US3198651A - Treatment of water-resistant acetalized polyvinyl alcohol fibers with alkali metal boro hydride for improved thermal stability - Google Patents

Treatment of water-resistant acetalized polyvinyl alcohol fibers with alkali metal boro hydride for improved thermal stability Download PDF

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US3198651A
US3198651A US23362A US2336260A US3198651A US 3198651 A US3198651 A US 3198651A US 23362 A US23362 A US 23362A US 2336260 A US2336260 A US 2336260A US 3198651 A US3198651 A US 3198651A
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fibers
water
polyvinyl alcohol
resistant
alkali metal
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US23362A
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Shiraishi Makoto
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Kurashiki Rayon Co Ltd
Airco Inc
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Kurashiki Rayon Co Ltd
Air Reduction Co Inc
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    • 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
    • D06M11/00—Treating 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
    • D06M11/51—Treating 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 sulfur, selenium, tellurium, polonium or compounds thereof
    • D06M11/55—Treating 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 sulfur, selenium, tellurium, polonium or compounds thereof with sulfur trioxide; with sulfuric acid or thiosulfuric acid or their salts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/38—Boron-containing compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
    • C08L29/02—Homopolymers or copolymers of unsaturated alcohols
    • C08L29/04—Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/06—Resin bleach
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/10—Polyvinyl halide esters or alcohol fiber modification

Definitions

  • Acetalized polyvinyl alcohol fibers known commercially under the generic designation vinylon, and which are normally white or colorless, tend to yellow when heated to relatively high temperatures or when subjected to contact with high-temperature surfaces, as when ironed with a flat iron, especially if they have been bleached. This tendency is generally regarded as a drawback of acetalized polyvinyl alcohol fibers or vinylon in comparison with cotton.
  • Vinylon or acetalized polyvinyl alcohol fibers are, more particularly, polyvinyl alcohol fibers which have been acetalized in accordance with known procedures by means of aldehydes, such as formaldehyde, acetaldehyde, benzaldehyde, and the like, to render them resistant to water.
  • aldehydes such as formaldehyde, acetaldehyde, benzaldehyde, and the like
  • Acetalized polyvinyl alcohol fibers are described, for example, in vol. 13 of the Encyclopedia of Chemical Technology by Kirk and Othmer (1954) and in the Man made Textile Encyclopedia edited by l. 1. Press (1959).
  • discoloration of acetalized polyvinyl alcohol fibers caused by the action of heat can be prevented by treating the fibers with a solution of an alkali metal boro hydride, such as sodium boro hydride orboro potassium hydride.
  • an alkali metal boro hydride such as sodium boro hydride orboro potassium hydride.
  • the acetalized polyvinyl alcohol fibers are immersed in a solution of the alkali metal boro hydride in any inert solvent for the hydride which has no adverse effect upon the fibers.
  • water is the most suitable and convenient solvent.
  • Relatively dilute solutions of the alkali metal boro hydride are fully effective and concentrations of 0.05 to 0.1 percent by weight are, for example, preferred, although greater or lesser concentrations can be used, if desired.
  • Treatment in accordance with the invention is generally applied to the fibers as a final step and, if the fibers are bleached in accordance with conventional practice, e.g. with bleaching powder, peroxides, or other like known bleaching agents, treatment with the alkali metal boro hydride suitably immediately follows the bleaching step.
  • Treatment with the hydride can be effectively carried out at room temperature, e.g. 2025 C., and heating is not necessary, although higher or lower temperatures may be employed, if desired.
  • the procedures of the invention are illustrated in the accompanying drawing.
  • Example 1 Two grams of vinylon fibers were soaked in cc. of a 0.1% aqueous solution of sodium boro hydride at room temperature for five hours. The fibers were removed and immersed in 100 cc. of a 5% acetic acid solution, followed by washing with water, and drying.
  • Example 2 Five grams of formalized vinylon fibers were bleached at 25 C. for 2 hours in 250 cc. of a bleaching powder solution containing 2.5 g./liter of effective chlorine and the fibers were thoroughly washed with water. The fibers were then-immersed briefly in water acidified with dilute hydrochloric acid, and the fibers again thoroughly washed in water. The thus-bleached vinylon fibers were soaked for 6 hours at room temperature in 200 cc. of water to which had been added 0.1 g. of sodium boro hydride. Ten cc. of 5% acetic acid were then added to the solution to decompose the sodium boro hydride. The fibers were removed, rinsed thoroughly with water acidified with acetic acid, and then with neutral water, followed by drying.
  • Example 3 Five grams of vinylon fibers were bleached at 40 C. for one hour in 250 cc. of 1% hydrogen peroxide, and were then washed with water. The bleached fibers were treated with sodium boro hydride in the manner described in Example 2. When the thus-treated fibers were heat-treated as in Example 2 along with a non-treated sample, no yellowing was observed in the case of the fibers treated with sodium boro hydride and the appearance of the fibers was not altered, whereas the fibers of the non-treated sample became yellow.
  • the fibers are maintained in the treating bath for a substantial period of time suificient to insure full interaction, and the excess treating agent is removed from the fibers by acidification.
  • Any acid may be used for the purpose, such as a mineral acid, e.g. hydrochloric acid or sulfuric acid, or an organic acid, such as acetic acid, the last-named acid being pre ferred.
  • the acid may be added to the treating bath as well as to the fibers after removal from the bath. In any case, the fibers are finally Washed thoroughly with water.
  • the method of improving the thermal stability of Water-resistant acetalized polyvinyl alcohol fibers which comprises, 7 contacting water-resistant acetalized polyvinyl alcohol fibers with a treating agent consisting essentially of an inert solvent solution of an alkali metal boro hydride for a duration of time suflicient to render said treated fibers free from yellowing when subjected to relatively high temperatures,

Description

Aug. 3, 1965 MAKOTO SHIRAISHI 3,198,651
TREATMENT OF WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS WITH ALKALI METAL BORO HYDRIDE FOR IMPROVED THERMAL STABILITY Filed April 20, 1960 WATER-RESISTANT ACEZ'AL IZED OLYVINYL ALCOHOL F/BERS BLEA CHIN G (o PTI ONAL) INCREASING THE THERMAL STAB/L/TV OF THE WATER-RESISTANT ACETAL/ZED POLYVINYL ALCOHOL FIBERS CONTACTING THE WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS WITH AN INERT SOLVENT SOLUTION OF AN ALKALI METAL BOROHYDRIDE REMOVAL OF EXCESS AL/(AE/ METAL BOROHVDR/DE ACIDIFYING THE ALKALI METAL BOROHYDRIDE TREATED WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS WASHING DRYING PRODUCT WATER-RESISTANT ACE ALIZED POLYVINYL ALCOHOL FIBERS HAVING INCREASED THERMAL STABILITY INVENTOR. MAKO TO SH/RA/SH/ AGE/VT United States Patent 3 198,651 TREATMENT OF WATER-RESISTANT ACETAL- IZED POLYVINYL ALCOHOL FIBERS WITH AL- KALI METAL EURO HYDRIDE FOR IMPROVED THERMAL STABILITY Makoto Shiraishi, Kuraslliki, Japan, assignor of threefourths to Kurashiki Rayon Co., Ltd., Okayama Prefecture, Japan, a corporation of Japan, and one-fourth to Air Reduction Company Incorporated, New York, N.Y., a corporation of New York Filed Apr. 20, 1960, Ser. No. 23,362 Claims priority, application Japan, Apr. 23, 1959, 34/ 12,769 6 Claims. (Cl. 117-47) This invention relates to the treatment of acetalized polyvinyl alcohol fibers or filaments and is more particularly concerned with a process of treating such fibers or filaments to prevent them from becoming discolored.
Acetalized polyvinyl alcohol fibers, known commercially under the generic designation vinylon, and which are normally white or colorless, tend to yellow when heated to relatively high temperatures or when subjected to contact with high-temperature surfaces, as when ironed with a flat iron, especially if they have been bleached. This tendency is generally regarded as a drawback of acetalized polyvinyl alcohol fibers or vinylon in comparison with cotton.
It is accordingly an object of this invention to provide a process for treating acetalized polyvinyl alcohol fibers to make them resistant to discoloration under the influence of heat.
It is a further object of the invention to provide acetalized polyvinyl alcohol fibers having good heat stability.
Vinylon or acetalized polyvinyl alcohol fibers are, more particularly, polyvinyl alcohol fibers which have been acetalized in accordance with known procedures by means of aldehydes, such as formaldehyde, acetaldehyde, benzaldehyde, and the like, to render them resistant to water. Acetalized polyvinyl alcohol fibers are described, for example, in vol. 13 of the Encyclopedia of Chemical Technology by Kirk and Othmer (1954) and in the Man made Textile Encyclopedia edited by l. 1. Press (1959).
In accordance with the present invention, discoloration of acetalized polyvinyl alcohol fibers caused by the action of heat can be prevented by treating the fibers with a solution of an alkali metal boro hydride, such as sodium boro hydride orboro potassium hydride. In carrying out the treatment of this invention, the acetalized polyvinyl alcohol fibers are immersed in a solution of the alkali metal boro hydride in any inert solvent for the hydride which has no adverse effect upon the fibers. Generally, water is the most suitable and convenient solvent. Relatively dilute solutions of the alkali metal boro hydride are fully effective and concentrations of 0.05 to 0.1 percent by weight are, for example, preferred, although greater or lesser concentrations can be used, if desired.
Treatment in accordance with the invention is generally applied to the fibers as a final step and, if the fibers are bleached in accordance with conventional practice, e.g. with bleaching powder, peroxides, or other like known bleaching agents, treatment with the alkali metal boro hydride suitably immediately follows the bleaching step. Treatment with the hydride can be effectively carried out at room temperature, e.g. 2025 C., and heating is not necessary, although higher or lower temperatures may be employed, if desired. The procedures of the invention are illustrated in the accompanying drawing.
The nature and features of the invention will be further apparent from the following specific examples of practical application. However, it will be understood that 3,198,651 Patented Aug. 3, 1965 these examples are not to be construed as limiting the scope of the present invention in any manner. In the examples, all parts are by weight unless otherwise indicated.
Example 1 Two grams of vinylon fibers were soaked in cc. of a 0.1% aqueous solution of sodium boro hydride at room temperature for five hours. The fibers were removed and immersed in 100 cc. of a 5% acetic acid solution, followed by washing with water, and drying.
When this treated vinylon and a corresponding sample of the original, non-treated vinylon were heated at 200 C. for 5 minutes, the former remained white while the latter became slightly yellow in color.
Example 2 Five grams of formalized vinylon fibers were bleached at 25 C. for 2 hours in 250 cc. of a bleaching powder solution containing 2.5 g./liter of effective chlorine and the fibers were thoroughly washed with water. The fibers were then-immersed briefly in water acidified with dilute hydrochloric acid, and the fibers again thoroughly washed in water. The thus-bleached vinylon fibers were soaked for 6 hours at room temperature in 200 cc. of water to which had been added 0.1 g. of sodium boro hydride. Ten cc. of 5% acetic acid were then added to the solution to decompose the sodium boro hydride. The fibers were removed, rinsed thoroughly with water acidified with acetic acid, and then with neutral water, followed by drying.
The vinylon treated in the foregoing manner with sodium boro hydride and a corresponding sample of the original, non-treated vinylon were heat-treated in dry air at C. for 5 minutes. The non-treated fibers became slightly yellow, but the fibers treated with sodium boro hydride remained completely white.
Example 3 Five grams of vinylon fibers were bleached at 40 C. for one hour in 250 cc. of 1% hydrogen peroxide, and were then washed with water. The bleached fibers were treated with sodium boro hydride in the manner described in Example 2. When the thus-treated fibers were heat-treated as in Example 2 along with a non-treated sample, no yellowing was observed in the case of the fibers treated with sodium boro hydride and the appearance of the fibers was not altered, whereas the fibers of the non-treated sample became yellow.
As will be seen from the foregoing examples, the fibers are maintained in the treating bath for a substantial period of time suificient to insure full interaction, and the excess treating agent is removed from the fibers by acidification. Any acid may be used for the purpose, such as a mineral acid, e.g. hydrochloric acid or sulfuric acid, or an organic acid, such as acetic acid, the last-named acid being pre ferred. As shown in Example 2, the acid may be added to the treating bath as well as to the fibers after removal from the bath. In any case, the fibers are finally Washed thoroughly with water.
It will be understood that, unless otherwise indicated, conventional techniques used in the treatment of acetalized polyvinyl alcohol fibers are employed in carrying out the process of this invention and that conventional equipment suited to the conditions of treatment is utilized. While reference has been specifically made to vinylon, it will be understood that the invention is applicable to all water-resistant acetalized polyvinyl alcohol fibers, such as fibers produced in accordance with the disclosures of Cline et al. U.S. Patent 2,636,803, and Osugi et al. U.S. Patent 2,906,594. i
The conditions and relative relationships set forth above are those preferred in carrying out the process of the inter-resistant 'acetalized polyvinyl alcohol fibers vention but it will be understood that other conditions and relationships may be used within the scope of the invention. 2
It will thus be understood that various changes and modifications may be madewithout departing from the scope of the invention as defined in the appended claims and it is intended, therefore, that all matter contained in the foregoing description shall be. interpreted as illustrative only and not as limitative of the invention.
I claim:
1. The method of improving the thermal stability of Water-resistant acetalized polyvinyl alcohol fibers which comprises, 7 contacting water-resistant acetalized polyvinyl alcohol fibers with a treating agent consisting essentially of an inert solvent solution of an alkali metal boro hydride for a duration of time suflicient to render said treated fibers free from yellowing when subjected to relatively high temperatures,
acidifying said treated fibers to remove excess alkali metal boro hydride from said treated fibers, washing said acidified fibers thoroughly with water, and drying said washed fibers to obtain said water-resistant acetalized polyvinyl alcohol fibers having improved. thermal stability. 7 I
2. The method according to claim 1, wherein said waare bleached 'by treatment with a bleaching agent prior to said contacting'of said fibers with said inert solvent solution of alkali metal boro hydride.
947, 838, and 612). 25
. 3. The method according to claim 2, wherein said alkali metal boro hydride is present in said inert solvent solution in an amount of 0.05% to about 0.1% by weight'of said solution.
5 4. The method according to claim 2, wherein said treating agent is an aqueous solution of alkali metal boro hydride.
' 5. The method according to claim 2, wherein said alkali metal boro hydride is sodium boro hydride.
10 6. The method according to claim 2, wherein said alkali metal boro hydride is potassium boro hydride.
References Cited by the Examiner UNITED STATES PATENTS OTHER REFERENCES I Merck Index, 2nd Edition, 1960, (note especially pages NORMAN G. ToRcHrN, PrimaryExaminer. -RICHARD D. NEVIUS,'MORRIS O. VOLK, ABRA- HAM H. WINKELSTEIN, Examiners.

Claims (2)

1. THE METHOD OF IMPROVING THE THERMAL STABILITY OF WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS WHICH COMPRISES, CONTACTING WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS WITH A TREATING AGENT CONSISTING ESSENTIALLY OF AN INERT SOLVENT SOLUTION OF AN ALKALI METAL BORO HYDRIDE FOR A DURATION OF TIME SUFFICIETN TO RENDER SAID TREATED FIBERS FREE FROM YELLOWING WHEN SUBJECTED TO RELATIVELY HIGH TEMPERATURES, ACIDIFYING SAID TREATED FIBERS TO REMOVE EXCESS ALKALI METAL BORO HYDRIDE FROM SAID TREATED FIBERS, WASHING SAID ACIDIFIED FIBERS THROUGHLY WITH WATER, AND DRYING SAID WASHED FIBERS TO OBTAIN SAID WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS HAVING IMPROVED THERMAL STABILITY.
2. THE METHOD ACCORDING TO CLAIM 1, WHEREIN SAID WATER-RESISTANT ACETALIZED POLYVINYL ALCOHOL FIBERS ARE BLEACHED BY TREATMENT WITH A BLEACHING AGENT PRIOR TO SAID CONTACTING OF SAID FIBERS WITH SID INERT SOLVENT SOLUTION OF ALKALI METAL BORO HYDRIDE.
US23362A 1959-04-23 1960-04-20 Treatment of water-resistant acetalized polyvinyl alcohol fibers with alkali metal boro hydride for improved thermal stability Expired - Lifetime US3198651A (en)

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3318657A (en) * 1963-09-23 1967-05-09 Metal Hydrides Inc Method of bleaching cellulose fibres
US3498738A (en) * 1965-02-17 1970-03-03 Stevens & Co Inc J P Reducing agent treatment of crosslinked cellulosic textiles having a ketone group in the cross-link
US3883482A (en) * 1974-02-01 1975-05-13 Goodrich Co B F Flame and smoke retardant vinyl chloride and vinylidene chloride polymer compositions
US4017444A (en) * 1975-08-13 1977-04-12 Monsanto Company Process for stabilizing the viscosity of polyvinyl acetals using a buffer
US6046272A (en) * 1998-01-29 2000-04-04 Air Products And Chemicals, Inc. Non yellowing, thermally stable polyvinyl alcohol
US20080038589A1 (en) * 2004-06-21 2008-02-14 Mitsubishi Rayon Co., Ltd. Porous Electrode Base Material and Production Method Thereof

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1902257A (en) * 1929-05-13 1933-03-21 Celanese Corp Derivative of cellulose composition
US2196758A (en) * 1939-06-08 1940-04-09 Eastman Kodak Co Treating cellulose derivative materials
US2516980A (en) * 1950-08-01 Hugh w
US2834777A (en) * 1957-04-30 1958-05-13 Mo Och Domsjoe Ab Methods of treating cellulose ethers
US2898333A (en) * 1956-11-14 1959-08-04 Mo Och Domsjoe Ab Methods of treating cellulose
US3086963A (en) * 1960-01-05 1963-04-23 Kurashiki Rayon Co Polyvinyl alcohol treatment

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1045386B (en) * 1956-11-14 1958-12-04 Mo Och Domsjoe Ab Process for treating cellulose with alkali borohydrides

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2516980A (en) * 1950-08-01 Hugh w
US1902257A (en) * 1929-05-13 1933-03-21 Celanese Corp Derivative of cellulose composition
US2196758A (en) * 1939-06-08 1940-04-09 Eastman Kodak Co Treating cellulose derivative materials
US2898333A (en) * 1956-11-14 1959-08-04 Mo Och Domsjoe Ab Methods of treating cellulose
US2834777A (en) * 1957-04-30 1958-05-13 Mo Och Domsjoe Ab Methods of treating cellulose ethers
US3086963A (en) * 1960-01-05 1963-04-23 Kurashiki Rayon Co Polyvinyl alcohol treatment

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3318657A (en) * 1963-09-23 1967-05-09 Metal Hydrides Inc Method of bleaching cellulose fibres
US3498738A (en) * 1965-02-17 1970-03-03 Stevens & Co Inc J P Reducing agent treatment of crosslinked cellulosic textiles having a ketone group in the cross-link
US3883482A (en) * 1974-02-01 1975-05-13 Goodrich Co B F Flame and smoke retardant vinyl chloride and vinylidene chloride polymer compositions
US4017444A (en) * 1975-08-13 1977-04-12 Monsanto Company Process for stabilizing the viscosity of polyvinyl acetals using a buffer
US6046272A (en) * 1998-01-29 2000-04-04 Air Products And Chemicals, Inc. Non yellowing, thermally stable polyvinyl alcohol
US20080038589A1 (en) * 2004-06-21 2008-02-14 Mitsubishi Rayon Co., Ltd. Porous Electrode Base Material and Production Method Thereof

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FR1230949A (en) 1960-09-21
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