US3234043A - Process for treating fibrous materials and resulting products - Google Patents

Process for treating fibrous materials and resulting products Download PDF

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Publication number
US3234043A
US3234043A US137025A US13702561A US3234043A US 3234043 A US3234043 A US 3234043A US 137025 A US137025 A US 137025A US 13702561 A US13702561 A US 13702561A US 3234043 A US3234043 A US 3234043A
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US
United States
Prior art keywords
materials
fabric
treating
epihalohydrins
sodium
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
US137025A
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English (en)
Inventor
Edward L Patton
Robert J Solari
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.)
Shell USA Inc
Original Assignee
Shell Oil Co
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
Priority to BE622324D priority Critical patent/BE622324A/xx
Priority to NL283032D priority patent/NL283032A/xx
Priority to US137024A priority patent/US3271101A/en
Application filed by Shell Oil Co filed Critical Shell Oil Co
Priority to US137025A priority patent/US3234043A/en
Priority to CH1070562A priority patent/CH394111A/de
Priority to DES81388A priority patent/DE1184729B/de
Priority to FR909027A priority patent/FR1333398A/fr
Priority to GB34521/62A priority patent/GB954275A/en
Application granted granted Critical
Publication of US3234043A publication Critical patent/US3234043A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • D06M13/10Treating 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 oxygen
    • D06M13/11Compounds containing epoxy groups or precursors thereof
    • 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
    • Y10S8/08Oxirane

Definitions

  • This invention relates to the treatment of fibrous materials. More particularly, the invention relates to an improved process for treating cellulosic fibrous materials, such as cellulosic textile materials, to impart wet crease recovery thereto.
  • the invention provides a new and improved process for treating cellulosic fibrous materials, and particularly textile materials, such as cotton fabrics, to impart high wet crease recovery without unduly affecting loss of strength.
  • This process comprises treating the fibrous material with caustic and an epihalohydrin or material which liberates epihalohydrins, and at some time during the process treating the fibrous material with a reducing agent and preferably sodium hydrosulfite or sodium borohydride.
  • the invention further provides fibrous materials having improved properties which are prepared by the above-described process.
  • Nitrogenous resins have been applied to cellulosic textile materials to produce wash-and-wear fabrics. These resins, however, lack the ability to produce an acceptable wet crease recovery. Thus, the conventional thermosetting resins impart a satisfactory appearance to fabrics which are tumble dried, but fail to eliminate Wrinkles when the fabrics are drip or line dried.
  • an object of the invention to provide a new process for the treatment of fibrous materials. It is a further object to provide a process for treating textile materials to impart high wet crease recovery without material loss of tensile strength. It is a further object to provide a method for treating cellulosic materials with epihalohydn'ns or materials which liberate epihalohydrins without unduly decreasing their strength. It is a further object to provide a method for treating cellulosic materials with epichlorohydrin without materially affecting tear and tensile strengths. It is a further object to provide a new and simple method for preparing cellulose textile materials having high wet crease recovery and little loss of strength. It is a further object to provide new fibrous materials having improved properties.
  • the process of the invention which comprises treating the fibrous material with caustic and an epihalohydrin or material which liberates epihalohydrins, and at some time during the process treating the fibrous material with a reducing agent, and preferably sodium hydrosulfite or sodium borohydride. It has been found that this special technique avoids the abovedescribed difiiculties of the prior known process and gives a product having very high and durable crease recovery as well as reduction in loss of tear and tensile strengths.
  • Crease recovery values obtained by this method may run as high as or higher than 260 to 290, with the loss of strength being, for example, reduced to between about 15% to 34%, with the conventional loss being between 40 and 60%. Further advantage is also found in the fact that by utilizing the epihalohydrin or material liberating epihalohydrin in a vapor state, the process can be conducted with a very short cure cycle and the process can be employed on a continuous basis as described hereinafter.
  • the special additives to be employed in the process comprise those inorganic materials known as reducing agents. They act to reduce groups and/or as oxygen scavengers. While the role in the process is not clear, it may involve both reduction of functional groups and/or elimination of dissolved oxygen.
  • Materials known as reducing agents will perform both functionals.
  • Preferred material includes the alkali metal and alkaline earth metal salts of inorganic acids the anion portion of which contains a member of the group consisting of sulfur, boron and phosphorus.
  • Particularly preferred agents are those which have oxygen in addition to the abovedescribed elements in the acid portion of the salt molecule. Examples of suitable agents include, among others, sodium hydrosulfite, potassium hydrosulfite, sodium and potassium hydrophosphite, sodium and potassium thiosulfate and sodium and potassium borohydride.
  • the above-described special additives are employed only in small amounts and preferably in amounts not greater than 5% by weight of the reaction mixture. Particularly preferred amounts vary'from about .0l% to 2% by weight.
  • the amount of the additive applied to the cloth also varies within these ranges. The exact amount of the cloth will, of course, depend on the wet pick-up. For example, wet pick-up of of 0.1% solution will give 0.1 gram per 100 grams of cloth.
  • the above-described additive or additives may be applied to the fibrous material at any time during the process involving the treatment with caustic and the epi-. halohydrins or materials which liberate epihalohydrins.
  • the additive may be applied to the fibrous material and the resulting material treated with caustic and the epihalohydrin or material liberating the same, or alternatively the additive may be applied and then the treated material further treated with epihalohydrin or material liberating the same, or still further, the fibrous material may be treated with caustic, epihalohydrin or material liberating the same and then with the reducing agent, or still further, the fibrous material may be treated with epihalohydrin or material liberating the same and then with caustic and the reducing agent.
  • the reducing agent may also be applied simultaneously with the caustic or epihalohydrin.
  • the preferred operation is to add the additive to the caustic solution used to impregnate the textile material.
  • the technique of application may vary depending on the circumstance. If it is to be applied by itself, the reducing agent is preferably dissolved in water to the right concentration for proper add on as noted above, and then this solution is then used to impregnate, spray or otherwise treat the fibrous materials. In other cases, the additive may be added as such directly to the caustic or epihalohydrin solutions used in the impregnation oi the fibrous materials.
  • the fibrous material is impregnated with an aqueous caustic solution.
  • the caustic employed is preferably sodium hydroxide but potassium hydroxide or other metal hydroxide may be utilized.
  • the strength of the caustic solution may vary but preferred concentrations vary from about 1% to 25% by weight. The higher concentrations tend to give higher wet crease re-
  • the preferred materials to be employed in the process include those textile materials containing at least 30% cellulosic materials and preferably those derived from cotton and rayon.
  • the wrinkle recovery values reported in the examples were determined by the tentative method of test for recovery of textile fabrics from creasing, using the verticle strip apparatus, ASTM Designation D1295-53T (reported as sum of average warp and fill measurements), and the tensil strength values were determined by Instron Tensile Testing Machine, Federal Specification CCC-T-l9lb, Method 5100. All tests were carried out at 65% relative humidity and 70 F.
  • the wet crease recovery values were determined by soaking the fabric in water for 5 minutes and then blotting before testing.
  • Example I This example illustrates the superior results obtained by using the process of the invention for treating cotton print fabric.
  • the finished fabric had an excellent white hue and excellent drip drying properties.
  • the wet crease recovery angles and the filling tensile strength are shown in the table below for each of the periods of exposure:
  • Bleached 80 x 80 count cotton print cloth was impregnated with a 10% aqueous solution of NaOH containing 1.0% sodium borohydride and 0.1% lauryl sulfate at a wet pick-up of 100% using a Morrison laboratory 3-roll padder.
  • the sample was rolled loosely into an approximately 2" diameter roll, clipped 'on one end to hold it in place and suspended in a reaction chamber containing hot refluxing vapors of epichlorohydrin for a period of from 15 seconds to 2 minutes.
  • the vapor temperature was 240 F.
  • the fabric was then rinsed in hot running tap water and run at room temperature to dry.
  • the finished fabric had an excellent white 'hue and excellent drip-drying properties.
  • the crease recovery angle and filling strengths are shown in the table below:
  • Example I was repeated with the exception that the bottom fabric was impregnated with a 7.5% aqueous NaOH solution. Related results are obtained.
  • Example IV Example I was repeated with the exception that the cotton fabric was impregnated with a 5% aqueous NaOH solution before being subjected to the hot epichlorohydrin vapors. Related results are obtained.
  • Example V Example I was repeated with the exception that the impregnated'e'otton fabric was suspended in a heated chamber and the hot epichloroliydrin vapors were swept into the chamber and in contact with the suspended imp'regnated fabric. Related results are obtained.
  • Example VI Results equivalent to those shown in Example I are also obtained by continuoulsy and slowly (period in chamber of about 1 minute) drawing the impregnated fabric through a stainless steel chamber containing hot vapors of refluxing epichlorohydrin. In this case the fabrics were cured in a flat state in a continuous manner.
  • Example VII This example illustrates the use of the process of the invention for treating rayon fabric.
  • Rayon fabric was impregnated with a 5% aqueous solution of NaOH containing 1.0% sodium hydrosulfite at a Wet pick-up of about using a Morrison laboratory 3-roll padder.
  • Samples of the Lrayon fabric were suspended in a reaction chamber containing hot refluxing vapors of epichlorohydrin for a period of about 2 minutes. Vapor temperature was about 250 F.
  • the fabric was then rinsed in hot water and hung at room temperature to dry. The resulting fabric had excellent drip dry ing properties and little loss of strength.
  • Example VIII Example I is repeated using a fabric which was a blend of 70% cotton and 30% wool. Related results are obtained.
  • Example X Example I was repeated using epichlorohydrin vapor at 245 F. and a one minute cure cycle. The resulting product had a wet crease recovery angle of 299.
  • Example XI Example I was repeated using a concentration of aqueous NaOH of 2.5%. Related results are obtained.
  • Example XII Example I to VII and X are repeated with the exce. tion that the agent employed in place of the sodium hydrosulfite are as follows: potassium hydrosulfite, sodium thio- 7 sulfate, and potassium borohyd-ride and sodium hypophosphite. Related results are obtained.
  • Example XIII Example XIV
  • the .procedure in Example -I is also varied to the extent that the cloth impregnated with the caustic and epir' chlorohydrin and then with an aqueous solution of the sodium hydrosulfite. Related results are also obtained.
  • a process for treating cellulosic textile materials to impart drip dry properties thereto which comprises impregnating the textile material with an aqueous caustic solution containing from 0.01% to 5% by weight of sodium hydrosulfite and exposing for a period of from about 15 seconds to 5 minutes the resulting Wet impregnated material to hot vapors of a member of the group consisting of epihalohydrins and materials which liberate 1 epihalohydrins'in an alkaline medium.
  • a process for treating cellulosic textile materials to impart drip dry properties thereto which comprises impregnating the textile material with an aqueous caustic solution containing from 0.01% to 5% by weight of 50- dium borohydride and exposing for a period of from" about 15 seconds to 5 minutes the resulting wet impregnated material to hot vapors of a member of the group consisting of epihalohydrins and materials which liberate epihalohydrins in an alkaline medium.
  • a process for treating cellulosic textile materials to impart drip dry properties thereto which comprises im 8; pregnatingthe textile material with an aqueous caustic solution containing from .01% to 5% by weight of so-. dium hydrophosphite and exposing for a periodof from about 15 seconds to 5 minutes-the resulting wet impregnatedmaterial to hot vapors of a member of the group consisting ofepihalohydrins and materials which liberate epihalohydrins in an alkaline medium.
  • a process fortreating textile materials containing at least 40% by weight of a cellulosic material to improve the drip. dry properties which comprises impregnating the material withia 2.5% to 10% by weight aqueous NaOH solution containing 0.01% to 5% by weight of sodium hydrosulfite and then exposing the resulting wet impreg nated material to vapors oi e'pichlorohydrin foria period of:15 seconds to 5 minutes, removing the treatment ma terial, Washing and drying.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
US137025A 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products Expired - Lifetime US3234043A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
BE622324D BE622324A (ja) 1961-09-11
NL283032D NL283032A (ja) 1961-09-11
US137025A US3234043A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products
US137024A US3271101A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products
CH1070562A CH394111A (de) 1961-09-11 1962-09-10 Verfahren zur Verbesserung der Nassknitterfestigkeit von mindestens teilweise aus nativen oder regenerierten Cellulosefasern bestehenden Textilien
DES81388A DE1184729B (de) 1961-09-11 1962-09-10 Verfahren zur Verbesserung der Wasch- und Abriebfestigkeit von faserigen cellulosehaltigen Textilien
FR909027A FR1333398A (fr) 1961-09-11 1962-09-10 Procédé de traitement de matières fibreuses et produits ainsi obtenus
GB34521/62A GB954275A (en) 1961-09-11 1962-09-10 Improvements in and relating to the treatment of cellulosic textile materials

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US13700561A 1961-09-11 1961-09-11
US137025A US3234043A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products
US137024A US3271101A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products

Publications (1)

Publication Number Publication Date
US3234043A true US3234043A (en) 1966-02-08

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US137024A Expired - Lifetime US3271101A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products
US137025A Expired - Lifetime US3234043A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products

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US137024A Expired - Lifetime US3271101A (en) 1961-09-11 1961-09-11 Process for treating fibrous materials and resulting products

Country Status (7)

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US (2) US3271101A (ja)
BE (1) BE622324A (ja)
CH (1) CH394111A (ja)
DE (1) DE1184729B (ja)
FR (1) FR1333398A (ja)
GB (1) GB954275A (ja)
NL (1) NL283032A (ja)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH1795665D (ja) * 1964-12-30
CH466206A (de) * 1966-08-26 1969-01-31 Traitex Internat Ag Fuer Texti Verfahren zur Veredelung von cellulosehaltigen Textilien
US20100032617A1 (en) * 2007-02-20 2010-02-11 Solvay (Societe Anonyme) Process for manufacturing epichlorohydrin

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1863208A (en) * 1930-08-14 1932-06-14 Burgess Lab Inc C F Manufacture of ether derivatives of carbohydrates like cellulose
US1959406A (en) * 1932-11-12 1934-05-22 Brcoks Emanuel Treatment of textile
US2967787A (en) * 1958-08-21 1961-01-10 Joseph Barcroft & Sons Company Fabric finishing with heat hardenable resin
US2985501A (en) * 1956-04-03 1961-05-23 Deering Milliken Res Corp Process of producing flat drying, wet crease resistant cellulosic fabrics by reaction with cross-linking agents and products produced thereby

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1594532A (en) * 1922-10-18 1926-08-03 American Carbonic Machinery Company Refrigerator
BE409501A (ja) * 1934-05-17
GB644213A (en) * 1948-03-17 1950-10-04 Wolsey Ltd A process for the treatment of textile fibres
BE491553A (ja) * 1948-10-07
GB724096A (en) * 1951-09-01 1955-02-16 Fothergill & Harvey Ltd Process for the dimensional stabilisation of cellulose fabrics
BE517954A (ja) * 1952-02-25
FR1178919A (fr) * 1957-07-15 1959-05-19 Traitements Chimiques Des Text Procédé pour le traitement de fibres cellulosiques

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1863208A (en) * 1930-08-14 1932-06-14 Burgess Lab Inc C F Manufacture of ether derivatives of carbohydrates like cellulose
US1959406A (en) * 1932-11-12 1934-05-22 Brcoks Emanuel Treatment of textile
US2985501A (en) * 1956-04-03 1961-05-23 Deering Milliken Res Corp Process of producing flat drying, wet crease resistant cellulosic fabrics by reaction with cross-linking agents and products produced thereby
US2967787A (en) * 1958-08-21 1961-01-10 Joseph Barcroft & Sons Company Fabric finishing with heat hardenable resin

Also Published As

Publication number Publication date
CH1070562A4 (ja) 1965-02-15
GB954275A (en) 1964-04-02
DE1184729B (de) 1965-01-07
BE622324A (ja)
CH394111A (de) 1965-11-30
NL283032A (ja)
US3271101A (en) 1966-09-06
FR1333398A (fr) 1963-07-26

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