US3381310A - Permanently creased and pleated fabrics and process for producing same - Google Patents

Permanently creased and pleated fabrics and process for producing same Download PDF

Info

Publication number
US3381310A
US3381310A US388938A US38893864A US3381310A US 3381310 A US3381310 A US 3381310A US 388938 A US388938 A US 388938A US 38893864 A US38893864 A US 38893864A US 3381310 A US3381310 A US 3381310A
Authority
US
United States
Prior art keywords
fabric
garment
thermosetting resin
halides
impregnated
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
US388938A
Inventor
Giuliana C Tesoro
Paul H Egrie
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.)
JP Stevens and Co Inc
Original Assignee
JP Stevens and Co Inc
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
Priority to CH1126565D priority Critical patent/CH1126565D/xx
Application filed by JP Stevens and Co Inc filed Critical JP Stevens and Co Inc
Priority to US388938A priority patent/US3381310A/en
Priority to GB34124/65A priority patent/GB1077225A/en
Priority to DE19651469484 priority patent/DE1469484A1/en
Application granted granted Critical
Publication of US3381310A publication Critical patent/US3381310A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • 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
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24355—Continuous and nonuniform or irregular surface on layer or component [e.g., roofing, etc.]
    • Y10T428/24446—Wrinkled, creased, crinkled or creped
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24628—Nonplanar uniform thickness material
    • Y10T428/24669—Aligned or parallel nonplanarities
    • Y10T428/24686—Pleats or otherwise parallel adjacent folds

Definitions

  • the present invention relates to the treatment of cellulosic textile materials with polymerizable thermosetting resins and catalysts according to an improved method to produce stable, chemically treated textile materials that are particularly suitable and desirable for use in the manu facture of garments wherein creases and pleats are introduced and set in a permanent manner by subsequent processing.
  • the temperature in the oven for the curing step is sufiicient to complete the polymerization reaction of the polymerizable thermosetting resins and serves to insolubilize the contained resin in situ, and thus to set the pleats and/or creases in the desired configuration in the garment in a permanent manner.
  • Pleats and creases introduced into a garment in this manner are in general substantially unaffected by repeated launderings.
  • deferred or delayed curing In general, the foregoing sequence of operations for introducing permanent pleats and creases into a fabric is called deferred or delayed curing. Reference is made to US. Patent 2,974,432 where this process is described in further detail.
  • the efiiciency of the deferred curing processes to produce the desired results depends 'by and large on the stability of the polymerizable material. That is, in order for the deferred curing operation to produce its optimum results, it is necessary that the polymerizable material used for the impregnation of the fabric remain in an unreacted state in the presence of the catalyst throughout the entire period following the initial application of the resin up to the final insolubilization or curing reaction. Thus, while the impregnated fabric is stored, shipped and processed into the finished garments, there must be no opportunity for the resin to undergo further reaction. It is essential that the entire process avoid a premature reaction of the polymerizable material on the fabric prior to the final curing step.
  • thermosetting resins For practical purposes, for most of the thermosetting resins presently available commercially, it is necessary to carry out all the processing steps including fabric treatment to garment curing in the shortest possible time span. It is often desirable that this time span be as short as a few days in certain instances.
  • the garment making operation i.e. cutting, sewing, styling, etc. and including the subsequent curing operation is a distinct and separate industry from the fabric treatment industry.
  • one feature of the present invention resides in the addition of a selected inorganic or organic agent to the textile treating solution, which agent functions to absorb moisture and results in an improvement in avoiding premature reaction of the polymerizable material.
  • a further feature of the present invention resides in making permanently creased and pleated cellulosic garments, or portions or sections of such garments as, for example, a sleeve, a collar, a cuff, or a trouser leg, from cellulosic textile materials which have been impregnated with a polymerizable thermosetting resin, a catalyst and a selected inorganic or organic agent which imparts stability of the treated textile material and prevents the premature reaction or curing of the polymerizable resin on the textile material.
  • the stability to storage of cellulosic textile materials can be greatly improved by having present on the treated textile material a selected neutral or substantially neutral compound which may be organic or inorganic.
  • selected compounds which will be more fully described hereinafter, are particularly effective in avoiding reaction of the polymerizable thermosetting resins at moderate temperatures such as are normally encountered in shipping, storage and processing of the treated cellulosic textile materials.
  • permanently pleated and creased cellulosic garments can be obtained while avoiding the disadvantages and limitations inherent in the prior known processes.
  • a further advantage of the present invention resides in the fact that the selected compounds used in connection with the resin do not significantly alter the course of the reaction at elevated temperatures and hence do not in any way detract or diminish from the effectiveness of the overall delayed curing process. This is particularly important since the fabrics, finished garments or other articles of manufacture must be cured under elevated temperatures in commercial operation and it is desirable to avoid anything which would seriously deter or adversely affect the final curing step.
  • An additional advantage of the present invention is that the added materials do not have any appreciable effect on the properties of the fabric after curing and do not deleteriously modify or impair the product performance.
  • the inorganic and organic compounds employed according to the present invention function to absorb ambient water in the garment and fibers and inhibit premature reaction and polymerization of the polymerizable thermosetting resin which is present on the textile fabric. This result is acomplished without adversely affecting the fabric or final garment product.
  • one group of suitable agents are neutral and sub stantially or near neutral deliquescent inorganic salts including calcium halides, such as chlorides, bromides and iodides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides.
  • calcium halides such as chlorides, bromides and iodides
  • cobaltous halides manganous chloride
  • nickel halides nickel halides
  • nickel nitrate and strontium halides are preferred.
  • Weakly acidic deliquescent salts such as the halides of calcium and nickel can aslo be employed but the conditions for their use are somewhat more critical. However, strongly acidic deliquescent salts are to be avoided.
  • organic humectants which are preferred, can be used as the selected agent for obtaining the improvement described above.
  • organic humectants include glycerol and polyethylene glycols of the formula:
  • the methods of the present invention are carried out by including the selected inorganic or organic agent with the polymerizable thermosetting resins and catalyst in the treating solution for impregnation of the textile material.
  • the agent can be added to the aqueous solution used to pad the textile fabric.
  • the amount of additive employed can be varied within wide limits although, generally, amounts ranging from about 0.5% to about 20% by weight based on the weight of the treating solution can be used and amounts ranging from 1 to 5% are preferred.
  • thermosetting resins which are known in the art and which lack satisfactory storage stability in the presence of catalysts when employed in the deferred curing processes include but are not limited to urea formaldehyde resins, dimethylol ethylene urea, dimethylol alkyl triazone, dimethylol hexahydropyrimidone, hexamethoxymethyl melamine, dimethylol ethyl carbamate and dimethoxymethyl uron.
  • Catalysts employed in connection with the foregoing resin finishes are well known in the art and are generally acidic in nature. Included for example are non-volatile acids, magnesium chloride, zinc chloride, zinc nitrate, aluminum chloride, salts of Lewis acids; e.g. zinc fluoroborate and the like.
  • the fabrics or garments manufactured from them according to the conventional methods described above are stored or shipped prior to curing where the period or time duration between the initial impregnation and final curing is a relatively long period, it will be observed that the crease recovery of the fabric gradually increases as the storage period is prolonged.
  • the increase in crease recovery values means that there is a reaction going on at the temperature at which the treated fabric is stored.
  • the ability of the fabric or garments manufactured from them to retain pleats or creases imparted at a later date and set by curing is substantially reduced and the desirable crease retention properties are correspondingly impaired.
  • the fabrics treated in accordance with the present invention wherein selected additives are present on the treated textile exhibit a substantially improved stability in storage and the crease recovery of the fabric remains unchanged for many weeks and excellent crease or pleat retention properties can be obtained by curing the treated fabrics even after prolonged storage.
  • the increase in the crease recovery of treated fabrics prior to curing and the decrease in the crease or pleat retention ratings after curing in the creased or pleated configuration and washing are taken as measures of storage stability of cellulosic fabrics treated with catalyzed thermosetting resins and intended for use in deferred curing processes.
  • cellulosic textile material is intended to include cellulosic polymers such as cotton, regenerated cellulose, linen and the like in the form of fiber, yarn and fabric, for example. Moreover, blends of cellulosic with other natural or synthetic fibers are also encompassed by the above expression.
  • Solution A contained gms. of a 50% p hter f a p y y glycol (rrwlswlat DMMU aqueous solution and 13.5 gms. of 30% zinc ni- Welght were addedtrate solution;
  • Solution B contained 100 gms. of a 50% The performance results for this treated fabric, creased, 55 DMMU aqueous solution, 20 f 30% Zinc nitrate Cured and tested as Shown 111 Example were? and 20 gms.
  • a sample of each set was hand pleated pleat width), pressed to flatten the pleat and sharpen the crease, then cured at 325 F. for 3 minutes in a forced draft oven.
  • the pleated and cured samples were rated for crease and pleat retention after laundering and tumble drying.
  • a cellulosic textile fabric is impregnated with a polymerizable thermosetting resin and an acid catalyst for said polymerizable thermosetting resin, partially dried without reacting the polymerizable thermosetting resin, then cut and sewn into a garment or garment section according to any desired style and wherein the desired creases, folds, and pleats are introduced after completion of the garment or garment section and set by curing the completed article to insolubilize the resin
  • the improvement comprising having present on the fabric an effective amount of a substantially neutral deliquescent inorganic salt which is a member selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid a premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
  • EXAMPLE VII 2.
  • a solution containing gms. per liter of dimethylol ethylene urea and 5 gms. per liter of zinc nitrate hexahydrate (Solution A) to give awet pickup of 100%.
  • the samples were framed to the original dimensions and dried at 150-160 F.
  • a second set of samples was treated with the same solution as described above, except that 30 gms. per liter of a polyethylene glycol of average molecular weight 1000 were added (Solution B).
  • Solution B The crease recovery of the fabric was measured immediately, and at intervals thereafter, the samples being stored at 70 F. and RH during this period.
  • the present invention is thus a valuable improvement for textile manufacturers enabling a far greater flexibility in storage and inventory requirements thus per-mitcreased and pleated cellulosicgarments wherein a cellulosic textile fabric is impregnated with a polymerizable thermosetting resin and an acid catalyst for said thermosetting resin, partially dried without reacting the polymerizable thermosetting resin, then cut and sewn into a garment or garment section according to any desired style and wherein the desired creases, folds, and pleats are introduced after completion of the garment and set by curing the completed garment to insolubilize the resin, the improvement comprising having present in the fabric an effective amount of an organic humectant to thereby avoid a premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
  • a method for the production of permanently creased and pleated cellulosic garments which comprises the steps of impregnating a cellulosic fabric with a polymerizable thermosetting resin and a catalyst, partially drying the fabric without substantially reacting the thermosetting resin, cutting and sewing the fabric into a garment or garment section according to any style or configuration, introducing at least one crease or fold into the garment after the completion of the garment, and heating the garment to cure the completed garment thereby insolubilizing the resin and permanently setting the crease or fold in the garment, the improvement comprising having present in the fabric an effective amount of a substantially neutral inorganic deliquescent agent which is a member selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
  • a substantially neutral inorganic deliquescent agent which is a member selected from
  • a method for the production of permanently creased and pleated cellulosic garments which comprises the steps of impregnating a cellulosic fabric with a polymerizable thermosetting resin and a catalyst, partially drying the fabric without substantially reacting the thermosetting resin, cutting and sewing the fabric into a garmentor garment section according to any style or configuration, introducing at least one crease or fold into the garment after the completion of the garment, and heating the garment to cure the completed garment thereby insolubilizing the resin and permanently setting the crease or fold in the garment, the improvement comprising having present in the fabric an effective amount of an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
  • organic humectant is a polyethylene glycol represented by the structural formula:
  • n has a value of 1 to 50.
  • organic humectant is a polyethylene glycol with a molecular weight of about 600.
  • baltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
  • the improvement comprising having present on the fabric in an effective amount a substantially neutral deliquescent inorganic salt selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
  • a method for the production of cellulosic fabrics comprising the steps of impregnating the fabric with a treating solution containing a polymerizable thermosetting resin and a catalyst therefor, partially drying the fabric while avoiding substantial reaction of the polymerizable resin to produce a fabric which is suitable for the production of permanently creased, folded, or pleated cellulosic fabrics in subsequent steps wherein the fabric is subjected to a deferred curing reaction
  • the improvement comprising having present in the solution employed in the treatment of the fabric an effective amount of a substantially neutral deliquescent inorganic salt selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid permature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
  • a method for the production of cellulosic fabrics comprising the steps of impregnating the fabric with a treating solution containing a polymerizable thermosetting resin and a catalyst therefor, partially drying the fabric while avoiding substantial reaction of the polymerizable resin to produce a fabric which is suitable for the production of permanently creased, folded, or pleated cellulosic fabrics in subsequent steps wherein the fabric is subjected to a deferred curing reaction, the improvement comprising having present in the fabric anaeifective amount of an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
  • organic humectant is a polyethylene glycol represented by the structural formula:
  • ,n has a value of 1 to 50.
  • organic humectant is a polyethylene glycol with an average molecular weight of about 600.
  • organic humectant is a polyethylene glycol with an average molecular weight of about 1000.
  • the polymeriza'ble material is a member selected ffrom the group consisting of urea formaldehyde resins, dimethylol ethylene urea, dimethylol alkyl triazone, dimethylol hexahydropyrimidone, hexamethoxyme'thyl melamine, dimethylol ethyl carbamate, dimethoxymethyl uron.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

United States Patent 3,381,310 PERMANENTLY CREASED AND PLEATED FABRICS AND PROCESS FOR PRODUC- ING SAME Giuliana C. Tesoro, Dobbs Ferry, and Paul H. Egrie, New York, N.Y., assignors to J. P. Stevens & (10., Inc., New York, N.Y., a corporation of Delaware No Drawing. Filed Aug. 11, 1964, Ser. No. 388,938 23 Claims. (Cl. 2-243) The present invention relates to improved textile fabrics and improved methods of producing permanently creased and pleated fabrics and garments. More particularly, the present invention relates to the treatment of cellulosic textile materials with polymerizable thermosetting resins and catalysts according to an improved method to produce stable, chemically treated textile materials that are particularly suitable and desirable for use in the manu facture of garments wherein creases and pleats are introduced and set in a permanent manner by subsequent processing.
Many attempts have been made in the past to develop processes for producing garments containing permanent creases and pleats. One of these methods is described by Warnock, US. Patent 2,974,432, whereby fabric is first impregnated with a solution of a mixture of polymerizable thermosetting resins, an organic acid type catalyst, and additives such as softeners and deodorants. The fabric is then partially dried and thereafter cut and sewn into a garment according to the desired style and design configuration. After the garments have been completed, the desired crease and/or pleats are for-med in the garment according to the selected style and design. The garment is then placed in a garment setting oven for curing. The temperature in the oven for the curing step is sufiicient to complete the polymerization reaction of the polymerizable thermosetting resins and serves to insolubilize the contained resin in situ, and thus to set the pleats and/or creases in the desired configuration in the garment in a permanent manner. Pleats and creases introduced into a garment in this manner are in general substantially unaffected by repeated launderings. In general, the foregoing sequence of operations for introducing permanent pleats and creases into a fabric is called deferred or delayed curing. Reference is made to US. Patent 2,974,432 where this process is described in further detail.
In actual practice, the efiiciency of the deferred curing processes to produce the desired results depends 'by and large on the stability of the polymerizable material. That is, in order for the deferred curing operation to produce its optimum results, it is necessary that the polymerizable material used for the impregnation of the fabric remain in an unreacted state in the presence of the catalyst throughout the entire period following the initial application of the resin up to the final insolubilization or curing reaction. Thus, while the impregnated fabric is stored, shipped and processed into the finished garments, there must be no opportunity for the resin to undergo further reaction. It is essential that the entire process avoid a premature reaction of the polymerizable material on the fabric prior to the final curing step.
It is known in the art that the temperatures required to accelerate the polymerization and curing reaction of polymerizable thermosetting resins used for textile treatment is considerably above ambient temperature and that such reactions normally take place at elevated temperature. However, some reaction also takes place at moderate temperature and even at ambient temperature, particularly over a long period of time. Accordingly, since the fabrics treated with the polymerizable thermosetting resins ice and catalyst are frequently stored over a long period of time, the stability of such fabrics is severely limited, and this imposes considerable limitation on practicing processes such as described in U.S. 2,974,432 on a commercial scale.
For practical purposes, for most of the thermosetting resins presently available commercially, it is necessary to carry out all the processing steps including fabric treatment to garment curing in the shortest possible time span. It is often desirable that this time span be as short as a few days in certain instances. As a practical matter, the garment making operation; i.e. cutting, sewing, styling, etc. and including the subsequent curing operation is a distinct and separate industry from the fabric treatment industry. Generally, it is not feasible to carry out the operations outlined above beginning with the fabric impregnation to the final curing of the completed garment in a rapid sequence on a commercial scale. As a direct result of this a serious problem arises in connection with processes employed heretofore of effectively preventing the premature reaction of the resin deposited on the fabric While the resin impregnated fabric is stored, shipped or further processed.
Accordingly, it is an object of the present invention to provide an improved method for the production of permanently creased and pleated cellulosic fabrics which avoids the short-comings and disadvantages of prior known methods and compositions.
It is a further object of the present invention to improve the stability of cellulosic textile materials impregnated with polymerizable thermosetting resins and catalysts prior to the final curing and to avoid premature reaction of the polymerizable resin on the textile material.
It is a further object of the present invention to provide improved cellulosic fabrics impregnated with polymerizable thermosetting resins and catalyst which resist the premature polymerization of the resin during the intermediate stages prior to the final curing step.
In attaining the above objects, one feature of the present invention resides in the addition of a selected inorganic or organic agent to the textile treating solution, which agent functions to absorb moisture and results in an improvement in avoiding premature reaction of the polymerizable material.
It is a further feature of the present invention to have present on the chemically impregnated cellulosic textile material a selected inorganic or organic agent for effectively avoiding reaction of the polymerizable thermosetting resins at the moderate temperature normally encountered in the shipping, storage and processing of the fabric.
A further feature of the present invention resides in making permanently creased and pleated cellulosic garments, or portions or sections of such garments as, for example, a sleeve, a collar, a cuff, or a trouser leg, from cellulosic textile materials which have been impregnated with a polymerizable thermosetting resin, a catalyst and a selected inorganic or organic agent which imparts stability of the treated textile material and prevents the premature reaction or curing of the polymerizable resin on the textile material.
The above objects and features as well as other objects, features and advantages of the present invention will become apparent from the following detailed description thereof.
According to the present invention, the stability to storage of cellulosic textile materials, particularly cellulosic fabrics treated with various thermosetting resins known to be useful for textile treatments and catalysts for these thermosetting resins can be greatly improved by having present on the treated textile material a selected neutral or substantially neutral compound which may be organic or inorganic. These selected compounds, which will be more fully described hereinafter, are particularly effective in avoiding reaction of the polymerizable thermosetting resins at moderate temperatures such as are normally encountered in shipping, storage and processing of the treated cellulosic textile materials. As a result of the improvement of the present invention, permanently pleated and creased cellulosic garments can be obtained while avoiding the disadvantages and limitations inherent in the prior known processes.
A further advantage of the present invention resides in the fact that the selected compounds used in connection with the resin do not significantly alter the course of the reaction at elevated temperatures and hence do not in any way detract or diminish from the effectiveness of the overall delayed curing process. This is particularly important since the fabrics, finished garments or other articles of manufacture must be cured under elevated temperatures in commercial operation and it is desirable to avoid anything which would seriously deter or adversely affect the final curing step. An additional advantage of the present invention is that the added materials do not have any appreciable effect on the properties of the fabric after curing and do not deleteriously modify or impair the product performance.
The inorganic and organic compounds employed according to the present invention function to absorb ambient water in the garment and fibers and inhibit premature reaction and polymerization of the polymerizable thermosetting resin which is present on the textile fabric. This result is acomplished without adversely affecting the fabric or final garment product.
In accordance with one feature of the present invention, one group of suitable agents are neutral and sub stantially or near neutral deliquescent inorganic salts including calcium halides, such as chlorides, bromides and iodides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides. In general, the colorless, neutral deliquescent salts are preferred. Weakly acidic deliquescent salts such as the halides of calcium and nickel can aslo be employed but the conditions for their use are somewhat more critical. However, strongly acidic deliquescent salts are to be avoided.
In accordance with another feature of the invention, organic humectants, which are preferred, can be used as the selected agent for obtaining the improvement described above. Included as organic humectants are glycerol and polyethylene glycols of the formula:
HOCH CH (OCH CH OH in which n has a value of 1 to 50. Of these polyethylene glycols, those in which n is greater than 1 are most preferred, because of their low vapor pressure. I
In operation, the methods of the present invention are carried out by including the selected inorganic or organic agent with the polymerizable thermosetting resins and catalyst in the treating solution for impregnation of the textile material. For example, the agent can be added to the aqueous solution used to pad the textile fabric. The amount of additive employed can be varied within wide limits although, generally, amounts ranging from about 0.5% to about 20% by weight based on the weight of the treating solution can be used and amounts ranging from 1 to 5% are preferred.
The thermosetting resins which are known in the art and which lack satisfactory storage stability in the presence of catalysts when employed in the deferred curing processes include but are not limited to urea formaldehyde resins, dimethylol ethylene urea, dimethylol alkyl triazone, dimethylol hexahydropyrimidone, hexamethoxymethyl melamine, dimethylol ethyl carbamate and dimethoxymethyl uron.
Catalysts employed in connection with the foregoing resin finishes are well known in the art and are generally acidic in nature. Included for example are non-volatile acids, magnesium chloride, zinc chloride, zinc nitrate, aluminum chloride, salts of Lewis acids; e.g. zinc fluoroborate and the like.
In conventional operations when cellulosic fabrics are treated with the above resins and suitable catalysts, and partially dried without curing, their crease recovery values are essentially unchanged showing that very little or no crosslinking takes place. If the fabrics or garments manufactured from these treated textiles are then cured immediately or within a short period of time thereafter, crease recovery is greatly increased and creases and pleats can be set in a permanent manner as a result of the reaction taking place during the curing step. Such creases are termed by those skilled in the art as permanent creases and pleats and are retained after repeated launderings and washings.
On the other hand, if the fabrics or garments manufactured from them according to the conventional methods described above are stored or shipped prior to curing where the period or time duration between the initial impregnation and final curing is a relatively long period, it will be observed that the crease recovery of the fabric gradually increases as the storage period is prolonged. The increase in crease recovery values means that there is a reaction going on at the temperature at which the treated fabric is stored. As a result the ability of the fabric or garments manufactured from them to retain pleats or creases imparted at a later date and set by curing is substantially reduced and the desirable crease retention properties are correspondingly impaired.
The gradual increase in the crease recovery properties of a given fabric and with the corresponding decrease in the crease or pleat retention properties which can be assured by subsequently curing the textile material are evident even in a matter of hours when the impregnated fabrics are stored prior to curing at temperatures above to F. It will be readily apparent that this characteristic of impregnated textile materials is extremely disadvantageous since such temperatures are not uncommon in storage areas and in shipping vehicles during summer months. It is thus apparent that the treated fabrics intended to be used in a deferred curing process lose a considerable amount of their desirable properties and rapidly deteriorate under storage conditions.
By comparison the fabrics treated in accordance with the present invention wherein selected additives are present on the treated textile exhibit a substantially improved stability in storage and the crease recovery of the fabric remains unchanged for many weeks and excellent crease or pleat retention properties can be obtained by curing the treated fabrics even after prolonged storage.
In the examples which follow, the increase in the crease recovery of treated fabrics prior to curing and the decrease in the crease or pleat retention ratings after curing in the creased or pleated configuration and washing are taken as measures of storage stability of cellulosic fabrics treated with catalyzed thermosetting resins and intended for use in deferred curing processes.
As used herein, the expression cellulosic textile material is intended to include cellulosic polymers such as cotton, regenerated cellulose, linen and the like in the form of fiber, yarn and fabric, for example. Moreover, blends of cellulosic with other natural or synthetic fibers are also encompassed by the above expression.
The examples which follow are intended to be illustrative of the present invention and are not limiting thereof in any way.
The test methods employed to obtain the data reported in the examples are as follows:
Crease Recovery-AATCC Test 661959T, American Association of Textile Chemists and Colorists, Technical Manual 39 (1963), pp. B137-138.
Crease Retention Rating-American Dyestutf Reporter 52, pp. 421-422 (1963).
EXAMPLE I Samples of an 8.0 oz. sq. yd. 100% cotton twill were 6 EXAMPLE III Samples of an 8.0 oz./sq. yd. 100% cotton twill were processed as in Example I, except that the impregnating mixtures were: Solution A-an aqueous solution contain- 5 u l impregnated with an aqueous solution (Solution A) coni g g i g g g ggg taining 235 gms. of 50% aqueous solution of dimethylol y e u g o a 0 q ethyl carbamate, 84 gms. of 30% aqueous solution of of Zmc mtrate and 30% aqueous magnesium chloride and 11 gms. of a 30% aqueous emulemulsion of polyethylene i liter; Solunon B as above sion of polyethylene per liter. The impregnated fabric was i gf g g gs ag)fizz gfg gg Polyethylene glycol passed through rubber squeezerolls set to give a wet pickg 1 up of 60%. The samples were then framed to the original i gf g g 22 2 2; fabnc creased dimensions and dried in a forced draft oven at 150- p P 160 F.
A second set of samples was impregnated in the same 15 Crease Retention Ratings solution as described above, except that 33.5 gms. per Aging Amen Arte liter of a polyethylene glycol (average molecular weight ime L l r i derig g Lalll lrdelll%s 600) were added to it (Solution B). The fabric samples .55; 8 g igg 9 were then processed as above.
warp, presse 1T1 stan ar tI'OUSfiI' eg press an cure in I'W mpreglm e W} u F b Irn t d thS 1.13.20021 4.8-5.0 4.8-5.0
The other samples from each et were placed 111 an FabricImpregnatedwithSol.B. 4001113-. 4.8-5.0 4.8-5.0 oven at ll5-120 F. for 200 and 400 hours, simulating accelerated storage conditions. At the end of each period 25 EXAMPLE v of a in the fabric was creased ressed and cured as dei P Samples of an 8.0 oz./sq. yd. cotton twill were proc- All the creased and pressed samples were washed and essed as m ExamPle 14 except that the lmpfegnatmg tumble dried. The table below summarizes the performtures were! Solutlon Aan aqueous solution contalnmg ance results obtained 200 gms. of a 50% aqueous solutlon of dlmethylol ethylene urea, 40 gms. of a 30% aqueous solution of magne- Creflse Retention Ratings sium chloride and 11 gms. of a 30% aqueous emulsion of Aging Aft 1 Afte 5 polyethylene per liter; Solution B-as above, except that Time gfi giggg 33.5 gms. per liter of calcium chloride were added.
Drying Drying The performance results for this treated fabric, creased, Fabric Impregnated in Sol. A" N 0110...- 4. 5-5.0 4.8-5. 0 Cured and tgsted as per Example I were: Fabric Impregnated in Sol. B- do 4.8-5.0 4.8-5.0 Fabric Impregnated in Sol. A- 200 hrs 3. 5-4.0 3. 0-3. 5 Fabric Impregneted in S01. B. 200 hrs 4.8-5.0 4. 5-5. 0 Crease Retention Ratings Fabric Impregnated in Sol. A- 400 hrs 3.0-3. 5 2. 5-3. 0 Fabric impregnated in $01. B- 400 hrs 4 8-5.0 4.8-5.0 Agmg After 1 After 5 Time Laundering Launderings It is apparent that samples treated with Solution B still gggg g h g maintained their excellent properties after aging at 115 F b m d hs 1 A N 4 a rie preg'nate wit 0 one-.- 5-4.8 4. 5-4.8 s r a es aar--oa----- as; are
a 1'10 pregna e '1 O. !'S EXAMPLE H o 122e- 8 P10 re ae W1 0. TS
Samples of an q- Y 100% cottQn twlll Fabriclmgreg r iatedwith SoLB- 400hrs-- 4.0-4.3 4. 0-4.3 processed as in Example I except that the impregnating mixtures were: Solution A--an aqueous solution containing 200 gms. of a aqueous solution of N,N' dimeth- EXAMPLE V Y f Bron, 40 of a 30% aqueous solutfon of 50 x 80 cotton print cloth fabric samples were impregzmc nitrate and ll gms. of a 30% aqueous emulsion of mated with aqueous solutions f dimethoxy methyl Polyethylene P mar; Solutlon above, except that uron (DMMU): Solution A contained gms. of a 50% p hter f a p y y glycol (rrwlswlat DMMU aqueous solution and 13.5 gms. of 30% zinc ni- Welght were addedtrate solution; Solution B contained 100 gms. of a 50% The performance results for this treated fabric, creased, 55 DMMU aqueous solution, 20 f 30% Zinc nitrate Cured and tested as Shown 111 Example were? and 20 gms. glycerine. The impregnated samples were Crease Retention mm 5 passed through rubber squeeze rolls set to give a wet pickg up of 100%. The samples were then framed and dried in fig: fi gg 33 2 8 a forced draft oven at 160 F.
and Tqmble and Tqmbie 60 A sample from each of the sets was cured in a forced D y Drylng draft oven at 325 F. for 5 minutes. The other samples Fabricllnnapregnategwitllll go ng. N nom a ealcllggt lwere plzcedhin aniovfen ath115-l20fF. for b c p s t wit e an ours. t t e en 0 eac period 0 aging n 538 ,52 i 213 $218 the fabric was cured as described above. All the samples Fabric Impregnatedwith $01. were tested for dry crease recovery before and after the 6o Fabriclmpregnated wlth S01.B 400hrs 4 8 5.0 4.8 5.0 curmg step.
Dry Crease Recovery Crease Re- Angle covery Jump, Aging Time Due to Curing Before After Degrees Curing, Curing, Degrees Degrees Fabric Impregnated with Sol. A None 186 278 92 Fabric impregnated with Sol. B- d 179 274 95 Fabric Impregnated with Sol. A- 200 215 272 57 Fabric Impregnated with Sol. 3.... 200 hrs 181 270 89 Fabric Impregnated with Sol. A.... 400 his... 240 275 35 Fabric Impregnated with Sol. 3.... 400 hrs.. 278 88 7 EXAMPLE v1 100% rayon challis samples were impregnated with aqueous solutions of dimethylol ethylene urea (DMEU), Solution A contained 100 gms. of a 50% DMEU and gms. of a aqueous solution of magnesium chloride and 7 gms. of a 30% aqueous emulsion of polyethylene per liter. Solution B, as above, except that 17 gms. per liter of a polyethylene glycol (molecular weight 600) were added. The impregnated samples were passed through rubber squeeze rollers to give a wet pickup of 120%. The samples were then framed and dried in a forced draft oven at 150-160 F.
A sample of each set was hand pleated pleat width), pressed to flatten the pleat and sharpen the crease, then cured at 325 F. for 3 minutes in a forced draft oven.
The other samples from each set were placed in an oven at 115120 F. for 150 hours and 300 hours. At the end of each period of aging, the fabric was hand pleated pleat width), pressed to flatten the pleat, sharpen the crease, then cured at 340 F. for 3 minutes in a forced draft oven.
The pleated and cured samples were rated for crease and pleat retention after laundering and tumble drying.
ting a more satisfactory and desirable commercial operation and which avoids the disadvantages and deleterious effects which have been exhibited in the prior methods of deferred curing.
What is claimed is:
1. In a method for the production of permanently creased and pleated cellulosic garments wherein a cellulosic textile fabric is impregnated with a polymerizable thermosetting resin and an acid catalyst for said polymerizable thermosetting resin, partially dried without reacting the polymerizable thermosetting resin, then cut and sewn into a garment or garment section according to any desired style and wherein the desired creases, folds, and pleats are introduced after completion of the garment or garment section and set by curing the completed article to insolubilize the resin, the improvement comprising having present on the fabric an effective amount of a substantially neutral deliquescent inorganic salt which is a member selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid a premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
Cr. Rat. Ratings Pleat Retention Aging Time 1 Lndg 5 Lndgs. l Lndg. 5 Lndgs. Tum. Dry Tum. Dry Tum. Dry Tum. Dry
Fabric Impregnated with Sol. A None 5. 0 4.5-4.8 Excellent- Excellent. Fabric impregnated with Sol. B ..do 5. 0 4. 5-4. 8 ....do 0. Fabric Impregnated with Sol. A. 150 hrs.. 4.0 4.0 Good Fair-Good. Fabric Impregnated with Sol. B.- 150 hrs-- 4. 8-5.0 4. 5-4. 8 Good-Exe Good-Exc. Fabric Impregnated with Sol. A-... 300 hrs... 3. 0-3. 5 2. 5-3. 0 Fair Poor-Fair. Fabric Impregnated with Sol. B.... 300 hrs.- 4. 5 4. 0-4. 5 Excellent Excellent.
EXAMPLE VII 2. In a method for the production of permanently Samples of 80 x 80 cotton print cloth were treated with a solution containing gms. per liter of dimethylol ethylene urea and 5 gms. per liter of zinc nitrate hexahydrate (Solution A) to give awet pickup of 100%. The samples were framed to the original dimensions and dried at 150-160 F. A second set of samples was treated with the same solution as described above, except that 30 gms. per liter of a polyethylene glycol of average molecular weight 1000 were added (Solution B). The crease recovery of the fabric was measured immediately, and at intervals thereafter, the samples being stored at 70 F. and RH during this period.
The following crease recovery (W-i-F) results were obtained.
The foregoing examples show the striking advantage afforded by the present invention wherein the stability of cellulosic textile materials impregnated with polymerizable materials and catalyst can be enormously increased so that the treated fabrics can be stored over a prolonged period of time and then shipped to the garment manufacturer who then cuts and sews the fabric to make the garment following any desired style and design configuration and after the garment is completed, imparts the creases and/or pleats as indicated by the styling desired and then sets the creases and pleats by heating the garment to cure and thus insolubilize the resin on the fabric. The crease and pleat retention properties obtained according to the methods of the present invention are outstanding and compare favorably with those obtained by immediately curing the impregnated cellulosic fabrics without storing them. The present invention is thus a valuable improvement for textile manufacturers enabling a far greater flexibility in storage and inventory requirements thus per-mitcreased and pleated cellulosicgarments wherein a cellulosic textile fabric is impregnated with a polymerizable thermosetting resin and an acid catalyst for said thermosetting resin, partially dried without reacting the polymerizable thermosetting resin, then cut and sewn into a garment or garment section according to any desired style and wherein the desired creases, folds, and pleats are introduced after completion of the garment and set by curing the completed garment to insolubilize the resin, the improvement comprising having present in the fabric an effective amount of an organic humectant to thereby avoid a premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step. I
3. In a method for the production of permanently creased and pleated cellulosic garments which comprises the steps of impregnating a cellulosic fabric with a polymerizable thermosetting resin and a catalyst, partially drying the fabric without substantially reacting the thermosetting resin, cutting and sewing the fabric into a garment or garment section according to any style or configuration, introducing at least one crease or fold into the garment after the completion of the garment, and heating the garment to cure the completed garment thereby insolubilizing the resin and permanently setting the crease or fold in the garment, the improvement comprising having present in the fabric an effective amount of a substantially neutral inorganic deliquescent agent which is a member selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
4. In a method for the production of permanently creased and pleated cellulosic garments which comprises the steps of impregnating a cellulosic fabric with a polymerizable thermosetting resin and a catalyst, partially drying the fabric without substantially reacting the thermosetting resin, cutting and sewing the fabric into a garmentor garment section according to any style or configuration, introducing at least one crease or fold into the garment after the completion of the garment, and heating the garment to cure the completed garment thereby insolubilizing the resin and permanently setting the crease or fold in the garment, the improvement comprising having present in the fabric an effective amount of an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
5. In the method as set forth in claim 1 wherein the inorganic salt is calcium chloride.
6. In the method as set forth in claim 2 wherein the organic humectant is glycerol.
7. In the method as set forth in claim 2 wherein the organic humectant is a polyethylene glycol represented by the structural formula:
in which n has a value of 1 to 50.
8. In the method as set forth in claim 2 wherein the organic humectant is a polyethylene glycol with a molecular weight of about 600.
9. In the method as set forth in claim 2 wherein the polyethylene glycol has a molecular weight of about 1000.
10. A cellulosic textile fabric impregnated with a polymerizable thermosetting resin, a catalyst for the polymerizable thermosetting resin and a substantially neutral deliquescent inorganic salt which is a member selected from the group consisting of calcium halides, co-
baltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
11. A cellulosic textile fabric impregnated with a polymerizable thermosetting resin, a catalyst for the polymerizable thermosetting resin and an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the textile fabric prior to the final curing step.
12. In a method for the production of cellulosic fabrics which are suitable for use in making permanently creased and pleated garments and wherein the fabric is impregnated with a polymerizable thermosetting resin and a catalyst and thereafter partially dried Without substantial reaction of the polymerizable resin and which fabric is then suitable for shipping and storage and processing by the manufacturer of the garment, the improvement comprising having present on the fabric in an effective amount a substantially neutral deliquescent inorganic salt selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
13. Ina method for the production of cellulosic fabrics which are suitable for use in making permanently creased and pleated garments and wherein the fabric is impregnated with a polymerizable thermosetting resin and a catalyst and thereafter partially dried without substantial reaction of the polymerizable resin and which fabric is then suitable for shipping and storage and processing by the manufacturer of the garment, the improvement comprising having present in the fabric an effective amount of an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
14. In a method for the production of cellulosic fabrics comprising the steps of impregnating the fabric with a treating solution containing a polymerizable thermosetting resin and a catalyst therefor, partially drying the fabric while avoiding substantial reaction of the polymerizable resin to produce a fabric which is suitable for the production of permanently creased, folded, or pleated cellulosic fabrics in subsequent steps wherein the fabric is subjected to a deferred curing reaction, the improvement comprising having present in the solution employed in the treatment of the fabric an effective amount of a substantially neutral deliquescent inorganic salt selected from the group consisting of calcium halides, cobaltous halides, manganous chloride, nickel halides, nickel nitrate and strontium halides to thereby avoid permature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
15. In a method for the production of cellulosic fabrics comprising the steps of impregnating the fabric with a treating solution containing a polymerizable thermosetting resin and a catalyst therefor, partially drying the fabric while avoiding substantial reaction of the polymerizable resin to produce a fabric which is suitable for the production of permanently creased, folded, or pleated cellulosic fabrics in subsequent steps wherein the fabric is subjected to a deferred curing reaction, the improvement comprising having present in the fabric anaeifective amount of an organic humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
16. In the method as defined in claim 15 wherein the organic humectant is glycerol.
17. In the method as defined in claim 15 wherein the organic humectant is a polyethylene glycol represented by the structural formula:
HO CH CH (OCH CH ),,OH
in which ,n has a value of 1 to 50.
18. In the method as defined in claim 15 wherein the organic humectant is a polyethylene glycol with an average molecular weight of about 600.
19. In the method as defined in claim 15 wherein the organic humectant is a polyethylene glycol with an average molecular weight of about 1000.
20. In the method of claim 1 wherein the polymeriza'ble material is a member selected ffrom the group consisting of urea formaldehyde resins, dimethylol ethylene urea, dimethylol alkyl triazone, dimethylol hexahydropyrimidone, hexamethoxyme'thyl melamine, dimethylol ethyl carbamate, dimethoxymethyl uron.
21. In the method of claim 1 wherein the textile material is a cotton fabric.
22. In the method of claim 2 wherein the textile material is a cotton fabric.
23. In a method for the production of permanently creased and pleated cellulosic garments wherein a cellulosic textile fabric is impregnated with a polymerizable thermosetting resin and an acid catalyst for said polymerizable thermosetting resin, partially dried without reacting the polymerizable thermosetting resin, then cut and sewn into a garment or garment section according to any desired style and wherein the desired creases, folds, and pleats are introduced after completion of the garment and set by curing the completed garment to insolubilize the resin, the improvement comprising having present in the fabric an effective amount of a humectant to thereby avoid premature reaction of the polymerizable thermosetting resin on the fabric prior to the final curing step.
References Cited UNITED STATES PATENTS 2,142,623 1/l939 Whinfield l 17l39.4 2,731,364 1/1956 Reibnitz et a1. ll7l39.4 X 2,826,514 3/1958 Schroeder ll7l39.4 2,864,723 12/1958 Fluck et al ll7l39.4 X 2,950,553 8/1960 Hurwitz ll7l39.4 X 2,974,432 3/1961 Warnock et al. ll7l39.4 X
WILLIAM D. MARTIN, Primary Examiner. T. G. DAVIS, Assistant Examiner.

Claims (1)

1. IN A METHOD FOR THE PRODUCTION OF PERMANENTLY CREASED AND PLEATED CELLULOSIC GARMENTS WHEREIN A CELLULOSIC TEXTILE FABRIC IS IMPREGNATED WITH A POLYMERIZABLE THERMOSETTING RESIN AND AN ACID CATALYST FOR SAID POLYMERIZABLE THERMOSETTING RESIN, PARTIALLY DRIED WITHOUT REACTING THE POLYMERIZABLE THERMOSETTING RESIN, THEN CUT AND SEWN INTO A GARMENT OR GARMENT SECTION ACCORDING TO ANY DESIRED STYLE AND WHEREIN THE DESIRED CREASES, FOLDS, AND PLEATS ARE INTRODUCED AFTER COMPLETION OF THE GARMENT OR GARMENT SECTION AND SET BY CURING THE COMPLETED ARTICLE TO INSOLUBILIZE THE RESIN; THE IMPROVEMENT COMPRISING HAVING PRESENT ON THE FABRIC AN EFFECTIVE AMOUNT OF A SUBSTANTIALLY NEUTRAL DELIQUESCENT INORGANIC SALT WHICH IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF CALCIUM HALIDES, COBALTOUS HALIDES, MANGANOUS CHLORIDE, NICKEL HALIDES, NICKEL NITRATE AND STRONTIUM HALIDES TO THEREBY AVOID A PREMATURE REACTION OF THE POLYMERIZABLE THERMOSETTING RESIN ON THE TEXTILE FABRIC PRIOR TO THE FINAL CURING STEP.
US388938A 1964-08-11 1964-08-11 Permanently creased and pleated fabrics and process for producing same Expired - Lifetime US3381310A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CH1126565D CH1126565D (en) 1964-08-11
US388938A US3381310A (en) 1964-08-11 1964-08-11 Permanently creased and pleated fabrics and process for producing same
GB34124/65A GB1077225A (en) 1964-08-11 1965-08-10 Improvements in the production of cellulosic textile materials having permanent deformation
DE19651469484 DE1469484A1 (en) 1964-08-11 1965-08-11 Permanently folded and pinched fabrics and methods of making them

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US388938A US3381310A (en) 1964-08-11 1964-08-11 Permanently creased and pleated fabrics and process for producing same

Publications (1)

Publication Number Publication Date
US3381310A true US3381310A (en) 1968-05-07

Family

ID=23536156

Family Applications (1)

Application Number Title Priority Date Filing Date
US388938A Expired - Lifetime US3381310A (en) 1964-08-11 1964-08-11 Permanently creased and pleated fabrics and process for producing same

Country Status (4)

Country Link
US (1) US3381310A (en)
CH (1) CH1126565D (en)
DE (1) DE1469484A1 (en)
GB (1) GB1077225A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3497471A (en) * 1967-12-06 1970-02-24 Millmaster Onyx Corp Process of making permanent-press fabrics and garments
US3707692A (en) * 1969-03-10 1972-12-26 Mc Graw Edison Co Method of treating cellulosic material to improve the usefulness thereof as an insulator in electrical apparatus
US4444238A (en) * 1982-06-09 1984-04-24 Leopold Adler Insect protection for openings of buildings

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2142623A (en) * 1935-11-08 1939-01-03 Calico Printers Ass Ltd Process for the treatment of textile materials
US2731364A (en) * 1951-08-18 1956-01-17 Basf Ag Process for improving cellulose textile materials and product thereof
US2826514A (en) * 1955-11-17 1958-03-11 Shell Dev Treatment of textile materials and composition therefor
US2864723A (en) * 1956-08-23 1958-12-16 American Cyanamid Co Acid resistant cellulosic material and process for producing same
US2950553A (en) * 1957-01-16 1960-08-30 Rohm & Haas Method of producing wrinkle resistant garments and other manufactured articles of cotton-containing fabrics
US2974432A (en) * 1956-02-20 1961-03-14 Koret Of California Press-free crease retained garments and method of manufacture thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2142623A (en) * 1935-11-08 1939-01-03 Calico Printers Ass Ltd Process for the treatment of textile materials
US2731364A (en) * 1951-08-18 1956-01-17 Basf Ag Process for improving cellulose textile materials and product thereof
US2826514A (en) * 1955-11-17 1958-03-11 Shell Dev Treatment of textile materials and composition therefor
US2974432A (en) * 1956-02-20 1961-03-14 Koret Of California Press-free crease retained garments and method of manufacture thereof
US2864723A (en) * 1956-08-23 1958-12-16 American Cyanamid Co Acid resistant cellulosic material and process for producing same
US2950553A (en) * 1957-01-16 1960-08-30 Rohm & Haas Method of producing wrinkle resistant garments and other manufactured articles of cotton-containing fabrics

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3497471A (en) * 1967-12-06 1970-02-24 Millmaster Onyx Corp Process of making permanent-press fabrics and garments
US3707692A (en) * 1969-03-10 1972-12-26 Mc Graw Edison Co Method of treating cellulosic material to improve the usefulness thereof as an insulator in electrical apparatus
US4444238A (en) * 1982-06-09 1984-04-24 Leopold Adler Insect protection for openings of buildings

Also Published As

Publication number Publication date
DE1469484A1 (en) 1969-03-27
CH1126565D (en)
GB1077225A (en) 1967-07-26

Similar Documents

Publication Publication Date Title
US4472167A (en) Mild-cure formaldehyde-free durable-press finishing of cotton textiles with glyoxal and glycols
US3183054A (en) Aldehyde condensation products and their use in treating fibrous materials
US3852829A (en) Composition and method for producing wrinkle-free permanently pressed cellulosic textile materials
US2826514A (en) Treatment of textile materials and composition therefor
US2412832A (en) Textile material and method of preparing it
US2846337A (en) Magnesium chloride catalyst for modified urea resins
US3458869A (en) Method of producing press-free garments and products thereof
US3420696A (en) Aldehyde fixation on polymeric material
US3768969A (en) Sensitized textiles with decreased formaldehyde odor
US3434794A (en) Delayed cure of cellulosic articles
US3113826A (en) Method of modifying cellulose with formaldehyde using lewis acid catalysts, solutions for use in such method, and products thereof
US3079279A (en) Blends of imidazolidinones and aminoplasts and method for finishing cellulose containing textile material
US3627556A (en) Durable press finish for wool/cellulosic fabrics (melamine/dihydroxy-imidazolidinone resins)
US3181927A (en) Process of wet and dry wrinkleproofing cellulose fabric with an aminoplast resin and zinc chloride
US3189404A (en) Treatment of cellulosic fibre fabrics
US3043719A (en) Process for applying crease resistant finishes to cellulosic fabrics and products thereof
US3723058A (en) Removal of free formaldehyde from solutions of methylolated carbamatefinishing agents and textiles treated therewith
DE2249272B2 (en) PROCESS FOR CURVE FREE OF TEXTILES CONTAINING CELLULOSE
US3811210A (en) Mild cure finishing process incorporating improved catalyst systems to produce wrinkle resistant, durably pressed and creased cellulosic textile products
US3859124A (en) Durable fire retardant textile materials by anhydrous solvent finishing process
US3909861A (en) Aluminum chlorhydroxide catalyst systems for treatments to give wrinkle resistant textiles
US3503145A (en) Deferred curing process for textile fabrics
US3443987A (en) Process for treating fibrous material with aldehyde condensation products and the resulting material
US3660009A (en) Method of manufacturing ready-to-wear crease-resistive garments
US2953481A (en) Process for wrinkle-and creaseproofing of textiles