US2109295A - Textile fabric and process of making the same - Google Patents

Textile fabric and process of making the same Download PDF

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Publication number
US2109295A
US2109295A US21294A US2129435A US2109295A US 2109295 A US2109295 A US 2109295A US 21294 A US21294 A US 21294A US 2129435 A US2129435 A US 2129435A US 2109295 A US2109295 A US 2109295A
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Prior art keywords
fabric
ethylene oxide
parts
cellulose
cotton
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US21294A
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Lawrie Leslie Gordon
Reynolds Reginald John William
Piggott Henry Alfred
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Imperial Chemical Industries Ltd
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Imperial Chemical Industries Ltd
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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
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating 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
    • D06M13/11—Compounds containing epoxy groups or precursors thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B11/00—Preparation of cellulose ethers
    • C08B11/02—Alkyl or cycloalkyl ethers
    • C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
    • C08B11/08—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with hydroxylated hydrocarbon radicals; Esters, ethers, or acetals thereof
    • 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
    • D06M15/53—Polyethers

Definitions

  • This invention relates to novel textile fabrics and to processes for making the same. More particularly, this invention relates to a process whereby natural or artificial cellulose materials in the form of fibre, yarn, or woven fabric, are given novel and useful properties.
  • cotton muslin or voile is preferably treated with one-third to one mol. of ethylene oxide, per-CeHioOs unit, the amount of reagent used depending on the nature of the fabric and on the required degree of stiffness in handle.
  • the amount used may run considerably higher than that indicated above, and may even exceed 10 mols of ethylene oxide per CsHwOs unit. It is found, however, that when large proportions of ethylene oxide enter into combination, the fabric obtained is tender.
  • the treatment with ethylene oxide may be direct, with gaseous ethylene oxide, or may be carried out by using a solution of ethylene oxide in an inert solvent, for instance dioxane, acetone. benzene, tetrachlorethane, or carbon tetrachloride.
  • an inert solvent for instance dioxane, acetone. benzene, tetrachlorethane, or carbon tetrachloride.
  • Propylene oxide and glycide being liquids at room temperature, are used as such, either at ordinary or elevated temperature, but preferably they are used as solutions in the solvents mentioned.
  • the products obtained according to this invention can then be regarded as consisting of cellulose fibres carrying a layer or skin of treated cellulose.
  • the product obtained may be further modified as to surface finish and dyeing qualities by treating the same with acylating agents according to the methods usually employed in acylatlng ordinary cellulosic material to produce a cellulose esterinaterial.
  • acylating agent is an acetylating agent it has been found that acetylation readily takes place, so that the process can be carried out under mild conditions.
  • the fabric, yarn, etc. may also be given a subsequent mercerizing treatment, whereby the finish is improved, particularly in respect of transparency.
  • the dyeing properties of the products of the invention differ from those of the starting materials in that they possess altered afiinity for certain dyestuffs.
  • Example 1 Finely woven bleached cotton fabric 14 parts is mercerized by immersing it under tension according to the customary procedure in 50 Tw. aqueous caustic soda. The mercerized fabric is then wrung out until there remains in the fabric 25 parts of mercerizing liquor. The moist fabric is then suspended in a chamber into which 3.8 parts (1 molecular proportion per 1 molecular proportion of cellulose reckoned as Cal-[1005) of ethylene oxide are passed. The chamber is closed and left for 17 hours.
  • the fabric is then washed and dried.
  • the product is a stiff organdie fabric, but becomes limp when wet. It is readily dyed by direct cotton dyestuffs.
  • Example 2 The product of Example 1 is put into a bath, kept at 95 (1., composed of a mixture of 20 parts of dry pyridine and 80 parts of acetic anhydride. The material is subjected to the action of the bath for two hours. It is then washed and dried.
  • Emample 3 Closely woven cotton fabric (162'parts) is mercerized in aqueous caustic soda of 50 Tw. removed, pressed and treated with 44 parts of ethylene oxide in a closed vessel for 17 hours at room temperature. The fabric is washed and dried, being parchment-like, but pliable.
  • Example 4 Cotton muslin (52 parts) is treated with 50 Tw. caustic soda as described in previous examples, pressed and treated with 11 parts of ethylene oxide, moi. per CsHloOs unit) in a closed vessel for 17 hours at room temperature. The material is then washedin water and dilute acetic acid (1%), rinsed in water and dried. A fabric with an organdle type of finish and of good color is obtained.
  • Example 5 Cotton muslin (14 parts) is treated with alkali as described in Example 1, immersed in a solution of ethylene oxide (30 parts) in dioxan (500 parts) and left for 20 hours at ordinary temperature (20 C.). The fabric is then washed and dried. A material is so obtained which is slightly stiffened in handle, more transparent than the original material and of good color.
  • Example 6 Cotton muslin (14 parts) is pretreated with alkali as previously described, immersed in a solution of ethylene oxide parts) in benzene (500 parts) and left at room temperature for 20 hours. The fabric is washed and dried, a slightly stiffened gauze-like material being obtained,
  • propylene oxide may be used instead of ethylene oxide.
  • the subsequent mercerization is carried out according to the usual procedure for mercerizing under tension.
  • the product of Example 6 there is an increase in transparency and the appearance is improved.
  • Example 7 Cotton muslin parts) is placed in aqueous sodium hydroxide (50 Tw.) for 5 minutes and the excess alkali is removed by squeezing.
  • the fabric is then immersed in a solution (50 parts) consisting of 2 parts of glycide in 48 parts of acetone and left at room temperature for 15 hours. After washing and drying, the fabric is considerably stiffened and has an organdie" finish.
  • Example 8 Cotton muslin parts) is pretreated with alkali as described in the preceding example.
  • the temperature at which the reaction between the alkylene oxide and mercerized cellulosic fabric is effected may also be varied, it being understood, of course, that higher temperatures result in increased speed of reaction and that the time of reaction must be decreased accordingly to obtain the same degree of reaction, and of finish in the fabric.
  • the quantity of ethylene oxide may vary considerably depending on the desired finish or on whether a solvent is employed. In the latter case, the large quantity of solvent reduces the concentration of the ethylene oxide at the zone of reaction, that is the surface of contact between the fabric and the ethylene oxide; therefore a larger total quantity of the latter is permissible.
  • a process for producing an organdie fabric which comprises treating a cellulosic fabric in the presence of alkali with an alkylene oxide compound of the general formula CHz-CH-R wherein R stands for H, CH3 or CHzOH, in proportion of from 5 to 1% moles of the latter per unit of CBHlOOB in the fabric, and under conditions equivalent to about room temperature and a time from about 17 to about 20 hours.
  • Cellulose fabric containing mercerized fibers partially etherified under alkaline conditions by reaction with ethylene oxide in the ratio of one mole of cellulose to from one-third to one and one-half moles of ethylene oxide dissolved in an inert organic solvent, said fabric having the finish and feel of an organdie fabric and having an afiinity for direct cotton dyestuffs.
  • Cotton fabric containing fibers which have been modified by treatment with aqueous caustic soda or not less than 11% strength and then by treatment under alkaline conditions with ethylene oxide in the ratio of one mole of cellulose to from one-third to one and one-half moles of ethylene oxide, said fabric having the finish and feel of an organdie fabric and having an afiinity for direct cotton dyestufls.
  • a process for modifying the surface qualities of textile cellulosic fabric which comprises subjecting the same to a treatment including as its first step treatment of the fabric with aqueous alkali of a strength comparable to those employed in mercerization of cotton, and as a second step the further treatment of said fabric with an alkylene oxide of the general formula wherein R. stands for H, CH3 or CHzOH, in low concentration ln'the zone of reaction and under reaction conditions equivalent to about room temperature at a time of about 1'7 to about 20 hours.
  • a process of producing a woven textile fabric which comprises treating a mercerized woven cellulose fabric with ethylene oxide in proportion not exceeding 1 mols per unit of CaHmOs in the fabric, dissolved in an inert organic solvent, and under conditions equivalent to about room temperature and a time of from about 17 to about 20 hours.

Description

Patented Feb. 22, 1938 UNITED STATES PATENT OFFICE TEXTILE FABRIC AND PROCESS OF MAKING THE SAME Great Britain No Drawing. Application May 13, 1985, Serial No. 21,294. In Great Britain may 17, 1934 ilGlalrns.
This invention relates to novel textile fabrics and to processes for making the same. More particularly, this invention relates to a process whereby natural or artificial cellulose materials in the form of fibre, yarn, or woven fabric, are given novel and useful properties.
It is an object of this invention to produce on cotton and regenerated cellulose fabrics a permanent finish, for instance a stiff organdie finish or a "parchmentized finish. Other and further important objects of this invention will appear as the description proceeds.
We accomplish the objects of our invention by treating the said materials with caustic soda of at least 11% strength but preferably somewhat stronger, in the way usual in mercerizing, and afterwards with an alkylene oxide, such as ethylene oxide or propylene oxide, or a hydroxy derivative thereof, e. g. glycide in such a way that stoichiometrically small proportions, as compared to the number of free OH groups in the cotton material enter into combination. About 1% molecular proportions or less reckoned on a CfiHioOs unit for cellulose appear to be quite suitable combining proportions, but the invention is not confined to these proportions, the most suitable proportion for use depending on. the kind of fabric treated, the mode of treatment, and the result desired. For instance to obtain parchmentized materials the use of 1 to 1% mols of ethylene oxide, propylene oxide, glycide or the like pergCcHmOa unit is preferable.
For the production of material resembling organdid, cotton muslin or voile is preferably treated with one-third to one mol. of ethylene oxide, per-CeHioOs unit, the amount of reagent used depending on the nature of the fabric and on the required degree of stiffness in handle.
Where the ethylene oxide is dissolved in a solvent as described below, the amount used may run considerably higher than that indicated above, and may even exceed 10 mols of ethylene oxide per CsHwOs unit. It is found, however, that when large proportions of ethylene oxide enter into combination, the fabric obtained is tender.
The treatment with ethylene oxide may be direct, with gaseous ethylene oxide, or may be carried out by using a solution of ethylene oxide in an inert solvent, for instance dioxane, acetone. benzene, tetrachlorethane, or carbon tetrachloride.
Propylene oxide and glycide, being liquids at room temperature, are used as such, either at ordinary or elevated temperature, but preferably they are used as solutions in the solvents mentioned.
The products obtained according to this invention can then be regarded as consisting of cellulose fibres carrying a layer or skin of treated cellulose.
In some cases the product obtained may be further modified as to surface finish and dyeing qualities by treating the same with acylating agents according to the methods usually employed in acylatlng ordinary cellulosic material to produce a cellulose esterinaterial. When the acylating agent is an acetylating agent it has been found that acetylation readily takes place, so that the process can be carried out under mild conditions.
The fabric, yarn, etc. may also be given a subsequent mercerizing treatment, whereby the finish is improved, particularly in respect of transparency.
The dyeing properties of the products of the invention differ from those of the starting materials in that they possess altered afiinity for certain dyestuffs.
The invention is illustrated but not limited by the following examples, in which parts are parts by weight.
Example 1 Finely woven bleached cotton fabric 14 parts) is mercerized by immersing it under tension according to the customary procedure in 50 Tw. aqueous caustic soda. The mercerized fabric is then wrung out until there remains in the fabric 25 parts of mercerizing liquor. The moist fabric is then suspended in a chamber into which 3.8 parts (1 molecular proportion per 1 molecular proportion of cellulose reckoned as Cal-[1005) of ethylene oxide are passed. The chamber is closed and left for 17 hours.
The fabric is then washed and dried.
The product is a stiff organdie fabric, but becomes limp when wet. It is readily dyed by direct cotton dyestuffs.
Example 2 The product of Example 1 is put into a bath, kept at 95 (1., composed of a mixture of 20 parts of dry pyridine and 80 parts of acetic anhydride. The material is subjected to the action of the bath for two hours. It is then washed and dried.
A still finish is given to the fabric and the stifiness is unaffected by moisture.
This product is not dyed by direct cotton dyestufls. It is, however, readily dyed by basic dyestuffs and the known dyestufis for acetyl cellulose,
e. g. certain amlnoanthraquinones.
Emample 3 Closely woven cotton fabric (162'parts) is mercerized in aqueous caustic soda of 50 Tw. removed, pressed and treated with 44 parts of ethylene oxide in a closed vessel for 17 hours at room temperature. The fabric is washed and dried, being parchment-like, but pliable.
Example 4 Cotton muslin (52 parts) is treated with 50 Tw. caustic soda as described in previous examples, pressed and treated with 11 parts of ethylene oxide, moi. per CsHloOs unit) in a closed vessel for 17 hours at room temperature. The material is then washedin water and dilute acetic acid (1%), rinsed in water and dried. A fabric with an organdle type of finish and of good color is obtained.
Example 5 Cotton muslin (14 parts) is treated with alkali as described in Example 1, immersed in a solution of ethylene oxide (30 parts) in dioxan (500 parts) and left for 20 hours at ordinary temperature (20 C.). The fabric is then washed and dried. A material is so obtained which is slightly stiffened in handle, more transparent than the original material and of good color.
Example 6 Cotton muslin (14 parts) is pretreated with alkali as previously described, immersed in a solution of ethylene oxide parts) in benzene (500 parts) and left at room temperature for 20 hours. The fabric is washed and dried, a slightly stiffened gauze-like material being obtained,
In the above Examples 5 and 6 propylene oxide may be used instead of ethylene oxide.
The subsequent mercerization, referred to above, is carried out according to the usual procedure for mercerizing under tension. When applied to the product of Example 6 there is an increase in transparency and the appearance is improved.
Example 7 Cotton muslin parts) is placed in aqueous sodium hydroxide (50 Tw.) for 5 minutes and the excess alkali is removed by squeezing.
The fabric is then immersed in a solution (50 parts) consisting of 2 parts of glycide in 48 parts of acetone and left at room temperature for 15 hours. After washing and drying, the fabric is considerably stiffened and has an organdie" finish.
Example 8 Cotton muslin parts) is pretreated with alkali as described in the preceding example.
It is then immersed in 100 parts of benzene containing 2 parts of glycide and heated at 80 in a vessel fitted with a reflux condenser for 1 hour. The fabric is then removed, washed free from alkali and dried. It has a stiff organdie finish and is considerably more transparent than the original material.
The procedures described in the above examples are applicable similarly to artificial celiulosic fiber, for instance, regenerated cellulose. Similarly, although the main interest of this invention is in connection with fabric, woven or knit, the process is likewise applicable to celluiosic yarn, thread or fiber. On the other hand, instead of ethylene may be carried out according to any well known procedure for mercerizing cotton material, and need not be confined to the concentrations and details of procedure mentioned above for illustrative purpose. Likewise, the time of exposure to ethylene oxide may be varied within limits and depends further on the degree of finish desired in the fabric. The temperature at which the reaction between the alkylene oxide and mercerized cellulosic fabric is effected may also be varied, it being understood, of course, that higher temperatures result in increased speed of reaction and that the time of reaction must be decreased accordingly to obtain the same degree of reaction, and of finish in the fabric. The quantity of ethylene oxide, as has already been indicated, may vary considerably depending on the desired finish or on whether a solvent is employed. In the latter case, the large quantity of solvent reduces the concentration of the ethylene oxide at the zone of reaction, that is the surface of contact between the fabric and the ethylene oxide; therefore a larger total quantity of the latter is permissible.
We are aware that cellulose has been treated with ethylene oxide before, but the object there was to plasticize or solubiiize the cellulose. The operation was conducted on unmercerized cellulose; the proportion of ethylene oxide to cellulose was exceedingly high (about 10 parts by weight of ethylene oxide to each unit weight of the cellulose) and the treatment was effected at 100 C. Thus, neither the object of the aforementioned treatment nor the means employed were analogous to those of our invention herein described.
We claim:
1. A process for producing an organdie fabric, which comprises treating a cellulosic fabric in the presence of alkali with an alkylene oxide compound of the general formula CHz-CH-R wherein R stands for H, CH3 or CHzOH, in proportion of from 5 to 1% moles of the latter per unit of CBHlOOB in the fabric, and under conditions equivalent to about room temperature and a time from about 17 to about 20 hours.
2. A process as in claim 1, the alkylene oxide compound being dissolved in an organic solvent.
3. A process as in claim 8, the ethylene oxide being dissolved in carbon tetrachloride.
4. Cellulose fabric containing mercerized fibers partially etherified under alkaline conditions by reaction with ethylene oxide in the ratio of one mole of cellulose to from one-third to one and one-half moles of ethylene oxide dissolved in an inert organic solvent, said fabric having the finish and feel of an organdie fabric and having an afiinity for direct cotton dyestuffs.
5. Cotton fabric containing fibers which have been modified by treatment with aqueous caustic soda or not less than 11% strength and then by treatment under alkaline conditions with ethylene oxide in the ratio of one mole of cellulose to from one-third to one and one-half moles of ethylene oxide, said fabric having the finish and feel of an organdie fabric and having an afiinity for direct cotton dyestufls.
6. A process for modifying the surface qualities of textile cellulosic fabric which comprises subjecting the same to a treatment including as its first step treatment of the fabric with aqueous alkali of a strength comparable to those employed in mercerization of cotton, and as a second step the further treatment of said fabric with an alkylene oxide of the general formula wherein R. stands for H, CH3 or CHzOH, in low concentration ln'the zone of reaction and under reaction conditions equivalent to about room temperature at a time of about 1'7 to about 20 hours.
7. The process of producing a woven textile fabric which comprises treating a merceriaed woven cellulosic fabric with ethylene oxide in proportion not exceeding 1 mois per unit of CuHinOs in the fabric and under conditions equivalent to about room temperature and a time of from about 17 to about 20 hours.
8. A process of producing a woven textile fabric which comprises treating a mercerized woven cellulose fabric with ethylene oxide in proportion not exceeding 1 mols per unit of CaHmOs in the fabric, dissolved in an inert organic solvent, and under conditions equivalent to about room temperature and a time of from about 17 to about 20 hours.
9. The process of modifying the surface qualities of cotton fabric which comprises treating the same with aqueous caustic of not less than 11% strength, and then reacting the fabric so treated with Y; to 1% mois of ethylene oxide per unit of Cal-11005 in the fabric, and under conditions equivalent to about room temperature for a time of from about 1'? to about 20 hours.
LESLIE GORDON LAWRIE. REGINALD JOHN WILLIAM REYNOLDS. HENRY ALFRED PIGGO'IT.
US21294A 1934-05-17 1935-05-13 Textile fabric and process of making the same Expired - Lifetime US2109295A (en)

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GB14940/34A GB439880A (en) 1934-05-17 1934-05-17 Treatment of cellulose fibres, yarns, woven fabrics, and the like

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BE (1) BE409501A (en)
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2417995A (en) * 1944-11-14 1947-03-25 Nasa Acetylation of lignocellulosic board materials
US2533145A (en) * 1948-04-13 1950-12-05 Burgess Cellulose Company Stereotype mat
US2782089A (en) * 1952-02-25 1957-02-19 Courtaulds Ltd Process of improving the heat stability of polythiourea threads by applying an epoxy compound
US3271101A (en) * 1961-09-11 1966-09-06 Shell Oil Co Process for treating fibrous materials and resulting products
US3506391A (en) * 1962-02-15 1970-04-14 Deering Milliken Res Corp Cross-linking cellulosics with epichlorohydrin vapors
EP1170415A1 (en) * 2000-07-05 2002-01-09 Universita' degli studi di Bologna Chemical modification of the surface of natural fibres

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2980491A (en) * 1955-06-15 1961-04-18 Segal Leon Textile fibers comprising perfluoroalkanoyl esters of cellulose and process of making the same

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2417995A (en) * 1944-11-14 1947-03-25 Nasa Acetylation of lignocellulosic board materials
US2533145A (en) * 1948-04-13 1950-12-05 Burgess Cellulose Company Stereotype mat
US2782089A (en) * 1952-02-25 1957-02-19 Courtaulds Ltd Process of improving the heat stability of polythiourea threads by applying an epoxy compound
US3271101A (en) * 1961-09-11 1966-09-06 Shell Oil Co Process for treating fibrous materials and resulting products
US3506391A (en) * 1962-02-15 1970-04-14 Deering Milliken Res Corp Cross-linking cellulosics with epichlorohydrin vapors
EP1170415A1 (en) * 2000-07-05 2002-01-09 Universita' degli studi di Bologna Chemical modification of the surface of natural fibres
US6667366B2 (en) 2000-07-05 2003-12-23 Universita' Degli Studi Di Bologna Chemical modification of the surface of natural fibers
US20040064900A1 (en) * 2000-07-05 2004-04-08 Universita' Degli Studi Di Bologna Chemical modification of the surface of natural fibers

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GB439880A (en) 1935-12-17
FR790215A (en) 1935-11-16
BE409501A (en)

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