Improvements in textile transfers
US4423106A (en) * 1979-01-26 1983-12-27 Mahn John E Laminated material and method of forming
US4532167A (en) * 1982-05-11 1985-07-30 Erhardt & Leimer Gmbh Readable goods-marking system for textile processing
US4610904A (en) * 1984-12-11 1986-09-09 John E. Mahn, Sr. Heat activated removable ornamental transfer
US4855171A (en) * 1986-04-25 1989-08-08 Esselte Pendaflex Corporation Sign-making materials
US4883697A (en) * 1986-07-23 1989-11-28 The Procter & Gamble Company Thermoplastic in-mold labeling label structure for deformable thermoplastic packages
US4786349A (en) * 1987-04-23 1988-11-22 Mahn Sr John E Method of applying heat activated transfer
US5643387A (en) * 1988-09-06 1997-07-01 Berghauser; Donald C. Instant color sublimation transfers
US6113725A (en) * 1996-07-23 2000-09-05 Kimberly-Clark Worldwide, Inc. Printable heat transfer material having cold release properties
US6200668B1 (en) 1996-07-23 2001-03-13 Kimberly-Clark Worldwide, Inc. Printable heat transfer material having cold release properties
US5798179A (en) * 1996-07-23 1998-08-25 Kimberly-Clark Worldwide, Inc. Printable heat transfer material having cold release properties
US6150008A (en) * 1997-01-31 2000-11-21 General Co., Ltd. Heat-sensitive transfer medium
US6428878B1 (en) 1999-03-18 2002-08-06 Kimberly-Clark Worldwide, Inc. Heat transfer material having a fusible coating containing cyclohexane dimethanol dibenzoate thereon
US6916751B1 (en) 1999-07-12 2005-07-12 Neenah Paper, Inc. Heat transfer material having meltable layers separated by a release coating layer
US9776389B2 (en) 1999-09-09 2017-10-03 Jodi A. Schwendimann Image transfer on a colored base
US7364636B2 (en) 2000-10-31 2008-04-29 Neenah Paper, Inc. Heat transfer paper with peelable film and crosslinked coatings
US7238410B2 (en) 2000-10-31 2007-07-03 Neenah Paper, Inc. Heat transfer paper with peelable film and discontinuous coatings
US7604856B2 (en) 2000-10-31 2009-10-20 Neenah Paper, Inc. Heat transfer paper with peelable film and discontinuous coatings
US20070009732A1 (en) * 2002-12-02 2007-01-11 Kuolih Tsai Method for labeling fabrics and heat-transfer label well-suited for use in said method cross-reference to related applications
US9499937B2 (en) 2002-12-02 2016-11-22 Avery Dennison Corporation Heat-transfer label well-suited for labeling fabrics and methods of making and using the same
US10596789B2 (en) 2002-12-02 2020-03-24 Avery Dennison Corporation Method for labeling fabrics and heat-transfer label well-suited for use in said method
US20070275319A1 (en) * 2002-12-02 2007-11-29 Xiao-Ming He Heat-transfer label well-suited for labeling fabrics and methods of making and using the same
US7906189B2 (en) 2002-12-02 2011-03-15 Avery Dennison Corporation Heat transfer label for fabric with thermochromic ink and adhesive surface roughness
US20110079651A1 (en) * 2002-12-02 2011-04-07 Kuolih Tsai Method for labeling fabrics and heat-transfer label well-suited for use in said method
US20050100689A1 (en) * 2002-12-02 2005-05-12 Xiao-Ming He Heat-transfer label well-suited for labeling fabrics and methods of making and using the same
US8647740B2 (en) 2002-12-02 2014-02-11 Avery Dennison Corporation Heat-transfer label well-suited for labeling fabrics and methods of making and using the same
US7361247B2 (en) 2003-12-31 2008-04-22 Neenah Paper Inc. Matched heat transfer materials and method of use thereof
US8372232B2 (en) 2004-07-20 2013-02-12 Neenah Paper, Inc. Heat transfer materials and method of use thereof
US8372233B2 (en) 2004-07-20 2013-02-12 Neenah Paper, Inc. Heat transfer materials and method of use thereof
US7470343B2 (en) 2004-12-30 2008-12-30 Neenah Paper, Inc. Heat transfer masking sheet materials and methods of use thereof
FR2963276A1 (fr) * 2010-07-27 2012-02-03 Seripress Feuille transfert pour etiquette decollable avec languette
EP2412542A1 (fr) * 2010-07-27 2012-02-01 Seripress Feuille transfert pour étiquette décollable avec languette
WO2015011001A1 (fr) * 2013-07-22 2015-01-29 Rhodia Operations Composition polyamide stabilisée
CN105579528A (zh) * 2013-07-22 2016-05-11 罗地亚经营管理公司 稳定的聚酰胺组合物
CN105579528B (zh) * 2013-07-22 2018-05-18 罗地亚经营管理公司 稳定的聚酰胺组合物

Also Published As

Publication number Publication date
NL145299B (nl) 1975-03-17
BE609113A (fr) 1962-02-01
CH400081A (de) 1965-10-15
FR1309454A (fr) 1962-11-16
GB928347A (en) 1963-06-12
DE1292123C2 (de) 1975-10-16
DE1292123B (de) 1969-10-02

Similar Documents

Publication Publication Date Title
US3359127A (en) Polyamide heat transfer for launderable fabrics
US4169169A (en) Transfer process and transfer sheet for use therein
US4314813A (en) Flock transfer sheet and flock transfer printing process
US5741387A (en) Lithographic printing process and transfer sheet
US3952131A (en) Heat transfer print sheet and printed product
US3595739A (en) Heat-sealable devices for marking textile articles
US4107365A (en) Improvements in textile transfers
DE2732576A1 (de) Waermeuebertragungs-druckmuster und verfahren zum markieren und bedrucken von oberflaechen unter verwendung desselben
US4841652A (en) Adhesive sheet
US4726979A (en) Heat transfer barrier label
US4271224A (en) Transfer sheet with resist portions
US1811804A (en) Decalcomania and decalcomania paper
CA1050356A (fr) Supports et leur emploi en impression et teinture
US3684545A (en) Thermosetting dry transfer
US4256795A (en) Heat transfers
US2646379A (en) Method of decorating an uncured rubber article
GB2101932A (en) Heat transfer
KR100473741B1 (ko) 실크스크린 반사 전사품 및 그 제조방법
US2067435A (en) Article of manufacture for continuous embossing
GB869076A (en) Improvements in or relating to the treatment of surfaces
JPH09137390A (ja) 夜光性転写捺染材及びその製造法
US3728298A (en) Polyurethane printing ink and method of using same
US1966942A (en) Transfer process
JPS6040399B2 (ja) 部分蒸着転写シ−トの製造法
US2558791A (en) Method of printing thermoplastic sheets