US3232904A - Spin-dyed polyacrylonitrile filaments - Google Patents

Spin-dyed polyacrylonitrile filaments Download PDF

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Publication number
US3232904A
US3232904A US54365A US5436560A US3232904A US 3232904 A US3232904 A US 3232904A US 54365 A US54365 A US 54365A US 5436560 A US5436560 A US 5436560A US 3232904 A US3232904 A US 3232904A
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US
United States
Prior art keywords
spin
dyed
filaments
polyacrylonitrile filaments
solution
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
US54365A
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English (en)
Inventor
Seibert Heinrich
Schultheiss Adam
Neufang Karl
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.)
Bayer AG
Original Assignee
Bayer AG
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Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Application granted granted Critical
Publication of US3232904A publication Critical patent/US3232904A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/02Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/18Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0041Optical brightening agents, organic pigments
    • DTEXTILES; PAPER
    • D01NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01FCHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00General methods for the manufacture of artificial filaments or the like
    • D01F1/02Addition of substances to the spinning solution or to the melt
    • D01F1/06Dyes
    • 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
    • Y10S8/92Synthetic fiber dyeing
    • Y10S8/927Polyacrylonitrile fiber

Definitions

  • the invention relates to spin-dyed polyacrylonitrile filaments and to a process of producing the same. More particularly the process consists in dissolving in the spinning solution to be used for the production of polyacrylonitrile filaments a nigrosine base and spinning the solution by conventional methods.
  • Nigrosine bases to be used in the present process are known under the classical name Nigrosine Spirit Soluble (Colour Index, 2nd Edition, vol. 3, No. 50415 and Farbstofitabellen by Schultz, 7th Edition, page 427) and are preferably produced by heating an arylamine such as aniline, aniline salts, and nitroor nitroso benzene in the presence of iron and/or iron salts at about 180 to 200 C. They are of more or less indefinite structure.
  • the process is advantageously carried out by dissolving the afore-mentioned nigrosine bases into the vinyl polymer in dissolved state.
  • the dyestuffs are preferably dissolved in the organic solvent commonly used for spinning of the polyacrylonitrile, such as in dimetlhyl formamide.
  • the solution thus obtained is then mixed with the solution of the acrylonitrile polymer and then worked up into shaped articles, particularly into filaments and fibres respectively.
  • the new process leads to dark spin-dyed polyacrylonitrile fibres which exhibit excellent fastness properties
  • Example 15 kilograms of polyacrylonitrile and 0.150 kilogram of Nigrosine Spirit Soluble (Colour Index, 2nd Edition, No. 50415) are dissolved in kilograms of dimethylformamide and the solution is then spun in conventional manner. A deep black spin-dyed fabric is thus obtained which exhibits excellent fastness proper-ties.
  • a process for the manufacture of spin-dyed polyacrylonitrile filaments which comprises dissolving in the spinning solution to be used for the production of polyacrylonitrile filaments a nigrosine spirit soluble dyestuff and spinning the solution.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Manufacturing & Machinery (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Artificial Filaments (AREA)
  • Coloring (AREA)
US54365A 1955-08-10 1960-09-07 Spin-dyed polyacrylonitrile filaments Expired - Lifetime US3232904A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF18157A DE1109830B (de) 1955-08-10 1955-08-10 Verfahren zur Herstellung spinngefaerbter Polyacrylnitrilfaeden

Publications (1)

Publication Number Publication Date
US3232904A true US3232904A (en) 1966-02-01

Family

ID=7088844

Family Applications (1)

Application Number Title Priority Date Filing Date
US54365A Expired - Lifetime US3232904A (en) 1955-08-10 1960-09-07 Spin-dyed polyacrylonitrile filaments

Country Status (4)

Country Link
US (1) US3232904A (fr)
DE (1) DE1109830B (fr)
FR (1) FR1155366A (fr)
GB (1) GB817614A (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4160760A (en) * 1977-08-22 1979-07-10 Northwestern University Process for preparing polyacrylonitrile doped with Prussion blue
US4557732A (en) * 1978-05-26 1985-12-10 Hoechst Aktiengesellschaft Process for spin-dyeing of acid-modified polymers of acrylonitrile by the wet-spinning procedure using quaternary ammonium or cyclammonium dyestuffs of low M value and high cation weight having two or three said ammonium or cyclammonium groups
US4607071A (en) * 1978-05-26 1986-08-19 Hoechst Aktiengesellschaft Process for spin-dyeing of acid-modified polymers of copolymers of acrylonitrile using rapid-fixing di-quaternary cationic dyes
US4663365A (en) * 1984-08-18 1987-05-05 Bayer Aktiengesellschaft Wash-resistant, antimicrobially-active fibres and threads and their manufacture
US20110233810A1 (en) * 2010-03-25 2011-09-29 W. M. Barr & Company Antimicrobial plastic compositions and methods for preparing same
CN103590192A (zh) * 2013-10-15 2014-02-19 浙江三志纺织有限公司 分散蓝2bln/聚丙烯腈基有色纳米纤维膜制备方法

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11724386B2 (en) 2019-05-27 2023-08-15 Ati Industrial Automation, Inc. Robotic tool holder with passive compliance

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2527863A (en) * 1947-08-29 1950-10-31 Du Pont Modification and dyeing of acrylonitrile polymers
US2531407A (en) * 1946-10-25 1950-11-28 Ind Rayon Corp N,n-dimethyl acetamide-containing compositions
US2857373A (en) * 1955-03-01 1958-10-21 Eastman Kodak Co Benzothiazole azo compounds containing a reactive methylene coupling component
CA581247A (fr) * 1959-08-11 Ciba Limited Structures faconnees de polymeres d'acrylonitrile avec des teintures du groupe d'indulines et nigrosines
US2941970A (en) * 1955-06-08 1960-06-21 Chemstrand Corp Method for dispersion of pigments in acrylonitrile polymer solutions

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE506178A (fr) * 1950-11-13
US2701801A (en) * 1953-10-09 1955-02-08 Du Pont Nu-substituted diamino anthraquinone dicarboximide dyes

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA581247A (fr) * 1959-08-11 Ciba Limited Structures faconnees de polymeres d'acrylonitrile avec des teintures du groupe d'indulines et nigrosines
US2531407A (en) * 1946-10-25 1950-11-28 Ind Rayon Corp N,n-dimethyl acetamide-containing compositions
US2527863A (en) * 1947-08-29 1950-10-31 Du Pont Modification and dyeing of acrylonitrile polymers
US2857373A (en) * 1955-03-01 1958-10-21 Eastman Kodak Co Benzothiazole azo compounds containing a reactive methylene coupling component
US2941970A (en) * 1955-06-08 1960-06-21 Chemstrand Corp Method for dispersion of pigments in acrylonitrile polymer solutions

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4160760A (en) * 1977-08-22 1979-07-10 Northwestern University Process for preparing polyacrylonitrile doped with Prussion blue
US4557732A (en) * 1978-05-26 1985-12-10 Hoechst Aktiengesellschaft Process for spin-dyeing of acid-modified polymers of acrylonitrile by the wet-spinning procedure using quaternary ammonium or cyclammonium dyestuffs of low M value and high cation weight having two or three said ammonium or cyclammonium groups
US4607071A (en) * 1978-05-26 1986-08-19 Hoechst Aktiengesellschaft Process for spin-dyeing of acid-modified polymers of copolymers of acrylonitrile using rapid-fixing di-quaternary cationic dyes
US4663365A (en) * 1984-08-18 1987-05-05 Bayer Aktiengesellschaft Wash-resistant, antimicrobially-active fibres and threads and their manufacture
US20110233810A1 (en) * 2010-03-25 2011-09-29 W. M. Barr & Company Antimicrobial plastic compositions and methods for preparing same
CN103590192A (zh) * 2013-10-15 2014-02-19 浙江三志纺织有限公司 分散蓝2bln/聚丙烯腈基有色纳米纤维膜制备方法
CN103590192B (zh) * 2013-10-15 2016-01-06 浙江三志纺织有限公司 分散蓝2bln/聚丙烯腈基有色纳米纤维膜制备方法

Also Published As

Publication number Publication date
GB817614A (en) 1959-08-06
DE1109830B (de) 1961-06-29
FR1155366A (fr) 1958-04-25

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