US2495239A - Process for treating cellulose - Google Patents

Process for treating cellulose Download PDF

Info

Publication number
US2495239A
US2495239A US32043A US3204348A US2495239A US 2495239 A US2495239 A US 2495239A US 32043 A US32043 A US 32043A US 3204348 A US3204348 A US 3204348A US 2495239 A US2495239 A US 2495239A
Authority
US
United States
Prior art keywords
cellulose
phenol
thermal treatment
tert
amyl
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
US32043A
Other languages
English (en)
Inventor
Drisch Nicolas
Fays Rene
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.)
Comptoir des Textiles Artificiels SA
Original Assignee
Comptoir Textiles Artificiels
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 Comptoir Textiles Artificiels filed Critical Comptoir Textiles Artificiels
Application granted granted Critical
Publication of US2495239A publication Critical patent/US2495239A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/41—Phenol-aldehyde or phenol-ketone resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
    • C08B15/10—Crosslinking of cellulose
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F11/00—Chemical after-treatment of artificial filaments or the like during manufacture
    • D01F11/02—Chemical after-treatment of artificial filaments or the like during manufacture of cellulose, cellulose derivatives, or proteins

Definitions

  • This invention relates to the manufacture of artificial products derived from cellulose. More particularly, it relates to a method of improving the physical properties of synthetic textiles derived from cellulosic materials.
  • the bridge linkages are converted into resiniform linkages by heating, preferably in the presence of suitable catalysts.
  • Products containing the resiniform linkages are characterized inter alia by swelling to a degree considerably lower than that of the untreated cel lulosic material.
  • the present invention relates to the treatment of cellulose textiles with a polymethylolphenol (phenol alcohol) under such conditions that the product obtained is nearly white in color and may be bleached by means of active chlorine agents without showing appreciable discoloration.
  • a polymethylolphenol phenol alcohol
  • the polymethylolphenol in question is obtained by treatment of approximately one mole of ptert-amylphenol with two moles of formaldehyde in an alkaline medium.
  • the phenol is a commercial product sold under the name "Pentaphen.
  • 164 g. of p-tert-amyl-phenol are mixed with 200 cc. of Formol and 80 cc. of soda at 400 g./liter.
  • the phenol dissolves rather rapidly, the temperature rising to about 40 C. This is allowed to stand for about 96 hours, obtaining a yellowish viscous liquid which is diluted with 40% ethanol to reduce the concentration of phenol alcohol to about 6.5%, whereupon the liquid is exactly neutralized-with normal sulfuric acid.
  • This product is particularly suitable for the production of textile filaments pursuant to the invention.
  • the neutral liquid preferably after slight condensation in the presence of lactic or acetic acid, is added to the cellulose spinning solutions, which are then processed in the usual manner.
  • the liquid may be added to the spinning solution or used for treatment of the spun filaments with subsequent thermal treatment for reaction with the regenerated cellulose and condensation on the fiber in the manner set forth in said co-pending applications.
  • the filaments obtained have a greatly reduced secondary swelling, e. g. to as against 100 to for normal filaments.
  • the product is nearly white, and yellows only slightly, if at all, when bleached with active chlorine agents.
  • the bundle is then cut into pieces 60 mm. in length, and the fiber is opened by grinding.
  • the fiber obtained is woolly, has a secondary swelling of 50, and is particularly suitable for mixing with wool. It resists bleaching without appreciable coloration, particularly bleaching with active chlorine.
  • the resiniferous compound may be incorporated into the solution from which the yarn is formed, or it may be applied to a preformed yarn or fiber.
  • the resiniferous compound When applied to a preformed structure, the resiniferous compound is preferably applied in an aqueous solution, though it can be applied from a non-aqueous solution as disclosed in the afore mentioned co-pending application, Serial No. 649,779.
  • the reaction is carried out in the absence of a catalyst.
  • an acid catalyst can be used if desired, and, when used, the temperature and times of the thermal treatment are correlated to give the best results.
  • an acid catalyst is to be used in procedures wherein the resiniferous compound is incorporated in situ during the spinning of the filament, the catalyst can be incorporated as disclosed in co-pending application, Serial No. 649,778.
  • the catalyst is to be incorporated in a preformed structure, it can be incorporated as disclosed in co-pending application, Serial No. 649,779.
  • a method of producing shaped structures which comprises dissolving in a viscose spinning solution dimethanol p tert amyl phenol obtained as the condensation product of p-tertamyl-phenol and formaldehyde, extruding said solution in the shape of the desired structure into a coagulating and regenerating bath, and subjecting the structure to a thermal treatment to form resiniform bridge linkages between the cellulose chains.
  • a method which comprises impregnating a preformed shaped cellulosic structure containing free hydroxyl groups with a solution comprising dimethanol p tert amyl phenol obtained as the condensation product of p-tert-amyl-phenol and formaldehyde, and subjecting the impregnated shaped structure to a thermal treatment to form resiniform bridge linkages between the cellulose chains.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Biochemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Artificial Filaments (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
US32043A 1947-08-14 1948-06-09 Process for treating cellulose Expired - Lifetime US2495239A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR952368T 1947-08-14

Publications (1)

Publication Number Publication Date
US2495239A true US2495239A (en) 1950-01-24

Family

ID=9486562

Family Applications (1)

Application Number Title Priority Date Filing Date
US32043A Expired - Lifetime US2495239A (en) 1947-08-14 1948-06-09 Process for treating cellulose

Country Status (5)

Country Link
US (1) US2495239A (enMihai)
BE (1) BE480227A (enMihai)
FR (1) FR952368A (enMihai)
GB (1) GB656261A (enMihai)
NL (1) NL71674C (enMihai)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548455A (en) * 1949-07-20 1951-04-10 Du Pont Cross linking

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1734516A (en) * 1926-12-01 1929-11-05 Tootal Broadhurst Lee Co Ltd Textile material and the production thereof
US2054444A (en) * 1932-11-28 1936-09-15 Dynamit Actiengesellschaft Vor Process for the production of resin impregnated cellulosic material and the products obtainable thereby
GB463472A (en) * 1935-05-12 1937-03-22 Ig Farbenindustrie Ag Process of imparting hydrophobic properties to cellulose fibres
GB484691A (en) * 1935-08-02 1938-05-05 Raduner & Co Ag Improvements in or relating to methods of refining textiles
US2158494A (en) * 1934-01-25 1939-05-16 Tootal Broadburst Lee Company Treatment of textile materials
US2190672A (en) * 1936-03-14 1940-02-20 Bakelite Corp Water-soluble phenol-aldehyde resins
GB524511A (en) * 1939-01-31 1940-08-08 Courtaulds Ltd Improvements in and relating to the treatment of cellulose textile materials
US2288695A (en) * 1939-07-26 1942-07-07 Bell Telephone Labor Inc Electrical insulated conductor

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1734516A (en) * 1926-12-01 1929-11-05 Tootal Broadhurst Lee Co Ltd Textile material and the production thereof
US2054444A (en) * 1932-11-28 1936-09-15 Dynamit Actiengesellschaft Vor Process for the production of resin impregnated cellulosic material and the products obtainable thereby
US2158494A (en) * 1934-01-25 1939-05-16 Tootal Broadburst Lee Company Treatment of textile materials
GB463472A (en) * 1935-05-12 1937-03-22 Ig Farbenindustrie Ag Process of imparting hydrophobic properties to cellulose fibres
GB484691A (en) * 1935-08-02 1938-05-05 Raduner & Co Ag Improvements in or relating to methods of refining textiles
US2190672A (en) * 1936-03-14 1940-02-20 Bakelite Corp Water-soluble phenol-aldehyde resins
GB524511A (en) * 1939-01-31 1940-08-08 Courtaulds Ltd Improvements in and relating to the treatment of cellulose textile materials
US2288695A (en) * 1939-07-26 1942-07-07 Bell Telephone Labor Inc Electrical insulated conductor

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2548455A (en) * 1949-07-20 1951-04-10 Du Pont Cross linking

Also Published As

Publication number Publication date
FR952368A (fr) 1949-11-16
GB656261A (en) 1951-08-15
BE480227A (enMihai)
NL71674C (enMihai)

Similar Documents

Publication Publication Date Title
US1683200A (en) Artificial material and process for making same
US5417752A (en) Product containing silicon dioxide and a method for its preparation
US2495232A (en) Cellulose derivatives and process of preparing same
US2311080A (en) Textile treatment
US2087237A (en) Sizing fabric
US2158494A (en) Treatment of textile materials
US2235141A (en) Treatment of artificial materials
US2341735A (en) Method and composition for treating yarns and fabrics
US2495239A (en) Process for treating cellulose
US1989101A (en) Process for improving artificial fibers or fabrics
US2068631A (en) Preparation of cellulose xanthate solutions
US2266672A (en) Manufacture and production of artificial threads, filaments, and the like
US2597624A (en) Process for treating cellulosic materials
CN115182062B (zh) 一种利用旧棉制品制备再生纤维素纤维的方法及纤维
US2157530A (en) Process for producing low substituted alkyl celluloses
US3034910A (en) Production of regenerated cellulose filaments from wood pulp
US2495234A (en) Method of treating cellulosic materials with trimethylolphenol
US2261754A (en) Artificial nitrogenous textile fiber
GB212865A (en) Process for the production of viscose
KR100224474B1 (ko) 고흡수성 및 고강도 폴리비닐알콜 섬유의 제조방법
GB568258A (en) Process for treating cellulose with formaldehyde
US2167914A (en) Process of improving regenerated cellulose
US1959350A (en) Manufacture or treatment of textile or other material
US2897044A (en) Production of artificial protein threads, fibres, filaments and the like
US2166325A (en) Treatment of cellulosic material