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 PDF

Info

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
Application number
US281038A
Inventor
Bernardy Clarude Jean Marie
Piguet Alfred Robert
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.)
Laederich Ets
Original Assignee
Laederich Ets
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
Application filed by Laederich Ets filed Critical Laederich Ets
Application granted granted Critical
Publication of US3288554A publication Critical patent/US3288554A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/236Esters 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)

Description

United States Patent This invention relates to a method of treating fabrics formed from natural or artificial cellulose fibres, to render them drip-dry.
Various processes are already known for producing cellulose fabrics whose particular property is that they uncrease when immersed in water or any aqueous solution. The practical advantage of such fabrics is that they do not have to be ironed, since they can be taken out of water of the like and drip dried.
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 Belfast 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). Two different baths must therefore be use successively, and this of course is a disadvantage of this process. It is due to the fact that it is very difiicult to produce a single stable bath because of the rapid hydrolysis of chlorohydrin in the presence of concentrated alkali.
The other disadvantage of this process is that it is impossible to control the reaction between halohydrin and cellulose, and this leads to waste of the halohydrin derivative used. Finally, the results obtained are not satisfactory.
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.
-It will 'be seen that 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.
To avoid evaporation of the liquid contained in the fabric, 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.
To increase the stability of the emulsion or suspension still further, an emulsifying surface-active agent may be added. For the same purpose of stabilising the emulsion or suspension, 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.
Finally, 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.
In the particular case in which halohydrin acetate is used, at least one light hydrocarbon, such as hexane, may be successfully used as an inert agent so that the organic phase has a density equal to that of the aqueous phase initially. In addition, as the treatment progresses, the densities of the two phases can be kept as close as possible by controlling the evaporation of the hydrocarbon.
The method according to the invention has the following advantages:
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:
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.
This treatment gives the fabric permanent drip-dry properties. The mechanical strength loss of the fabric is negligible.
Example 2 Parts by weight 24% aqueous KOH solution 20 1,2-dichloroprop-anol-3 acetate 6 n-Butanol 0.5
3 The impregnated fabric squeezed with an 80% pickup is heated to 100 C. for 30 minutes in a saturated vapour atmosphere.
After washing and neutralisation, the drip-dry properties are similar to those in Example 1.
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.
2. The method set forth in claim 1 further including the step of heating said fabric to a temperature not exceed ing 200 C. to accelerate reaction of said liberated halohydri-n with said fabric.
3. The method set forth in claim 2 wherein said fabric is reeled and said method is carried out in an autoclave to minimise evaporation of liquid from said fabric.
4. The method set forth in claim 1 wherein said alkaline hydroxide is selected from the group consisting of sodium hydroxide, potassium hydroxide and lithium hydroxide.
5. The method set forth in claim 1 wherein said radical R is selected from the group consisting of acetyl, benzoyl and phosphoryl.
6. The method set forth in claim 1 wherein said halogen is selected from chlorine and bromine.
7. The method set forth in claim 1 wherein said aqueous emulsion further includes an emulsifying agent.
8. The method set forth in claim 1 wherein said aqueous emulsion further includes a thickening agent.
9. The method set forth in claim 8 wherein said thickening agent as a soluble derivative of cellulose.
10. The method set forth in claim 1 wherein said aqueous emulsion further includes a light hydrocarbon as an inert stabilising agent.
11. The method set forth in claim 10 wherein said light hydrocarbon is hexane.
No references cited.
NORMAN G. TORCHIN, Primary Examiner.
T. J. HERBERT, Assistant Examiner.

Claims (1)

1. A METHOD OF TREATING A FABRIC FORMED FROM CELLULOSE FIBERS TO RENDER SAID FABRIC DRIP-DRY, WHICH COMPRISES IMPREGNATING SAID FABRIC WITH AN AQUEOUS EMULSION CONTAINING AT LEAST ONE ALKALINE HYDROXIDE AND AT LEAST ONE HALOHYDRIN ESTER OF ONE OF THE TWO FOLLOWING FORMULAE:
US281038A 1962-05-18 1963-05-16 Method of treating a fabric formed from cellulose fibres to render said fabric drip-dry Expired - Lifetime US3288554A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH605662A CH379461A (en) 1962-05-18 1962-05-18 Process for obtaining fabrics made from natural or artificial cellulosic fibers, which can be smoothed out in the wet state

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)
BE (1) BE632547A (en)
CH (1) CH379461A (en)
DE (1) DE1229979B (en)
ES (1) ES288107A1 (en)
FR (1) FR1362744A (en)
GB (1) GB1011123A (en)
NL (1) NL292382A (en)

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1070372B (en) * 1959-12-03 Henkel & Cie. G.m.b.H., Düsseldorf-Holthausen Process for curing compounds containing epoxyalkyl ester groups of polybasic carboxylic acids
NL92390C (en) * 1954-06-28
BE585307A (en) * 1958-12-05
AT218471B (en) * 1959-06-22 1961-12-11 Ciba Geigy Process for finishing, in particular for making crease-free and shrink-proof, hydroxylated fiber materials

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
FR1362744A (en) 1964-06-05
CH605662A4 (en) 1964-02-28
NL292382A (en)
ES288107A1 (en) 1963-12-16
GB1011123A (en) 1965-11-24
BE632547A (en)
CH379461A (en) 1964-08-31
DE1229979B (en) 1966-12-08

Similar Documents

Publication Publication Date Title
CH605662A5 (en)
KR960001848B1 (en) Process for grafting a polymeric material by a fluorinated
US2739034A (en) Permonosulfuric acid and sulphite treatment of wool and resulting product
US3288554A (en) Method of treating a fabric formed from cellulose fibres to render said fabric drip-dry
US2107852A (en) Sizing fabric
US2521340A (en) Bleaching of cellulosic textiles
US3617197A (en) Improving the wrinkle resistance of cellulosic textiles
US2109295A (en) Textile fabric and process of making the same
US2036424A (en) Impregnation of cotton materials
US3212842A (en) Cellulose textile treatment with alkoxy or phenoxy ethyl sulfonium salts
US3542503A (en) Process for imparting wrinkle resistance and recovery properties to cotton stretch fabrics
DE1109135B (en) Textile finishing process
US2243682A (en) Cellulosic material
US2293844A (en) Process of treating textile fiber
US2278417A (en) Treatment of cellulosic material
US3867095A (en) Shrinkproofing of wool with cyclic acid anhydrides and zinc acetate
US2277174A (en) Process for producing water-repellent textile materials and product therefrom
US2926064A (en) Process for making wool resistant to felting and shrinking
DE1085492B (en) Process for improving the grip of organic fiber and film material (A)
US3480382A (en) Concomitantly cross-linking and imparting stretch characteristics to a cellulosic fabric
JPS6233348B2 (en)
US2278418A (en) Treatment of cellulosic material
US2545492A (en) Fabrics of a long chain amino-ethoxy cellulose and the method of making the same
JPS5930962A (en) Desizing, refining and bleaching of fiber product
US3163552A (en) Process for making fibrous material hydrophobic