US2109295A - Textile fabric and process of making the same - Google Patents
Textile fabric and process of making the same Download PDFInfo
- 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
- Authority
- US
- United States
- Prior art keywords
- fabric
- ethylene oxide
- parts
- cellulose
- cotton
- 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
Links
- 239000004744 fabric Substances 0.000 title description 49
- 238000000034 method Methods 0.000 title description 19
- 239000004753 textile Substances 0.000 title description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 30
- 229920000742 Cotton Polymers 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 229920002678 cellulose Polymers 0.000 description 14
- 239000001913 cellulose Substances 0.000 description 14
- 239000000463 material Substances 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 8
- 239000003513 alkali Substances 0.000 description 7
- 235000011121 sodium hydroxide Nutrition 0.000 description 6
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 5
- 125000002947 alkylene group Chemical group 0.000 description 5
- 239000000835 fiber Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 238000005517 mercerization Methods 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- -1 yarn Substances 0.000 description 2
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 description 1
- 239000012345 acetylating agent Substances 0.000 description 1
- 230000021736 acetylation Effects 0.000 description 1
- 238000006640 acetylation reaction Methods 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
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
- 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.
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB14940/34A GB439880A (en) | 1934-05-17 | 1934-05-17 | Treatment of cellulose fibres, yarns, woven fabrics, and the like |
Publications (1)
Publication Number | Publication Date |
---|---|
US2109295A true US2109295A (en) | 1938-02-22 |
Family
ID=10050215
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US21294A Expired - Lifetime US2109295A (en) | 1934-05-17 | 1935-05-13 | Textile fabric and process of making the same |
Country Status (5)
Country | Link |
---|---|
US (1) | US2109295A (en(2012)) |
BE (1) | BE409501A (en(2012)) |
FR (1) | FR790215A (en(2012)) |
GB (1) | GB439880A (en(2012)) |
NL (1) | NL40955C (en(2012)) |
Cited By (6)
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)
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 |
-
0
- NL NL40955D patent/NL40955C/xx active
- BE BE409501D patent/BE409501A/xx unknown
-
1934
- 1934-05-17 GB GB14940/34A patent/GB439880A/en not_active Expired
-
1935
- 1935-05-13 US US21294A patent/US2109295A/en not_active Expired - Lifetime
- 1935-05-17 FR FR790215D patent/FR790215A/fr not_active Expired
Cited By (8)
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 |
Also Published As
Publication number | Publication date |
---|---|
GB439880A (en) | 1935-12-17 |
BE409501A (en(2012)) | |
FR790215A (fr) | 1935-11-16 |
NL40955C (en(2012)) |
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