CA1328088C - Method of modifying synthetic fibrous sheet to accept ink marking and printing thereof - Google Patents

Method of modifying synthetic fibrous sheet to accept ink marking and printing thereof

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Publication number
CA1328088C
CA1328088C CA000569854A CA569854A CA1328088C CA 1328088 C CA1328088 C CA 1328088C CA 000569854 A CA000569854 A CA 000569854A CA 569854 A CA569854 A CA 569854A CA 1328088 C CA1328088 C CA 1328088C
Authority
CA
Canada
Prior art keywords
percent
water
modifying
fibrous sheet
sheet material
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 - Fee Related
Application number
CA000569854A
Other languages
French (fr)
Inventor
Frank Peine Tise
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.)
Hercules LLC
Original Assignee
Hercules LLC
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 Hercules LLC filed Critical Hercules LLC
Application granted granted Critical
Publication of CA1328088C publication Critical patent/CA1328088C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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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
    • D06M10/00Physical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. ultrasonic, corona discharge, irradiation, electric currents, or magnetic fields; Physical treatment combined with treatment with chemical compounds or elements
    • D06M10/04Physical treatment combined with treatment with chemical compounds or elements
    • D06M10/08Organic compounds
    • D06M10/10Macromolecular compounds
    • 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
    • D06M15/01Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03Polysaccharides or derivatives thereof
    • 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
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • D06M15/21Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/327Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
    • D06M15/333Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
    • 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
    • D06M15/53Polyethers

Abstract

ABSTRACT OF THE DISCLOSURE
A method for modifying the surface of a synthetic fibrous sheet material comprises applying to its surface a water-soluble polymer that is photoinsolubilizable, has a molecular weight from about 10,000 to about 4,000,000, and is selected from the group consisting of polysaccharides and aliphatic derivatives of polysaccharides, polyvinyl alcohol, polyacrylic acid, pectin and polyethylene oxide, and optionally an abrasive material that is at least partially transparent to ultraviolet light, drying and curing by irradiation. The modified surface can be marked with ink pen and printing equipment. In a preferred embodiment silica is present in the applied composition.

Description

~ 3~8088 This invention relates to a method for modifying the ~urface of a synthetic fibrou~ sheet material by applying to the surface of the ~heet material a coating composition that accepts marking with pencil, ink pen, and printing equipment.
Sheet materials manufactured from fibers of synthetic polymers, ~uch as polyethylene and polypropylene fiber, are frequently used to replace paper in reusable mailing envelopes and similar stationary articles that require a high degree of resistance to wear. However, such wear-resistant paper re-10 placements ha~ been limited by the fact that such synthetic -~
papers are not receptive to being written on with lead pencil~
or ink pen~ or printed on with conventional printing media, apparently becau~e the~r ~urfaces tend to be slippery and hydrophobic and lack any chemical functionality that would tend to lnteract with inks and dyes used in writing and print-ing.
One attempt to deal with that problem is disclo~ed in U.S. Pat~nt No. 4,092,457, which describes a fibrous sheet material for improved off-~et printing, which i8 composed at least partly of polyolefin fibers in which a hydrophilic component such as polyvinyl alcohol has been incorporated by polymer blending or graft polymerization before the fibera are ~pun. The sheet material i8 treated with a water-soluble polymer, such as polyvinyl alcohol and polyacrylamide, as well a~ with an aqueous emul~ion of a high molecular weight polymer such as vinyl acetate. The coating composition iY then .
~ .

dried by heating. Treatment of the sheet material either with a water-soluble polymer alone or an aqueous-polymer emulsion alone does not achieve the effect contemplated by the patent.
It would be desirable to provide a method for modifying the surface of a synthetic fi~rous sheet material by applying to the sheet material a water-soluble coating composition that is curable by irradiation alone to form a water-insoluble surface coating that is more receptive to marking with ink pen and printing equipment.
According to the invention, a method for modifying the surface of a synthetic fibrous sheet material by applying to its surface à water-based coating composltion comprislng a water-~oluble polymer, is characterlzed in that the water-soluble polymer ls photolnsolubllizable, has a molecular welght from about 10~000 to about 4,000,000, and 18 selected from the group con~lstlng of polysaccharides and allphatlc derlvatives of poly~accharldes, polyvlnyl alcohol, polyacryllc acld, pectln and polyethylene oxlde and ln that the composltlon 18 applled, drled and cured by lrradlatlon for a tlme sufficient to form a water-ln~oluble coatlng that accepts marklng with ink pen and prlnting equlpment.
Another aspect of the inventlon provides a synthetlc flbrous sheet materlal that ha been coated wlth the composition deflned above and lrradiated, thereby rendering the surface able to accept marking wlth lnk pen and prlntlng equlpment.
Preferably the water-soluble polymer has a molecular welght from about 500,000 to about 2,000,000, and 1~ a hydroxy-"; ' .,:

~ 2 ~
- . :. .

~B~

3~8 0 8 8 alkylcellulose, such as hydroxyethyl or hydroxypropylcellulose, an ..
aminoethyl derivative of hydroxyethyl or hydroxypropylcellulose, a :~
hydrophobically modified hydroxyethyl or hydroxypropylcellulose, ~:
or carboxymethylcellulose. Most preferred are hydroxypropylcellulose, hydroxypropylcellulose modified with about from 1 percent to about 10 percent by weight aminoethyl groups, -and hydroxypropylcellulose modified with about from O.1 percent to ~:
about 2 percent by welght of a 16 carbon alkyl chain. :
Other suitable water-soluble polysaccharides include natural and æynthetic polymers such as Guar Gum and their aliphatlc derivatives such as carboxymethyl and hydroxypropyl modified Guar Gum, Agar, Gum Carrageenan, Gum Arabic, Gum ,1," ~,; . ' ,~

~ 3~808~

Ghatti, Gum Karaya, Gum Tragacanth, Locust Bean Gum, Xanthan Gum and pectin, all o~ molecular weight from about 20,000 to about 500,000, and preferably from about 80,000 to about 400,000. Other useful water-soluble polymers are polyvinyl alcohol, polyacrylic acid and polyethylene oxide, all of molecular weight from about 10,000 to about 2,000,000 and preferably from about 100,000 to about 1,000,000.
Generally, the higher the molecular weight of a given water-soluble polymer, the shorter the duration of curing treatment needed to effect an aqueous insoluble coating. For example, a coating composition comprising hydroxypropylcellu-lose of average molecular weight 1,000,000 requires only about 15 percent of the photo exposure needed for ~uch a compo~ition employing hydroxypropylcellulose of average molecular weight 60,000. Likewise, a coating composition employing polyacrylic acid of average molecular weight 4,000,000 provide~ acceptable aqueous-insoluble coatings; when such a composition employing polyacrylic acid of average molecular weight 300,000 is ir-radiated for the same amount of time and in the same manner an unacceptable coating is provided that is not water-insoluble.
Curing of the photoinsolubilizable coating compositions of this invention can be conventionally performed by ultra-violet light, electron beam or corona discharge treatment.
Exposure time can vary from about 0.5 seconds to about 5 minutes. Ths preferred exposure time can vary considerably, depending upon such parameters as the particular water-soluble compound employed in the photoinsolubilizable coating composi-tion, and the molecular weight of said water-soluble compound.
Other factors include method of curing and the amount and/or type of ultraviolet-transparent abrasive material used.
Preferably, in the method according to the invention the coating composition also comprises an ultraviolet-transparent abrasive material of particle size of less than about 0.05 mm (50 microns), which improves the ability to accept marking ~=

~ 3~808~ 22124-1707 ~
with ink pen, as opposed to printing with dyes. Any particulate abrasive material of the required particle size and having at least partial ultraviolet transparency is useful in the photoini~iolubilizable coating compositions of this invention.
Silica is the preferred abrasive material due in part to its hardness and excellent ultraviolet transparency properties. Other suitable abrasive materials are partlcles of glass, calcium carbonate, aluminum hydroxide, zinc oxlde, titanium dioxide, calclum carbonate and magneslum oxide.
The amount of water-soluble compound employed herein and the weight percent ratio of water-soluble compound to abrasive material can both vary depending on such parameters as the speciflc water-soluble compounds and abrasive substances employed, the particùlar synthetic flber-containing textile surface to be coated and further descrlbed below, the degree of ink pen, prlntlng or dye image receptivlty desired of the textile surface, and the speclfic end uses contemplated of the thus coated synthetic fiber-containing textile material.
Preferably, coatlng compositions according to the invention comprise from about 0.1 percent to about 5 percent by welght of the water-soluble polymer, and up to about 1 percent by weight of the abrasive material. More preferably, the coating compositions contain about 0.3 percent to about 2 percent by weight of the water-soluble polymer, and about 0.05 percent to about 0.5 percent by weight of the abrasive material.
Water is the vehicle in the photoinsolubilizable coating compositions of this inventlon, but surfact~nts or organlc .~ ~;

~ 328088 cosolvents, for example, acetone, may be employed as coating aids depending upon such end results contemplated as degree and thickness of coating.
Nonwoven and woven synthetic fiber-containing sheet materials are suitable substrates for the coating compositions 4a -' ''. '' t 328088 ~

' ':
of this invention. Preferred are spunbonded nonwoven fabrics comprising polyethylene or polypropylene fibers, such as are ~;~ commercially available from E. I. du Pont de Nemour~ as Tyvek~
f~ and Typar brands, respectively. Other exampleq of synthetic fiber-containing materials suitable a~ substrate~ for the coating compo~itions of this invention include woven or nonwoven materials made of polyolefins, and halogenated derivative~ of polyolefins, polyester, polyacetyl, polyamide, polyacrylate or methacrylate, and ~ilicone fibers.
The following examples more fully illustrate the pre-ferred embodiment~ of this invention.

Example 1 This example demonstrates a preferred coating composi-tion of this invention, and in particular, its unique photo-sensitive properties re~ponsible for providing syntheticfiber-containing textile materials with improved pencil and ink pen image receptivity.
A photoin~olubilizable coating composition is prepared by dispersing 0.25 grams (0.14 weight percent) a~orphous silica of a particle size of less than approximately 0.01 mm (10 microns), (Illinois Minerals IMSIL A-15), in a solution of 1.0 gram (0.56 weight percent) of hydroxypropylcellulose modified with 5 weight percent of aminoethyl groups (Hercules' Klucel- 6) in 139 milliliters of water and 55 milliliters of acetone.
A coupon of spunbonded polyethylene textile material (Du Pont's Tyvek) is then dipped in the above-described coating composition, dried for one hour at 60C in a forced air oven and exposed for 2 seconds to the irradiation from a microwave-fired, high pressure mercury lamp. The coupon is then washedfor one hour in a water/acetone mixture of weight percent ratio 76/24 to determine the resistance of the coating com-position to dissolution, and then for pencil and ink pen li adc ~

l 328088 image receptivity.
Writing on the photo exposed side of the coupon with a No. 2 graphite pencil and ordinary ink pen resulted in image quality comparable to that obtained on writing on a piece of ordinary writing paper. A ~imilarly prepared coupon, not expo~ed to irradiation, gave after washing approximately the same pencil and ink pen image non-receptivitiy a~ ob~erved on an untreated coupon.
' Example~ 2 to 4 Examples 2 to 4 further illustrate preferred embodiments of this invention.
In Example 2, 0.5 grams (0.1 weight percent) o~ IMSIL
A-15 amorphous silica is dispersed iA a solution of 2.0 grams (0.4 weight percent) hydroxypropylcellulose (Hercules' KlucelO H) in 500 milliliters of water.
A coupon of spunbonded polyethylene textile material i~
then coated in the above composition, photo exposed as in Example 1, with the exception that a 5-second exposure time i~ usod, and further wa~hed a~ ~et forth in Example 1. As in Example 1, pencil and ink pen image receptivity of the treated coupon are comparable to that obtained on writing on ordinary writing paper.
In Example 3, 0.15 gram~ (0.09 weight percent) of DMSIL
A-15 amorphous silica is dispersed in a solution of 0.6 gram~
(0.36 weight percent) of hydroxyethylcellulose having 0.55 weight percent modification with a 16-carbon chain (Hercules Incorporated WSP D-330~ in 125 milliliters of water and 51 milliliters of acetone. - -A ~punbonded polyethylene coupon is coated and treated --as in Example 1. As before, pencil and ink pen image recep-tivity i~ comparable to that obtained on writing on ordinary writing paper.
d~ k.

.' .;
. . ' : .., - .'. -' ..... . ... ..... . .

In Example 4, 0.5 grams (0.3 weight percent) of IMSIL
A-15 amorphous silica i8 dispersed in a solution of 2.0 gram (1.2 weight percent) modified hydroxypropylcellulose (contain-ing 0.3 weight percent of appended 16-carbon chains) in 125 milliliters of water and 51 milliliter~ of acetone.
A spunbonded polyethylene coupon is then treated as in Example 1, with the exception that a 30-second photo expocure is employed. Pencil and ink pen image receptivity of the thus treated coupon are comparable to that obtained on writ-ing on ordinary writing paper.

Example 5 This example further illustrates an embodiment of theinvention wherein a corona discharge source is employed, instead of an ultraviolet light, to produce a photoinsolubil-izable coating composition in accordance with this invention.
0.4 pounds (0.1 weight percent) of I~SIL A-15 amorphous silica is dispersed in a solution of 1.6 pounds (0.4 weight percent) hydroxypropylcellulose in 400 pounds of water.
A coupon of spunbonded polyethylene textile material i9 then coated with the above composition and dried for one hour in a 70C forced air oven, and then passed under a 200 watt corona treater at a rate of 70 feet/minute and at a distance of 1/16 inch from the source. The coupon i~ further washed for one hour in a mixture 176 milliliters of water and 76 milliliters of acetone then dried for one hour at 70C as described in the above examples. Pencil and ink pen image receptivity of the thus treated coupon is comparable to that obtained on writing on ordinary writing paper.

Example 6 This example further illustrates an embodiment of this invention wherein electron beam treatment, instead of ultra-violet light on corona discharge, is employed to produce a photoinsolubilizable coating compo~ition in accordance with this invention.
A coupon of spunbonded polyethylene i~ coated with the composition used in Example 5 and dried in a forced air oven for one hour at 75C, and then exposed to 0.5 megarads of 0.2 MEV electrons from a commercially available electron beam unit. The coupon is then washed in 200 milliliters of water for one hour followed by drying for one hour at 75C in a forced air oven. Pencil and ink pen image receptivity of the thus treated coupon is found to be comparable to that obtained on writing on ordinary writing paper, such as described in the above examples.
... . .
ExamPle ?
Thi8 example is further illustrative of an aspect of this invention wherein photoinsolubilizable coating composi-tion~ herein improve dye receptivity of synthetic fiber-containing textile materials.
A treated coupon of spunbonded polyethylene i8 prepared and photo exposed as illuatrated in Example 2 above, and is then stirred for 70 minutes at 67-C in a dye bath con3isting ~ of 12 grams of RIT brand tint and dye dissolved in 214 milli-:- liters of water. After removal from the bath and rinsing in water for 30 minutes, the coupon is found to have excellent dye retention. A control coupon that is dyed without any previous treatment shows esYentially no dye retention after washing as above described.
. .
* '' 7;alc-~nq~k , ' ~:-:.,, .

Claims (11)

1. A method for modifying the surface of a synthetic fibrous sheet material by applying to its surface a water-based coating composition comprising a water-soluble polymer, charac-terized in that the water-soluble polymer is photoinsolubilizable, has a molecular weight from about 10,000 to about 4,000,000, and is selected from the group consisting of polysaccharides and aliphatic derivatives of polysaccharides, polyvinylalcohol, polyacrylic acid, pectin and polyethylene oxide, and in that the composition is applied, dried and cured by irradiation for a time sufficient to form a water-insoluble coating that accepts marking with ink pen and printing equipment.
2. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 1 further characterized in that the polysaccharides and aliphatic derivatives of polysaccharides have a molecular weight from about 500,000 to about 2,000,000.
3. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 1 or 2, further characterized in that the water-soluble polymer is a hydroxyalkylcellulose or a modified hydroxyalkylcellulose.
4. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 1 further characterized in that the water-soluble polymer is hydroxypropylcellulose, hydroxypropylcellulose modified with from about 1 percent to about 10 percent by weight of aminoethyl groups, or hydroxypropyl-cellulose modified with from about 0.1 percent to about 2 percent by weight of a 16-carbon alkyl chain.
5. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 1 further characterized in that the water-soluble polymer is present in the coating composition in an amount from about 0.1 percent to about 5 percent by weight.
6. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 5 further characterized in that the water-soluble polymer is present in the coating composition in an amount from about 0.3 percent to about 2 percent by weight.
7. A method for modifying the surface of a synthetic fibrous sheet material as claimed in any one of claims 1 to 2 and 4 to 6 further characterized in that the coating composition also comprises an ultraviolet-transparent abrasive material of particle size of less than about 0.05 mm.
8. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 7 further characterized in that the abrasive compound is present in the coating composi-tion in an amount up to about 1 percent by weight.
9. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 8 further characterized in that the abrasive compound is present in the coating composi-tion in an amount of about 0.05 percent to about 0.5 percent by weight.
10. A method for modifying the surface of a synthetic fibrous sheet material as claimed in claim 8 or 9, further characterized in that the abrasive compound is silica.
11
CA000569854A 1987-07-23 1988-06-20 Method of modifying synthetic fibrous sheet to accept ink marking and printing thereof Expired - Fee Related CA1328088C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US7696887A 1987-07-23 1987-07-23
US07/076,968 1987-07-23

Publications (1)

Publication Number Publication Date
CA1328088C true CA1328088C (en) 1994-03-29

Family

ID=22135315

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000569854A Expired - Fee Related CA1328088C (en) 1987-07-23 1988-06-20 Method of modifying synthetic fibrous sheet to accept ink marking and printing thereof

Country Status (5)

Country Link
EP (1) EP0300370B1 (en)
JP (1) JPS6433277A (en)
CA (1) CA1328088C (en)
DE (1) DE3872082T2 (en)
NO (1) NO883125L (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0262234A (en) * 1988-08-29 1990-03-02 Komatsu Seiren Kk Ultraviolet reflecting cloth
JPH089832B2 (en) * 1990-05-24 1996-01-31 東レ株式会社 Polyester fiber coated cloth and method for producing the same
GB9508409D0 (en) * 1995-04-25 1995-06-14 Sinclair Animal & Household Ca House dust mite allergen control
US6380336B1 (en) 1998-03-24 2002-04-30 Nano-Tex, Llc Copolymers and oil-and water-repellent compositions containing them
CA2324949A1 (en) * 1998-03-24 1999-09-30 Avantgarb, Llc Modified textile and other materials and methods for their preparation
CN100506927C (en) 2005-03-21 2009-07-01 刘景春 Method for preparing nano-structural film with straggling effect for multiple substances and use thereof
KR101730475B1 (en) * 2016-07-08 2017-04-27 주식회사 만경 Environmentally friendly composition for coating on synthetic fabric and the manufacturing method of the same and coating method on the fabric using the same

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3878019A (en) * 1970-05-19 1975-04-15 Ici Ltd Process of producing spot bonded non-woven webs using ultra-violet radiation
US4092457A (en) * 1973-03-24 1978-05-30 Kanzaki Paper Manufacturing Co., Ltd. Method for the production of a synthetic fiber paper having an improved printability for offset printing and the product thereof
US4097646A (en) * 1974-08-22 1978-06-27 Copyer Co., Ltd. Electrostatic recording material having a dielectric copolymer coated layer
JPS6130258B2 (en) * 1974-12-27 1986-07-12 Canon Kk
DE2802135C3 (en) * 1978-01-19 1982-01-14 Felix Schoeller jr. GmbH & Co KG, 4500 Osnabrück Process for the production of an electrostatic recording material
JPH0651432B2 (en) * 1985-06-17 1994-07-06 花王株式会社 Method for producing plastic film for thermal transfer recording medium
US4764395A (en) * 1985-11-06 1988-08-16 Ciba-Geigy Corporation Process for finishing a textile fabric with a radiation crosslinkable compound

Also Published As

Publication number Publication date
EP0300370B1 (en) 1992-06-17
EP0300370A3 (en) 1990-02-07
DE3872082D1 (en) 1992-07-23
JPS6433277A (en) 1989-02-03
NO883125D0 (en) 1988-07-13
NO883125L (en) 1989-01-24
DE3872082T2 (en) 1992-12-03
EP0300370A2 (en) 1989-01-25

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