US2072408A - Method of treating porous masses - Google Patents

Method of treating porous masses Download PDF

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US2072408A
US2072408A US755507A US75550734A US2072408A US 2072408 A US2072408 A US 2072408A US 755507 A US755507 A US 755507A US 75550734 A US75550734 A US 75550734A US 2072408 A US2072408 A US 2072408A
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hydrazine
dicarboxylamides
solution
formaldehyde
product
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US755507A
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Pollak Elly
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    • 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
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with carboxylic acid amides
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/29Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2913Rod, strand, filament or fiber
    • Y10T428/2933Coated or with bond, impregnation or core
    • Y10T428/2938Coating on discrete and individual rods, strands or filaments
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/4935Impregnated naturally solid product [e.g., leather, stone, etc.]
    • Y10T428/662Wood timber product [e.g., piling, post, veneer, etc.]
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2369Coating or impregnation improves elasticity, bendability, resiliency, flexibility, or shape retention of the fabric
    • Y10T442/2393Coating or impregnation provides crease-resistance or wash and wear characteristics
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T442/00Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
    • Y10T442/20Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
    • Y10T442/2762Coated or impregnated natural fiber fabric [e.g., cotton, wool, silk, linen, etc.]
    • Y10T442/277Coated or impregnated cellulosic fiber fabric
    • Y10T442/2828Coating or impregnation contains aldehyde or ketone condensation product

Definitions

  • solutlons are therefore particularly suitable for use in improving the quality of various porous messes such as paper, wood, felt, asbestos, and the like,
  • Masses-oi comparatively great thicmiess or bulk are impregnated in a manner known per se, for example in vacuo, with the artificial resin. solutions concerned, and then hardened, with or without the application of pressure, preferably at a temperature of 130 to lit (3'.
  • the masses thus obtained can be satisfactorily worked by niechanical methods, and 'mssess high insulating value.
  • Paper can be successfully impregnated or coated with the solution, if a plurality of such layers are superposed upo'necch other, and the composite body thus converted, with the application of heat and pressure, into at shaped piece or body Y of laminated structure.
  • a strip of paper coated on one side with the tie-tent d solution can he rlo enter ll,
  • the eilect of the dressing can be veried Within very Wide limits, ranging from herd stifieninc' to elastic finish. The latter of finish is particularly valuable for y purposes, since for eple in this manner cellulose ulcers can be improved so that theyocquire the some resistance to creasing and cmmpling as wool or natural sills.
  • the properties of the hydrazo resin such as resistance to we cut, softness,
  • the two resin solutions can he produced sew arstely, end applied to the fabric seperately or coniointly.
  • the resins or their intermediate products are produced in the textile bath or on the fibre itself, as for 7 example when hysine and tires, which may serve as starting materials for the production of the hydraso-dicarhomlamide, are caused to react directly with. the formaldehyde in the textile hath.
  • a fabric of cuprammonium silk is steeped in this solution, kneaded in the usual manner, spread out horizontally under tension, and finally hardened in a heated chamber at a temperature of 120 C. After soaping, a finished fabric is obtained which is resistant to creasing and crumpling and also resistant to the action of acids and alkalies.
  • Masses such as paper, wood, felt, asbestos, pressed compositions, and the like can also be treated with the same solution.
  • the products thereby obtained are more elastic than they would otherwise be, have useful insulating properties, and are likewise resistant to the action of acid and alkali.
  • Solution B Hydrazo dicarboxyl amide grams 32. 6 Formaldehyde do 65. 3 Water ccs- 88 Normal caustic soda solution -do 10 These ingredients are dissolved under a reflux condenser, and then neutralized with hydrochloric acid, cooled and filtered. Solution A is then mixed with Solution B and incorporated as described with porous masses such as paper, wood, iielt, asbestos, textile fibers, textile fabrics and the ke. I
  • a viscose crpe-de-chine is impregnated with a solution of 15 grams of hydrazo dicarboxyl amide, 85 grams of urea, 250 cos. of 40% formaldehyde, and 1 cc. of formic acid in 650 cos. of water, then wrung out, dried, and heated for a short time at 130" C. After boiling with soap, the fabric has a soft elastic finish.
  • a strong cotton fabric is impregnated in the same manner after mercerizing, although it is preferable to add 2% of .the sodium salt of a naphthalene sulfo acid condensated with formaldehyde referred to the weight of the fabric in the dry state. 1
  • a viscose crpe-de-chine is impregnated with a solutionof 10 grams of hydrazine hydrate, grams of thiourea, 250 cos. of 40% formaldehyde, and 2 cos. of formic acid in 650 cos. of water, and further treated in the manner described in example 3. After boiling with soap, the material is soft and elastic to the touch.
  • the process which comprises incorporating with porous material a solution of at least one product obtained by condensing formaldehyde in the presence of catalysts with a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and mono-thio derivatives of dicarboxylamides of hydrazine, and after the incorporation, hardening the condensation product by means of heat.
  • the process which comprises incorporating with porous material a solution containing formaldehyde, a catalyst, the starting materials for producing a substance selected from the group: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and monothio derivatives of dicarboxylamides of hydrazine, and subjecting the incorporated substances to the action of heat.
  • the process which comprises incorporating with porous material a solution containing formaldehyde, a catalyst, thiourea, the starting materials for producing a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and mono-thio derivatives of dicarboxylamides of hydrazine, and subjecting the incorporated substances to the action of heat.
  • a product comprising a porous product and incorporated hardened condensation product of formaldehyde and a dicarboxylamide of hydrazine.
  • a process for improving textile fibres and fabrics, more particularly of cotton and artificial silk consisting in treating the same with a solu' tion of a product obtained by condensing formaldehyde in the presence of catalysts with a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and monothio derivatives of dicarboxylamides of hydrazine, removing the surplus solution, drying the material, and hardening the condensation product by heating.
  • a product comprising a porous product and incorporated therewith at least one hardened condensation product of formaldehyde and a substance selected from the group consisting of: dicarboxylami les of hydrazine, substitution prodnets of dioarboxylamides of hydrazine, and monothe following: paper,
  • a product comprising a porous product, in-
  • the said colorless artificial resin being a condensation product of formaldehyde and at least one substance selected irom the group consisting of urea and thiourea.
  • the said porous product being a material selected from the following group consisting of: paper, wood, felt, asbestos.
  • a creaseprooi material comprising a textile matter selected from the group consisting oi:

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

its MAEQEQ Vi, doodle No Bree.- Aopllcutiv Novemmr to, wi l,
Serial No. vessel. ices i. rim ,5
'tion, highly elastic colorless masses result which are unusually ecid proof and highly resistant to the action oicaustlc alkali. The described solutlons are therefore particularly suitable for use in improving the quality of various porous messes such as paper, wood, felt, asbestos, and the like,
' and more particularly for use as a dressing medium in the treatment and finishing oi textile fibers and fabrics.
In place of these solutions, it is also possible to use mixtures thereof with other artificial resin solutions which are console oi hardening. This feature is of significance, not only tor the reason that the products derived from hye are somewhat expensive, but also because they are capable of imparting their valuable properties in a surprisingly high degree" to xed products, even when they are present in these mixed products in relatively small quantities. For ex ample, if resins obtained from urea or thiourea and formaldehyde be mixed with even slight proportions of solutions of the hydrsso resin, the particularly great adhesive resistance and elasticity-es well as the resistance to, the action of acid of the hydrezo resin will nevertheless be imcarted in a high degree to the mixture.
Masses-oi comparatively great thicmiess or bulk are impregnated in a manner known per se, for example in vacuo, with the artificial resin. solutions concerned, and then hardened, with or without the application of pressure, preferably at a temperature of 130 to lit (3'. The masses thus obtained can be satisfactorily worked by niechanical methods, and 'mssess high insulating value.
Paper can be successfully impregnated or coated with the solution, if a plurality of such layers are superposed upo'necch other, and the composite body thus converted, with the application of heat and pressure, into at shaped piece or body Y of laminated structure. A strip of paper coated on one side with the tie-tent d solution can he rlo enter ll,
(on. ellilt) wound under tension, and with slmultoneous heating, upon a mandrel in such a manner that a firm lapped tubing is obted'.
Porous, pulverulent, or finely fibrous meterieils,
such as cork meal,- asbestos, powdered wood, and the like, can be mixed with the solutions, after which the nasty mass thus obtained can be up plied to a, metallic or other substratum end there hardened by heat, with or without the application of pressure. Acid-proof coatings are obtained in this nner upon the substratum or other ioun datlon surface. Smell mica plates or flakes may also he held together with the aid oi the described artificial resin solutions, and then converted into is solld composition by the appliesproperties.
Falorics msy he irnprecnatecl with o hot or cold solution of the resin, then pressedin the usual manner, dried, stretched and finished. The eilect of the dressing can be veried Within very Wide limits, ranging from herd stifieninc' to elastic finish. The latter of finish is particularly valuable for y purposes, since for eple in this manner cellulose ulcers can be improved so that theyocquire the some resistance to creasing and cmmpling as wool or natural sills.
. If s fabric be impregnated with the described mixture of resins, the properties of the hydrazo resin, such as resistance to we cut, softness,
and resistance to the action of acid end ulkuli are nevertheless realized in a high degree in. the mixture oi the resins, even when the hydrate resin is added only in. a proportion of -20%. Particularly favorable results are obtained wit the use of hydrotropic wetting agents.
The two resin solutions can he produced sew arstely, end applied to the fabric seperately or coniointly. The textile fiorescan however also be brought directly into contest with a solution into which the starting materials of the resin or resins have been introduced, before the resin trying reoction has sterted. In this case the resins or their intermediate products are produced in the textile bath or on the fibre itself, as for 7 example when hysine and tires, which may serve as starting materials for the production of the hydraso-dicarhomlamide, are caused to react directly with. the formaldehyde in the textile hath. It is immeteriel to know in this connection whether the formaldehyde reacts only with the hy drazo-dicarboxyde evolved in the second stage of the reaction hen the starting materials, or whether it reacts also with the semiid tion oi pressure and heat. The materiel obtained 4 in this-manner has excellent electrical insulating carbazide evolved in the first stage of the reaction of urea and hydrazine. With this method of working particularly soft impregnations are obtained.
The production of these masses is effected, for example, as follows:
(1) 118 grams of hydrazo-dicarboxylamide are dissolved hot in 375 ccs. of formaldehyde of 40% strength (by volume), 50 cos. of normal caustic soda solution, and 500 ccs. of water. The solution is then cooled, filtered, andHCl added until the solution shows a weak acid reaction on Congo. The solution is then diluted with water up to a total volume of 1200 ccs.
A fabric of cuprammonium silk is steeped in this solution, kneaded in the usual manner, spread out horizontally under tension, and finally hardened in a heated chamber at a temperature of 120 C. After soaping, a finished fabric is obtained which is resistant to creasing and crumpling and also resistant to the action of acids and alkalies.
Masses such as paper, wood, felt, asbestos, pressed compositions, and the like can also be treated with the same solution. The products thereby obtained are more elastic than they would otherwise be, have useful insulating properties, and are likewise resistant to the action of acid and alkali.
(2) Two solutions are made up as follows:
B0110 acid 16 These ingredients are boiled under a refiux condenser until a sample does not become turpid on cooling.
Solution B Hydrazo dicarboxyl amide grams 32. 6 Formaldehyde do 65. 3 Water ccs- 88 Normal caustic soda solution -do 10 These ingredients are dissolved under a reflux condenser, and then neutralized with hydrochloric acid, cooled and filtered. Solution A is then mixed with Solution B and incorporated as described with porous masses such as paper, wood, iielt, asbestos, textile fibers, textile fabrics and the ke. I
(3) A viscose crpe-de-chine is impregnated with a solution of 15 grams of hydrazo dicarboxyl amide, 85 grams of urea, 250 cos. of 40% formaldehyde, and 1 cc. of formic acid in 650 cos. of water, then wrung out, dried, and heated for a short time at 130" C. After boiling with soap, the fabric has a soft elastic finish. I
A strong cotton fabric is impregnated in the same manner after mercerizing, although it is preferable to add 2% of .the sodium salt of a naphthalene sulfo acid condensated with formaldehyde referred to the weight of the fabric in the dry state. 1
(4) 15 grams of hydrazine hydrate, grams of urea. 250 ccs. of 40% formaldehyde, and 2 cos. of-caustic soda solution (36- Baum), are dissolved in 650 ccs. of water, and, after being left to'stand for some time, acidulated'with 3 cos. of formic acid. A viscose orpe-de-chine is impregnated with this solution and further treated as in Example '3. After boiling. with soap, an elastic firm finish is obtained.
(5) A viscose crpe-de-chine is impregnated with a solutionof 10 grams of hydrazine hydrate, grams of thiourea, 250 cos. of 40% formaldehyde, and 2 cos. of formic acid in 650 cos. of water, and further treated in the manner described in example 3. After boiling with soap, the material is soft and elastic to the touch.
I claim:-
1. The process which comprises incorporating with porous material a solution of at least one product obtained by condensing formaldehyde in the presence of catalysts with a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and mono-thio derivatives of dicarboxylamides of hydrazine, and after the incorporation, hardening the condensation product by means of heat.
2. The process claimed in claim 1 using a porous material selected from wood, felt, asbestos, textile fibres, and textile fabrics.
3. The process which comprises incorporating with porous material a solution containing formaldehyde, a catalyst, the starting materials for producing a substance selected from the group: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and monothio derivatives of dicarboxylamides of hydrazine, and subjecting the incorporated substances to the action of heat.
4. The process which comprises incorporating with porous material a solution containing formaldehyde, a'catalyst, urea, the starting materials for producing a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and mono-thio derivatives of dicarboxylamides of hydrazine, and subjecting'the incorporated substanoesto the action of heat.
5. The process which comprises incorporating with porous material a solution containing formaldehyde, a catalyst, thiourea, the starting materials for producing a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and mono-thio derivatives of dicarboxylamides of hydrazine, and subjecting the incorporated substances to the action of heat.
6. The process claimed in claim 3 using a porous material selected from the following: paper, wood, felt, asbestos, textile fabrics and textile fibres.
'7. A product comprising a porous product and incorporated hardened condensation product of formaldehyde and a dicarboxylamide of hydrazine.
8. A process for improving textile fibres and fabrics, more particularly of cotton and artificial silk, consisting in treating the same with a solu' tion of a product obtained by condensing formaldehyde in the presence of catalysts with a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution products of dicarboxylamides of hydrazine, and monothio derivatives of dicarboxylamides of hydrazine, removing the surplus solution, drying the material, and hardening the condensation product by heating.
9. A product comprising a porous product and incorporated therewith at least one hardened condensation product of formaldehyde and a substance selected from the group consisting of: dicarboxylami les of hydrazine, substitution prodnets of dioarboxylamides of hydrazine, and monothe following: paper,
thio derivatives of dicarboxylamides oi hydrazine.
10. A product comprising a porous product, in-
corporated therewith at least one'hardened conv densation product of formaldehyde and a substance selected from a group consisting oi: dicar- 'boxylamides of hydrazine, substitution products of dicarboxylamides oi. hydrazine, and monothio derivatives of dicarboxylamides of hydrazine, and v at least one other colorless hardened artificial resin admixed to the said condensation product 11. In a product as claimed in claim 10, the said colorless artificial resin being a condensation product of formaldehyde and at least one substance selected irom the group consisting of urea and thiourea.
i2. In a product as claimed in claim 9 the said porous product being a material selected from the following group consisting of: paper, wood, felt, asbestos. i
13. A creaseprooi material comprising a textile matter selected from the group consisting oi:
textile flbres and textile fabrics, and a thin him textile fibres and textile fabrics, and a thiniilm consisting of a mixture 0! at least one hardened condensation product of formaldehyde and a substance selected from the group consisting of: dicarboxylamides of hydrazine, substitution prodacts of dicarboxyla'mides of hydrazine, and monothio derivatives or dicarboxylamides oihydraaine, a of at least one other coiouriess hardened artificial resin, covering each individual iibre or the said textile matter, the interior 0! said fibres being left tree from the said mixture.
15. In the process which comprises incorporating with porous material a solution containing at least one product obtained/by condensing .tormaldehyde in the presence of catalysts with a substance selected from the sroup consisting of:
nets ofdicarboxylamides of hydrazine, and mono- I thio-derivatives of dicarboxylamidesot hydrazine,
and after the incorporation hardening the con- 'densation product by means 0! heat, the step of incorporating at least one other colourless artiil'-- cial resin to the said porous material at a time before hardening the said condensation product and hardening said other colourless artificial dicarboxylamides of hydrasinasubstitution prodi resin simuleouily with said condensation product.
16. m the time claimed in is the seal tional'colourless artificial resin being of the type.
obtained from formaldehyde and at least one of the substances selected iron the group consisting of: urea and thiorea.
17. In the process for improving textile fibres andiabrics, more particularly ior rendering cotton and artificial silk less liable to creasing-and crumpllng. consisting in treating the unhurt fibres and fabrics with a solution of a product obtained by condensing iormaidehyde in the presence of catalysts with a substance selected from the group 7 consisting oi: diearboxylamides of hydrazine, substitution products of dicarbomldes of hydrasine and monothio derivatives of dicarboxylamides of hydrazine, removing the surplus solution, drying the material, and hardening the condensation product by heating, the step oi addi to the said solution at least one other coioriew artificial resin d hardenins the same simultaneously with the MFORGD
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2689070A (en) * 1952-07-22 1954-09-14 Rock Hill Printing & Finishing Means and method for pleating cloth in web form
US4231975A (en) * 1979-09-27 1980-11-04 Peltier John W Evaporative cooler and liquid-gas contact pad therefor

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2689070A (en) * 1952-07-22 1954-09-14 Rock Hill Printing & Finishing Means and method for pleating cloth in web form
US4231975A (en) * 1979-09-27 1980-11-04 Peltier John W Evaporative cooler and liquid-gas contact pad therefor

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