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GB828903A - Process for the improvement of shaped articles composed of high-melting polymers containing ester groups in the chain - Google Patents

Process for the improvement of shaped articles composed of high-melting polymers containing ester groups in the chain

Info

Publication number
GB828903A
GB828903A GB539856A GB539856A GB828903A GB 828903 A GB828903 A GB 828903A GB 539856 A GB539856 A GB 539856A GB 539856 A GB539856 A GB 539856A GB 828903 A GB828903 A GB 828903A
Authority
GB
United Kingdom
Prior art keywords
methyl
ammonium hydroxide
hydroxyethyl
trimethyl
promoter
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
Application number
GB539856A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst AG
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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB828903A publication Critical patent/GB828903A/en
Expired legal-status Critical Current

Links

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
    • D06M13/405Acylated polyalkylene polyamines
    • 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
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244Treating 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 sulfur or phosphorus
    • D06M13/248Treating 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 sulfur or phosphorus with compounds containing sulfur
    • 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
    • D06M13/244Treating 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 sulfur or phosphorus
    • D06M13/282Treating 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 sulfur or phosphorus with compounds containing phosphorus
    • D06M13/285Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives thereof
    • 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
    • D06M13/46Compounds containing quaternary nitrogen atoms

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Two-dimensional shaped structures composed of hydrophobic fibre-forming linear polyesters are partially hydrolysed with an aqueous solution of an inorganic alkaline splitting agent in the presence of a promoter, as defined below, the promoter being present in an amount not in itself sufficient to bring about the desired hydrolysis. Specified polyesters are polyethylene terephthalate, the polycondensate of 4-[o -hydroxy butoxy] benzoic acid, the polycondensates of aminoethanol and sebacic acid and of hexamethylene diamine, hexamethylene glycol and sebacic acid, polyurethanes, e.g. those derived from hexamethylene di-isocyanate and hexamethylene glycol or from butanediol-1 : 4 bis chloroformate and hexamethylene diamine, and the polyester from hydroxypivalic acid. Specified splitting agents are sodium and potassium hydroxide and sodium sulphide. The promoters are quaternary ammonium hydroxides or their salts which are stable in aqueous solution, organic phosphonium or sulphonium compounds, and also guanides and biguanides, the basicity of which equals or approaches the basicity of the quaternary bases. Specified promoters include N-methyl-N-dodecyl - N - dihydroxyethyl ammonium hydroxide, N - trimethyl - N - (4 - isopropylbenzyl) ammonium hydroxide, N-trimethyl-N-[xenyl - 1 - methyl] ammonium hydroxide, N-trimethyl - N - p - phenoxy butyl ammonium hydroxide, N - dimethyl - N - octadecyl - N - hydroxyethyl ammonium hydroxide, mixed N-dimethyl-N-palm kernel fatty alkyl N-benzyl ammonium hydroxides, mixed palm kernel fatty acid amides of the general formula <FORM:0828903/IV(c)/1> where RCO- represents the palm kernel fatty acid radical R1 and R2 represent two alkyl radicals or a cycloalkyl radical, R3 represents a b -hydroxyethyl radical and x is an integer greater than 1, dodecyl guanidine, N-dodecyl-N1-N11 ethylene guanidine, pentadecyl biguanide and pentadecyl-dimethyl sulphonium hydroxide. Fibres or fabrics composed wholly of linear polyesters or partly of cellulosic or polyamide fibres may be passed through or printed or padded with a solution of alkaline splitting agent and promoter, optionally in the presence of a thickening agent, e.g. methyl cellulose, hydroxyethyl cellulose or polyvinyl alcohol, or a swelling agent, e.g. diethylene glycol, diphenyl - 1 - polyglycol ether, N-methyl - N - hydroxyethyl - N - [xenylmethyl]-amine, N-methyl butyrolactam, phenyl methyl carbinol or benzyl alcohol. Alternatively, promoter bases or their salts, e.g. of p-methoxybenzoic or salicylic acid, may first be applied to the polyester goods by padding, printing or spraying with solutions in organic solvents and the promoters fixed by steaming or dry heating, whereafter the alkaline splitting agent is caused to act upon the goods either in a bath or as a padding. Special effects can be achieved by application to the goods of a resist, e.g. a film-forming polyamide containing basic groups, or a pigment, e.g. a zinc sulphide dispersion. The treatment may result in an improved "handle," a lesser tendency to "pill," crease proofing, greater tensile strength and development of a roughened surface. In one example, a polyethylene terephthalate fabric is printed with a paste containing sodium hydroxide, hydroxyethyl cellulose, dodecyl-trihydroxyethylammonium glycollate and trimethyl-[xenyl-methyl] ammonium glycollate; steaming under pressure at 140 DEG C. then produces a dull effect on the etched portion, which may be subsequently dyed with Alizarine Direct Blue A and other water-soluble acetate rayon dyestuffs. German Specification 912,863 is referred to.ALSO:Two-dimensional shaped structures composed of hydrophobic fibre-forming polyesters are partially hydrolysed with an aqueous solution of an inorganic alkaline splitting agent in the presence of a promoter, as defined below, the promoter being present in an amount not in itself sufficient to bring about the desired hydrolysis. The polyesters which may be treated are those containing ester groups within the main polymeric chain, as opposed to cellulose or polyacrylic esters. Specified polyesters are polyethylene terephthalate, the polycondensate of 4-(o -hydroxy-butoxy)-benzoic acid, the polycondensates of aminoethanol and sebacic acid and of hexamethylene diamine, hexamethylene glycol and sebacic acid, polyurethanes, e.g. those derived from hexamethylene diisocyanate and hexamethylene glycol or from butanediol - 1 : 4 - bis-chloroformate and hexamethylene diamine, and the polyester from hydroxypivalic acid. The promoters are quaternary ammonium hydroxides or their salts which are stable in aqueous solution, organic sulphonium and phosphonium compounds and also guanides and biguanides, the basicity of which equals or approaches the basicity of the quaternary bases. Specified promoters include N-methyl-N-dodecyl-N-dihydroxy-ethyl ammonium hydroxide, N-trimethyl - N - (4 - isopropylbenzyl) - ammonium hydroxide, N - trimethyl - N - (xenyl - 1 - methyl)-ammonium hydroxide, N-trimethyl-N-p-phenoxybenzyl ammonium hydroxide, N-di-methyl - N - octadecyl - N - hydroxyethyl ammonium hydroxide, mixed N-dimethyl-N-palm kernel fatty alkyl N-benzyl ammonium hydroxides, mixed palm kernel fatty acid amides of the general formula <FORM:0828903/IV (a)/1> where RCO- represents the palm kernel fatty acid radical, R1 and R2 represent two alkyl radicals or a cycloalkyl radical, R3 represents a b -hydroxyethyl radical and x is an integer greater than 1, dodecyl guanidine, N-dodecyl-N1:N11-ethylene guanidine, pentadecyl biguanide and pentadecyl-dimethyl sulphonium hydroxide. p Specified splitting agents are sodium and potassium hydroxides and sodium sulphide. The process may be carried out by treating fibres or fabrics composed wholly of linear polyesters, or of blends of linear polyesters with cellulosic fibres or polyamide fibres, in a bath by passage therethrough or by conventional printing or padding in the presence of thickening agents, e.g. methyl cellulose, hydroxyethyl cellulose or polyvinyl alcohol, and, if desired, in the presence of swelling agents, e.g. diethylene glycol, diphenyl-1-polyglycol ether, N-methyl-N - hydroxyethyl - N - (xenylmethyl) - amine, N-methyl butyrolactam, phenyl methyl carbinol or benzyl alcohol. Promoter bases or their salts, e.g. of p-methoxybenzoic or salicylic acid, may be first applied to the materials by padding, printing or spraying with solutions in organic solvents and the promoters may be fixed by steaming or dry heating. Finally the alkaline splitting agent may be caused to act upon the materials either in a bath or as a padding solution. Special hydrolysing effects can be achieved by application to the materials of a resist, e.g. a film-forming polyamide containing basic groups, or a pigment, e.g. a zinc sulphide dispersion. Examples are given. German Specification 912,863 is referred to.
GB539856A 1955-02-21 1956-02-21 Process for the improvement of shaped articles composed of high-melting polymers containing ester groups in the chain Expired GB828903A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF16887A DE1011392B (en) 1955-02-21 1955-02-21 Process for the partial saponification of shaped structures from high-melting polymers with ester groups in the chain

Publications (1)

Publication Number Publication Date
GB828903A true GB828903A (en) 1960-02-24

Family

ID=7088382

Family Applications (1)

Application Number Title Priority Date Filing Date
GB539856A Expired GB828903A (en) 1955-02-21 1956-02-21 Process for the improvement of shaped articles composed of high-melting polymers containing ester groups in the chain

Country Status (5)

Country Link
BE (1) BE545417A (en)
DE (1) DE1011392B (en)
FR (1) FR1148806A (en)
GB (1) GB828903A (en)
NL (2) NL204681A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104452334A (en) * 2014-11-03 2015-03-25 广东溢达纺织有限公司 Natural dye printed product and preparation method thereof

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2609478B1 (en) * 1987-01-13 1990-12-14 Rhovyl FIBERS, YARNS, TEXTILE ARTICLES BASED ON IMPROVED THERMAL VINYL POLYCHLORIDE
FR2609479B1 (en) * 1987-01-13 1990-12-14 Rhovyl FLAME RESISTANT CHLOROFIBRES AND PROCESS FOR OBTAINING THE SAME

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR788985A (en) * 1934-04-21 1935-10-21 Aceta Gmbh Process for the saponification of articles made of cellulose esters
GB609945A (en) * 1946-06-06 1948-10-08 Thomas Vickerstaff Dyeing of highly polymeric linear esters
GB652948A (en) * 1948-08-13 1951-05-02 John D Arcy Henry Hall Improvements in textile materials

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104452334A (en) * 2014-11-03 2015-03-25 广东溢达纺织有限公司 Natural dye printed product and preparation method thereof

Also Published As

Publication number Publication date
BE545417A (en)
NL204681A (en)
DE1011392B (en) 1957-07-04
NL91282C (en)
FR1148806A (en) 1957-12-16

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