EP0300370B1 - Method for coating synthetic fibrous sheets - Google Patents

Method for coating synthetic fibrous sheets Download PDF

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Publication number
EP0300370B1
EP0300370B1 EP88111345A EP88111345A EP0300370B1 EP 0300370 B1 EP0300370 B1 EP 0300370B1 EP 88111345 A EP88111345 A EP 88111345A EP 88111345 A EP88111345 A EP 88111345A EP 0300370 B1 EP0300370 B1 EP 0300370B1
Authority
EP
European Patent Office
Prior art keywords
percent
water
sheet material
modifying
synthetic fibrous
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
EP88111345A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0300370A3 (en
EP0300370A2 (en
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
Publication of EP0300370A2 publication Critical patent/EP0300370A2/en
Publication of EP0300370A3 publication Critical patent/EP0300370A3/en
Application granted granted Critical
Publication of EP0300370B1 publication Critical patent/EP0300370B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime 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

Definitions

  • This invention relates to a method for modifying the surface of a synthetic fibrous sheet material by applying to the surface of the sheet material a coating composition that accepts marking with ink pen and printing equipment.
  • Sheet materials manufactured from fibers of synthetic polymers such 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.
  • wear-resistant paper replacements has been limited by the fact that such synthetic papers are not receptive to being written on with lead pencils or ink pens or printed on with conventional printing media, apparently because their surfaces tend to be slippery and hydrophobic and lack any chemical functionality that would tend to interact with inks and dyes used in writing and printing.
  • US-A-4,092,457 which describes a fibrous sheet material for improved off-set printing, which is 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 fibers are spun.
  • the sheet material is treated with a water-soluble polymer, such as polyvinyl alcohol and polyacrylamide, as well as with an aqueous emulsion of a high molecular weight polymer such as vinyl acetate.
  • the coating composition is 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 US-A-4 092 457.
  • 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 is characterized in that the water-soluble polymer is photoinsolubilizable, has a molecular weight from about 10,000 to about 5,000,000, and is selected from the group consisting of polysaccharides and aliphatic derivatives of polysaccharides, polyvinyl alcohol, polyacrylic acid, pectin and polyethylene oxide and 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.
  • the water-soluble polymer has a molecular weight from about 500,000 to about 2,000,000, and is a hydroxyalkylcellulose, such as hydroxyethyl or hydroxypropylcellulose, an aminoethyl derivative of hydroxyethyl or hydroxypropylcellulose, a hydrophobically modified hydroxyethyl or hydroxypropylcellulose, or carboxymethylcellulose.
  • hydroxypropylcellulose hydroxypropylcellulose modified with about from 1 percent to about 10 percent by weight aminoethyl groups
  • hydroxylpropylcellulose modified with about from 0.1 percent to about 2 percent by weight of a 16-carbon alkyl chain is a hydroxyalkylcellulose, such as hydroxyethyl or hydroxypropylcellulose, an aminoethyl derivative of hydroxyethyl or hydroxypropylcellulose, a hydrophobically modified hydroxyethyl or hydroxypropylcellulose, or carboxymethylcellulose.
  • hydroxypropylcellulose hydroxypropylcellulose modified with about
  • suitable water-soluble polysaccharides include natural and synthetic polymers such as Guar Gum and their aliphatic derivatives such as carboxymethyl and hydroxypropyl modified Guar Gum, Agar, Gum Carrageenan, Gum Arabic, Gum Ghatti, Gum Karaya, Gum Tragacanth, Locust Bean Gum, Xanthan Gum and pectin, all of 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.
  • a coating composition comprising hydroxypropylcellulose of average molecular weight 1,000,000 requires only about 15 percent of the photo exposure needed for such a composition employing hydroxypropylcellulose of average molecular weight 60,000.
  • a coating composition employing polyacrylic acid of average molecular weight 4,000,000 provides acceptable aqueous-insoluble coatings; when such a composition employing polyacrylic acid of average molecular weight 300,000 is irradiated 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 ultraviolet light, electron beam or corona discharge treatment. Exposure time can vary from about 0.5 seconds to about 5 minutes. The preferred exposure time can vary considerably, depending upon such parameters as the particular water-soluble compound employed in the photoinsolubilizable coating composition, 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.
  • 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 with pencil or ink pen, as opposed to printing with dyes.
  • an ultraviolet-transparent abrasive material of particle size of less than about 0.05 mm (50 microns), which improves the ability to accept marking with pencil or 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 photoinsolubilizable 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 particles of glass, calcium carbonate, aluminum hydroxide, zinc oxide, titanium dioxide, calcium carbonate, and magnesium 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 specific water-soluble compounds and abrasive substances employed, the particular synthetic fiber-containing textile surface to be coated and further described below, the degree of pencil, ink pen, printing or dye image receptivity desired of the textile surface, and the specific end uses contemplated of the thus coated synthetic fiber-containing textile material.
  • coating compositions according to the invention comprise from about 0.1 percent to about 5 percent by weight 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 preferred vehicle in the photoinsolubilizable coating compositions of this invention, but surfactants or organic 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 of this invention.
  • Preferred are spunbonded nonwoven fabrics comprising polyethylene or polypropylene fibers, such as are commercially available from E. I. du Pont de Nemours as Tyvek and Typar brands, respectively.
  • Other examples of synthetic fiber-containing materials suitable as substrates for the coating compositions of this invention include woven or nonwoven materials made of polyolefins, and halogenated derivatives of polyolefins, polyester, polyacetyl, polyamide, polyacrylate or methacrylate, and silicone fibers.
  • This example demonstrates a preferred coating composition of this invention, and in particular, its unique photosensitive properties responsible for providing synthetic fiber-containing textile materials with improved pencil and ink pen image receptivity.
  • a photoinsolubilizable coating composition is prepared by dispersing 0.25 grams (0.14 weight percent) amorphous 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 60°C 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 washed for one hour in a water/acetone mixture of weight percent ratio 76/24 to determine the resistance of the coating to dissolution, and then for pencil and ink pen image receptivity.
  • Example 2 0.5 grams (0.1 weight percent) of IMSIL A-15 amorphous silica is dispersed in a solution of 2.0 grams (0.4 weight percent) hydroxypropylcellulose (Hercules' Klucel® H) in 500 milliliters of water.
  • a coupon of spunbonded polyethylene textile material is then coated in the above composition, photo exposed as in Example 1, with the exception that a 5-second exposure time is used, and further washed as set forth in Example 1.
  • pencil and ink pen image receptivity of the treated coupon are comparable to that obtained on writing on ordinary writing paper.
  • Example 3 0.15 grams (0.09 weight percent) of IMSIL A-15 amorphous silica is dispersed in a solution of 0.6 grams (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 spunbonded polyethylene coupon is coated and treated as in example 1.
  • pencil and ink pen image receptivity is comparable to that obtained on writing on ordinary writing paper.
  • IMSIL A-15 amorphous silica 0.5 grams (0.3 weight percent) of IMSIL A-15 amorphous silica is dispersed in a solution of 2.0 grams (1.2 weight percent) modified hydroxypropylcellulose (containing 0.3 weight percent of appended 16-carbon chains) in 125 milliliters of water and 51 milliliters of acetone.
  • a spunbonded polyethylene coupon is then treated as in Example 1, with the exception that a 30-second photo exposure is employed. Pencil and ink pen image receptivity of the thus treated coupon are comparable to that obtained on writing on ordinary writing paper.
  • This example further illustrates an embodiment of the invention wherein a corona discharge source is employed, instead of an ultraviolet light, to produce a photoinsolubilized coating in accordance with this invention.
  • IMSIL A-15 amorphous silica 0.4 pounds (0.1 weight percent) of IMSIL 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 is then coated with the above composition and dried for one hour in a 70°C 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 is further washed for one hour in a mixture 176 milliliters of water and 76 milliliters of acetone then dried for one hour at 70°C 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.
  • This example further illustrates an embodiment of this invention wherein electron beam treatment, instead of ultraviolet light or corona discharge, is employed to produce a photoinsolubilized coating in accordance with this invention.
  • a coupon of spunbonded polyethylene is coated with the composition used in Example 5 and dried in a forced air oven for one hour at 75°C, 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 75°C 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.
  • a treated coupon of spunbonded polyethylene is prepared and photo exposed as illustrated in Example 2 above, and is then stirred for 70 minutes at 67°C in a dye bath consisting of 12 grams of RIT brand tint and dye dissolved in 214 milliliters 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 essentially no dye retention after washing as above described.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP88111345A 1987-07-23 1988-07-14 Method for coating synthetic fibrous sheets Expired - Lifetime EP0300370B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US7696887A 1987-07-23 1987-07-23
US76968 1987-07-23

Publications (3)

Publication Number Publication Date
EP0300370A2 EP0300370A2 (en) 1989-01-25
EP0300370A3 EP0300370A3 (en) 1990-02-07
EP0300370B1 true EP0300370B1 (en) 1992-06-17

Family

ID=22135315

Family Applications (1)

Application Number Title Priority Date Filing Date
EP88111345A Expired - Lifetime EP0300370B1 (en) 1987-07-23 1988-07-14 Method for coating synthetic fibrous sheets

Country Status (5)

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

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0262234A (ja) * 1988-08-29 1990-03-02 Komatsu Seiren Kk 紫外線反射布帛
JPH089832B2 (ja) * 1990-05-24 1996-01-31 東レ株式会社 ポリエステル繊維コーティング加工布およびその製造法
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 (zh) 2005-03-21 2009-07-01 刘景春 多质离散效应纳米结构液膜及其制备方法和应用
KR101730475B1 (ko) * 2016-07-08 2017-04-27 주식회사 만경 합성 섬유 원단 코팅용 친환경 조성물, 그 제조방법 및 그 조성물을 이용한 원단 코팅 방법

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 (no) * 1974-12-27 1986-07-12 Canon Kk
DE2802135C3 (de) * 1978-01-19 1982-01-14 Felix Schoeller jr. GmbH & Co KG, 4500 Osnabrück Verfahren zur Herstellung eines elektrostatischen Aufzeichnungsmaterials
JPH0651432B2 (ja) * 1985-06-17 1994-07-06 花王株式会社 熱転写記録媒体用プラスチックフイルムの製造方法
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
NO883125D0 (no) 1988-07-13
EP0300370A3 (en) 1990-02-07
CA1328088C (en) 1994-03-29
DE3872082D1 (de) 1992-07-23
NO883125L (no) 1989-01-24
EP0300370A2 (en) 1989-01-25
DE3872082T2 (de) 1992-12-03
JPS6433277A (en) 1989-02-03

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