US3288554A - Method of treating a fabric formed from cellulose fibres to render said fabric drip-dry - Google Patents
Method of treating a fabric formed from cellulose fibres to render said fabric drip-dry Download PDFInfo
- Publication number
- US3288554A US3288554A US281038A US28103863A US3288554A US 3288554 A US3288554 A US 3288554A US 281038 A US281038 A US 281038A US 28103863 A US28103863 A US 28103863A US 3288554 A US3288554 A US 3288554A
- Authority
- US
- United States
- Prior art keywords
- fabric
- drip
- dry
- render
- treating
- 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 claims description 33
- 238000000034 method Methods 0.000 title claims description 27
- 229920003043 Cellulose fiber Polymers 0.000 title description 2
- 239000000839 emulsion Substances 0.000 claims description 13
- 150000003944 halohydrins Chemical class 0.000 claims description 12
- 239000001913 cellulose Substances 0.000 claims description 10
- 229920002678 cellulose Polymers 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 6
- 239000000835 fiber Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 8
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 8
- -1 halohydrin ester Chemical class 0.000 description 7
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 239000004215 Carbon black (E152) Substances 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
- XENVCRGQTABGKY-ZHACJKMWSA-N chlorohydrin Chemical compound CC#CC#CC#CC#C\C=C\C(Cl)CO XENVCRGQTABGKY-ZHACJKMWSA-N 0.000 description 2
- 239000003995 emulsifying agent Substances 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical group 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- ZXCYIJGIGSDJQQ-UHFFFAOYSA-N 2,3-dichloropropan-1-ol Chemical compound OCC(Cl)CCl ZXCYIJGIGSDJQQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 206010003549 asthenia Diseases 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- JMSRBKPMLUGHCR-UHFFFAOYSA-N bromohydrin Chemical compound BrC[C]1CO1 JMSRBKPMLUGHCR-UHFFFAOYSA-N 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material 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
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
- D06M13/236—Esters of carboxylic acids; Esters of carbonic acid containing halogen atoms
Definitions
- the known processes are generally based on the reaction of halohydrin on cellulose.
- This long known reaction has been used in various processes for giving fabrics specific properties such as elasticity, making them shrink-proof, and so on. Ithas also been used in processes for making fabrics drip-dry, as in the Harbor process forming the subject of Belgian Patent No. 556,- 279.
- This process is based on the reaction of u-dichlorohydrin, fl-dichlorohydrin, or epichlorohyd-rin on alkali cellulose. It comprises impregnating a fabric successively with a solution of an alkaline hydroxide and a solution of the reagent used (dichlorohydrin or epichlorohydrin).
- the method according to the invention eliminates the above disadvantages of the known processes. It is characterized in that the fabric is impregnated with an aqueous suspension containing at least one alkaline hydroxide and at least one halohydrin ester of one of the following two formulae:
- R being an organic or inorganic "acyl radical and X a halogen, and in that the stability of the emulsion is maintained for the time required for the reaction, at the end of which the fabric is rinsed and dried.
- the method according to the invention comprises the use of a halohydrin ester instead of the :halohydrins themselves, thus enabling the reaction with cellulose to be carried out in a single bath containing the said ester in suspension in an aqueous solution of an alkaline hydroxide.
- Such esters are sufficiently stable at ordinary temperatures in the presence of even concentrated alkaline hydroxides, so that stable emulsions or suspensions of these esters can be prepared in aqueous solutions of alkaline hydroxides, e.g. of sodium or potassium.
- the reaction time is approximately 24 hours. This time can of course be reduced 'by heating the fabric after impregnation.
- Such heating of the impregnated fabric enables the ester to liberate the halohydrin by hydrolysis, the halohydrin reacting with the cellulose in highly alkaline conditions of the emulsion or suspension with which the fabric is impregnated.
- the reaction time therefore depends on the temperature at which the reaction is carried out. This temperature may be between 0 and 200 C., but is preferably from 10 to 40 C.
- the later may be treated while being reeled and enclosed in a chamber or an autoclave or a similar system preventing evaporation, even above C.
- the organic or inorganic acyl radical may, for example, be 'acetyl, 'benzoyl, phosphoryl, or the like.
- the halohydrin may be a chlorohydrin, bromohydrin, and the like.
- the alkaline hydroxide may be sodium, potassium or lithium hydroxide.
- an emulsifying surface-active agent may be added.
- an agent may be added to thicken one of the two phases, preferably the aqueous phase.
- This thickening agent may, for example, be a soluble derivative of cellulose, or of polyvinyl alcohol.
- the emulsion or suspension may be stabilised by the addition of inhert agents in one or other of the two phase so as to make their densities equal and improve the penetration of the emulsion constituents throughout the fabrics for treatment.
- At least one light hydrocarbon such as hexane
- the organic phase has a density equal to that of the aqueous phase initially.
- the densities of the two phases can be kept as close as possible by controlling the evaporation of the hydrocarbon.
- a single bath can 'be used, thus facilitating operation.
- the halohydrin can be liberated progressively, thus promoting the reaction between the halohydrin and the cellulose to the deteriment of hydrolysis of the latter, thus effecting a saving of the halohydrin derivative.
- the non-creasing effect of the fabric is improved.
- the swelling of the fabric is improved, thus enabling finer 'basic fabrics to be used.
- the softness is improved, thus enhancing the feel of the fabric when worn.
- the method according to the invention may be carried out, for instance, according to the following examples:
- the fabric After 100% pick-up squeezing, the fabric is kept in a closed chamber at a temperature of 20 C. for 24 hours. The cotton fabric is then washed and neutralised.
- Example 2 Parts by weight 24% aqueous KOH solution 20 1,2-dichloroprop-anol-3 acetate 6 n-Butanol 0.5
- Example 3 Aqueous solution: Parts by weight Methyl cellulose 5 Sodium hydroxide 60 Water 985 Sodium sulphide -78 Organic solution:
- Emulsifier 5 Dichlorohydrin propionate 80 where R is a radical selected from the group consisting of organic and inorganic acyl radicals and X is a halogen, maintaining the stability of the emulsion for a suflicient period for the halohydrin liberated by said emulsion to react with said fabric, rinsing said fabric, and then drying said fabric.
- alkaline hydroxide is selected from the group consisting of sodium hydroxide, potassium hydroxide and lithium hydroxide.
- radical R is selected from the group consisting of acetyl, benzoyl and phosphoryl.
- aqueous emulsion further includes a light hydrocarbon as an inert stabilising agent.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Chemical Or Physical Treatment Of Fibers (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH605662A CH379461A (fr) | 1962-05-18 | 1962-05-18 | Procédé pour obtenir des tissus constitués de fibres cellulosiques naturelles ou artificielles, défroissables à l'état mouillé |
Publications (1)
Publication Number | Publication Date |
---|---|
US3288554A true US3288554A (en) | 1966-11-29 |
Family
ID=4303513
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US281038A Expired - Lifetime US3288554A (en) | 1962-05-18 | 1963-05-16 | Method of treating a fabric formed from cellulose fibres to render said fabric drip-dry |
Country Status (8)
Country | Link |
---|---|
US (1) | US3288554A (en, 2012) |
BE (1) | BE632547A (en, 2012) |
CH (1) | CH379461A (en, 2012) |
DE (1) | DE1229979B (en, 2012) |
ES (1) | ES288107A1 (en, 2012) |
FR (1) | FR1362744A (en, 2012) |
GB (1) | GB1011123A (en, 2012) |
NL (1) | NL292382A (en, 2012) |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1070372B (de) * | 1959-12-03 | Henkel & Cie. G.m.b.H., Düsseldorf-Holthausen | Verfahren zum Härten von Epoxyalkylestergruppen mehrbasischer Carbonsäuren aufweisenden Verbindungen | |
NL198397A (en, 2012) * | 1954-06-28 | |||
BE585307A (en, 2012) * | 1958-12-05 | |||
AT218471B (de) * | 1959-06-22 | 1961-12-11 | Ciba Geigy | Verfahren zum Veredeln, insbesondere zum Knitterfrei- und Schrumpfechtmachen, von hydroxylierten Faserstoffen |
-
0
- NL NL292382D patent/NL292382A/xx unknown
- BE BE632547D patent/BE632547A/xx unknown
-
1962
- 1962-05-18 CH CH605662A patent/CH379461A/fr unknown
-
1963
- 1963-05-15 FR FR43643A patent/FR1362744A/fr not_active Expired
- 1963-05-16 GB GB19441/63A patent/GB1011123A/en not_active Expired
- 1963-05-16 US US281038A patent/US3288554A/en not_active Expired - Lifetime
- 1963-05-16 DE DEE24833A patent/DE1229979B/de active Pending
- 1963-05-17 ES ES288107A patent/ES288107A1/es not_active Expired
Non-Patent Citations (1)
Title |
---|
None * |
Also Published As
Publication number | Publication date |
---|---|
NL292382A (en, 2012) | |
ES288107A1 (es) | 1963-12-16 |
BE632547A (en, 2012) | |
CH605662A4 (en, 2012) | 1964-02-28 |
FR1362744A (fr) | 1964-06-05 |
GB1011123A (en) | 1965-11-24 |
DE1229979B (de) | 1966-12-08 |
CH379461A (fr) | 1964-08-31 |
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