US2990231A - Process of modifying polyethylene glycol terephthalate fabrics with guanidine or guanidine carbonate and optionally thiodiglycol or omicron-phenylphenol - Google Patents

Process of modifying polyethylene glycol terephthalate fabrics with guanidine or guanidine carbonate and optionally thiodiglycol or omicron-phenylphenol Download PDF

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Publication number
US2990231A
US2990231A US598741A US59874156A US2990231A US 2990231 A US2990231 A US 2990231A US 598741 A US598741 A US 598741A US 59874156 A US59874156 A US 59874156A US 2990231 A US2990231 A US 2990231A
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United States
Prior art keywords
guanidine
percent
polyethylene glycol
glycol terephthalate
paste
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
US598741A
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English (en)
Inventor
Nusslein Joseph
Kuch Carl
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Hoechst AG
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Hoechst AG
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Filing date
Publication date
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Publication of US2990231A publication Critical patent/US2990231A/en
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids
    • D06M13/432Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/32Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/36Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with oxygen, ozone, ozonides, oxides, hydroxides or percompounds; Salts derived from anions with an amphoteric element-oxygen bond with oxides, hydroxides or mixed oxides; with salts derived from anions with an amphoteric element-oxygen bond
    • D06M11/38Oxides or hydroxides of elements of Groups 1 or 11 of the Periodic Table
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M11/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/68Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with phosphorus or compounds thereof, e.g. with chlorophosphonic acid or salts thereof
    • D06M11/70Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising with phosphorus or compounds thereof, e.g. with chlorophosphonic acid or salts thereof with oxides of phosphorus; with hypophosphorous, phosphorous or phosphoric acids or their salts
    • D06M11/71Salts of phosphoric acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/001Special chemical aspects of printing textile materials
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06QDECORATING TEXTILES
    • D06Q1/00Decorating textiles
    • D06Q1/02Producing patterns by locally destroying or modifying the fibres of a web by chemical actions, e.g. making translucent
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2101/00Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16Synthetic fibres, other than mineral fibres
    • D06M2101/30Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32Polyesters
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/04Polyester fibers

Definitions

  • the present invention relates to a process of altering the appearance of fabrics wholly or partially made of polyester fibres.
  • pat-- terns can be produced on auniform ground fabric which is, for instance, made of acetate fibres or cellulose fibres.
  • the one fibre may be strongly attacked or even de-g composed whilst the other is completely preserved.
  • a classic example in this direction is the so-called burnout article the cellulose fibres of which are destroyed by means of carbonizing agents.
  • H wholly or partially made of polyester fibres can be altered in such a way that they are printed, with pastes containing; a thickening agent and guanidine or. compounds yielding guanidine and that the printed fabric is subjected to a. steaming process or to the action of high temperatures.
  • the guanidine is advantageously applied in the form of the carbonate.
  • polyester fibres such fibres asvare formed from bivalent acids and polyhydric alcoholsand contain 6-member carbocyclic rings.
  • high molecular polyesters on the basis of aromatic dicarboxylic acids, such as terephthalic acid and bihydric aliphatic alcohols such as ethylene glycol, propylene glycol, butylene glycol, dimethyl-propylene glycol. 1
  • thickening agent there may be'used'the usual printing thickenings such as --British gum, l-crystal" gum,
  • tragacanth polyvinyl alcohol, starch and cellulose .deriva- 3 tives, locust bean flour thickening and the like.
  • the intensity of the action can be varied according to the time and intensity of the heating or steaming process.
  • the printed parts of the fabric for example, can become transparent by subsequent steaming. If, however, the fabric is heated to high temperatures, for example to 180 C.-220 C., the printed parts of the polyester fabric are destroyed.
  • the concentration of guanidine or guanidine carbonate normally ranges between 15 and 45 percent, calculated upon the total quantity of the paste to be applied.
  • auxiliaries intensifying the efiect such as thiodiglycol or ortho-phenyl-phenol it is possible to reduce the concentration of guanidine or guanidine carbonate to 5-10 percent.
  • the quantities of the auxiliary should advantageously be within the same range, i.e. between 5-10 percent.
  • the time of steaming and of the subsequent heating to high temperatures depends on various factors, such as the desired eifect, the temperature, the auxiliaries etc. Normally, it suifices to steam for about 30 minutes or to heat for about /2-1 minute, preferably at a temperature ranging between 170 C. and 220 C.
  • Such printing thickenings having a decomposing eifect can be printed on undyed and dyed material, on textiles made solely of polyester fibres and also on such textiles the appearance of fabrics rinsed and dried.
  • Patented June 27, 1961 2 consisting of mixtures of polyester fibres and other fibrous. materials, for example, native cellulose, fibres of'regena erated cellulose, wool and synthetic fibres such as are made, for example of polyacrylonitrile, superpolyamidesi; and thelike. p :1.
  • Afabrie made of polyester fibres is printed with the pastethi l's obtained, dried, heated for '1 minute "t'o" 200'-'C.',' rinsed, soaped at the boiL-rinsed'and dried.
  • T i i The printed parts of the fabric are completely des
  • the fabric is then'dr ied, heated'forxl'minutet 20 g rinsed, dried once more and roughened. Whilst, in view of the high strength of the polyester fibre, the untreated fabric can only be roughened very difiiculty, the treated material can be roughened very well. By the choice of appropriate patterns any desired roughening effects can be obtained in such a manner that the printed parts show a denser fleece while the unprinted parts are raised very little. In this manner, even continuous fibres can be advantageously worked up into raised articles.
  • Example 4 60 parts of British gum (1:1) are mixed with 10 parts of guanidine carbonate, 10 parts of ortho-phenyl-phenol and 20 parts of water. A fabric made of polyethylene glycol terephthalate is printed with this paste, dried, heated for 40 seconds to 200 C., rinsed, soaped at the boil, rinsed and dried.
  • a process which comprises printing in selected areas fabrics comprising fibers consisting essentially of polyethylene glycol terephthalate with a printing paste selected from 'the group consisting of ⁇ (-1) a'paste comprising an inert thickening agent and from about 15 percent to about 45 percent by weight of a member of the group consisting of guanidine and guanidine carbonate,
  • a paste comprising an inert thickening agent and from about '5 percent to about 10 percent by weight each of thiodiglycol and a member of the group consisting of guanidine and guanidine carbonate, and
  • a paste comprising an inert thickening agent and from about 5 percent to about percent by weight each of o-phenylph enol and a member of the group consisting of guanidine and guanidine carbonate, all said percentages being based on the total weight of the printing pastes, and then heating-the printed fabric at a temperature from about 100 to about 220 C. until complete destruction of the polyethylene glycol terephthalate fibers ,in the printed area-occurs.
  • A- process which comprises printing in selected areas fabrics comprising fibers consisting essentially of polyethylene glycol terephthalate with a printing paste comprising an inert thickening agent and from about percent .toabout 45 percent, based on the total weight of printing paste, of a member of the group consisting of guanidine and guanidine carbonate, and then heating the printed fabric at a temperature from about 100 C. to about 220 C. until complete destruction of the polyethylene glycol terephthalate fibers in the printed areas occur 3.
  • a process which comprises printing in selected areas fabrics consisting essentially of polyethylene glycol terephthalate fibers with a printing paste comprising an inert thickening agent and from about 15 percent to about percent, based on the total weight of printing paste, of a member of the group consisting of guanidine and guanidine carbonate, and then heating the printed fabric at a-temperature from about C. to about 220 .4 C. until complete destruction of the polyethylene glycol terephthalate fibers in the printed areas occurs.
  • a process which comprises printing in selected areas fabrics comprising fibers consisting essentially ofpolyethylene glycol terephthalate with a printing paste containing an inert thickening agent and from about 5 percent to about 10 percent by weight each of .guanidine carbonate and a member of the .group consisting of thiodiglycol and o-phenylphenol, basedon the total weight of the printing paste, and then heating the printed fabric at a temperature from about 100 C. to about 220 C. until complete destruction of the polyethylene glycol terephthalatefibers in the printed areas takes place.
  • a process as in claim 10 wherein said temperature is between about 170 to about 220 C.
  • a process which comprises printing in selected areas fabrics consisting essentially of polyethylene glycol terephthalate with a printing paste containing an inert thickening agent and from about 5 percent to about 10 percent by weight each of guanidine carbonate and a member of the group consisting of thiodiglycol and o-phenylphenol, based "on the total Weight of the printing paste, and then heating the printed fabric at a temperature from about 100 C. -to about 220 C. until complete destruction of the polyethylene glycol terephthalate fibers in'the printed areas takes place.
  • a process as in claim 12 wherein said temperature is between about 170 to about 220 C.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Coloring (AREA)
US598741A 1955-07-25 1956-07-19 Process of modifying polyethylene glycol terephthalate fabrics with guanidine or guanidine carbonate and optionally thiodiglycol or omicron-phenylphenol Expired - Lifetime US2990231A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF18025A DE1140544B (de) 1955-07-25 1955-07-25 Verfahren zur Veraenderung des Warenbildes von aus Polyesterfasern bestehenden oder solche enthaltenden Geweben

Publications (1)

Publication Number Publication Date
US2990231A true US2990231A (en) 1961-06-27

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US598741A Expired - Lifetime US2990231A (en) 1955-07-25 1956-07-19 Process of modifying polyethylene glycol terephthalate fabrics with guanidine or guanidine carbonate and optionally thiodiglycol or omicron-phenylphenol

Country Status (6)

Country Link
US (1) US2990231A (de)
AT (2) AT197779B (de)
DE (1) DE1140544B (de)
FR (2) FR1160355A (de)
GB (1) GB834888A (de)
NL (1) NL89330C (de)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113430A (en) * 1976-10-04 1978-09-12 Milliken Research Corporation Method for modifying fibers of a fabric and the products so produced
US20090074970A1 (en) * 2004-07-01 2009-03-19 Harukazu Kubota Raised fabric having three-dimensional pattern

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3247690C2 (de) * 1982-12-23 1985-11-28 Mechanische Gardinenweberei Gerhard Siemko, 8650 Kulmbach Verfahren zur Herstellung eines Dekorationsstoffes, insbesondere Gardinenstoffes
IT1235647B (it) * 1984-06-08 1992-09-18 Treviolo Textile S P A Procedimento per l'ottenimento di un tessuto a coste o a disegni regolari e irregolari partendo da un tessuto greggio semilavorato o finito per l'ottenimento di velluto di trama a coste o a disegni regolari e irregolari
TW200413598A (en) * 2003-01-30 2004-08-01 Formosa Taffeta Co Ltd Method for producing synthetic fibrous fabric with semi-transparent printed (dyed) pattern and its fabric production
CN1280476C (zh) * 2003-02-09 2006-10-18 福懋兴业股份有限公司 制造具有半透明印花(染)图案的合成纤维织物的方法及所制得的织物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1588951A (en) * 1924-09-20 1926-06-15 American Cellulose & Chemical Printing of fabrics and articles
US2287696A (en) * 1940-03-02 1942-06-23 Du Pont Carbonization of cellulose esters
GB664921A (en) * 1949-02-08 1952-01-16 Calico Printers Ass Ltd Improved process for the delustring of synthetic fibres
US2607656A (en) * 1948-03-17 1952-08-19 Ici Ltd Production of close woven cellulose fabrics by dissolving terylene support yarn
US2607655A (en) * 1948-08-03 1952-08-19 Heberlein Patent Corp Striped, creped cellulose fabrics without moire effect

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR943964A (fr) * 1946-03-26 1949-03-23 Ici Ltd Impression de tissus

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1588951A (en) * 1924-09-20 1926-06-15 American Cellulose & Chemical Printing of fabrics and articles
US2287696A (en) * 1940-03-02 1942-06-23 Du Pont Carbonization of cellulose esters
US2607656A (en) * 1948-03-17 1952-08-19 Ici Ltd Production of close woven cellulose fabrics by dissolving terylene support yarn
US2607655A (en) * 1948-08-03 1952-08-19 Heberlein Patent Corp Striped, creped cellulose fabrics without moire effect
GB664921A (en) * 1949-02-08 1952-01-16 Calico Printers Ass Ltd Improved process for the delustring of synthetic fibres

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113430A (en) * 1976-10-04 1978-09-12 Milliken Research Corporation Method for modifying fibers of a fabric and the products so produced
US20090074970A1 (en) * 2004-07-01 2009-03-19 Harukazu Kubota Raised fabric having three-dimensional pattern

Also Published As

Publication number Publication date
FR1160355A (fr) 1958-07-15
DE1140544B (de) 1962-12-06
AT197779B (de) 1958-05-27
GB834888A (en) 1960-05-11
FR1155207A (fr) 1958-04-24
AT197780B (de) 1958-05-27
NL89330C (nl) 1958-09-17

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