WO2002064690A1 - Composition de resine pour encre d'impression et son procede de production - Google Patents

Composition de resine pour encre d'impression et son procede de production Download PDF

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Publication number
WO2002064690A1
WO2002064690A1 PCT/JP2002/000908 JP0200908W WO02064690A1 WO 2002064690 A1 WO2002064690 A1 WO 2002064690A1 JP 0200908 W JP0200908 W JP 0200908W WO 02064690 A1 WO02064690 A1 WO 02064690A1
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WO
WIPO (PCT)
Prior art keywords
solvent
resin composition
printing ink
resin
alicyclic
Prior art date
Application number
PCT/JP2002/000908
Other languages
English (en)
Japanese (ja)
Inventor
Hideaki Mitsui
Isao Onodera
Hironori Muramoto
Hidetoshi Yoshioka
Original Assignee
Nippon Paper Industries Co., Ltd.
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 Nippon Paper Industries Co., Ltd. filed Critical Nippon Paper Industries Co., Ltd.
Priority to KR1020027013831A priority Critical patent/KR20020093916A/ko
Publication of WO2002064690A1 publication Critical patent/WO2002064690A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/106—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F255/00—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00
    • C08F255/02—Macromolecular compounds obtained by polymerising monomers on to polymers of hydrocarbons as defined in group C08F10/00 on to polymers of olefins having two or three carbon atoms
    • C08F255/023—On to modified polymers, e.g. chlorinated polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/06—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
    • C09D11/033—Printing inks characterised by features other than the chemical nature of the binder characterised by the solvent

Definitions

  • Resin composition for printing ink and method for producing the same are identical to Resin composition for printing ink and method for producing the same
  • the present invention relates to a resin composition for a printing ink and a method for producing the same. More particularly, the present invention relates to a resin composition for a printing ink useful as a coating for various plastic films, plastic sheets or synthetic resin molded articles, and which does not entirely contain an aromatic solvent such as toluene, and a method for producing the same. . Background art
  • Chlorinated polyolefin which is a raw material for printing ink, is difficult to dissolve other than aromatic solvents such as toluene.
  • chlorinated polyolefins have poor compatibility with urethane resins, and are hardly compatible with systems in which toluene, which is a good solvent for chlorinated polyolefins, does not exist.
  • chlorinated polyolefins and printing inks using urea-modified chlorinated polyolefins include toluene.
  • Aromatic solvents such as are preferred.
  • urea resin modified chlorinated polyolefin has been proposed as a highly versatile resin for printing ink that does not require a base film (Japanese Patent Application Laid-Open Nos. 1-25262 / 06 and 4-4-2). 414, JP-A-11-61024, etc.).
  • urethane the number of colors increases with time, probably because they use an amine resin as a chain extender and react with a chlorinated resin.
  • problems such as a large change in color tone, and in some cases the formulation had to be changed.
  • the present invention does not use an aromatic solvent such as toluene at all, has good solution properties and high-temperature stability, and has excellent compatibility with an ink resin such as a urethane resin, a polyamide resin, and nitrocellulose.
  • An object of the present invention is to provide a resin composition for a printing ink and a method for producing the same. Disclosure of the invention
  • the present invention does not use an aromatic solvent such as toluene at all, has good solution properties and high-temperature stability, and has good compatibility with ink resins such as urethane resins, polyamide resins and nitrocellulose.
  • An object of the present invention is to provide an excellent resin composition for printing ink and a method for producing the same.
  • an oxidized chlorinated polyolefin having a weight-average molecular weight of 300 to 500,000 and a chlorine content of 100 to 50 wt% has an ethylenically unsaturated content.
  • the above problem is solved by a graft copolymer obtained by reacting an acrylic monomer having a bond, and a resin composition for printing ink containing a mixed solvent of a non-aromatic polar solvent and an alicyclic solvent. It has been resolved.
  • the oxidized chlorinated polyolefin used in the present invention is a component for imparting adhesion to a polyolefin-based substrate film, and is obtained by oxidizing a chlorinated polyolefin.
  • Oxidized chlorinated polyolefins are easily obtained by ordinary chlorination reactions.
  • gaseous chlorine and air, oxygen, ozone may be dissolved in ultraviolet light or in the presence of an organic peroxide after dissolving the copolymer of polyolefin in a chlorine-based solvent such as chloroform. It can be obtained by injecting at least one or more selected species at the same time.
  • the progress of oxidation can be determined by the increase in absorption near 1730 cnr 1 measured by an infrared spectrophotometer. Further, the degree of oxidation can be confirmed by a functional group index measured according to the following formula. Since the reactivity between the oxidized chlorinated polyolefin and the monomer is improved, the functional group index is preferably 5 to 30%. More preferably, it is 10 to 25%.
  • Raw polyolefins for oxidized chlorinated polyolefins include polypropylene, amorphous polypropylene, ethylene-propylene copolymer, ethylene-propylene-one copolymer, and ethylene propylene.
  • One-year-old olefin copolymer can be used.
  • Oxidized chlorinated polyolefin having a chlorine content of 10 to 50 wt% can be used, and preferably 15 to 40 wt%. If the chlorine content is lower than 10 wt%, ester solvents such as ethyl acetate and butyl acetate, and ketone solvents such as methyl ethyl ketone and methyl isobutyl ketone. Poor solubility in solvents other than aromatic solvents, such as cycloaliphatic solvents such as cyclohexane, methylcyclohexane, and ethylcyclohexane, and polypropylene with a chlorine content exceeding 50 wt%. Poor adhesion to base film.
  • the chlorine content in the present invention is a value measured based on JIS-K722.
  • the oxidized chlorinated polyolefin those having a weight average molecular weight of 30000 to 500000 can be used. If the weight average molecular weight is less than 300, the cohesive strength of the resin is weak and the adhesion to the substrate is poor, and if it exceeds 50,000, the compatibility with other resins becomes poor, which is not preferable.
  • the weight average molecular weight in the present invention is a value measured by gel permeation chromatography (GPC) using a polystyrene resin as a standard.
  • the oxidized chlorinated polyolefin is usually handled in a toluene solution, but no toluene is used in the present invention.
  • a chlorinated form solution of oxidized chlorinated polyolefin obtained by chlorination in a chlorinated form solvent is added with a stabilizer (epoxy compound, etc.), and then a suction part for solvent removal is added to the screw shaft. It is supplied to a vented extruder and solidified.
  • the solidification method is a known method, for example, extruding a vented extruder equipped with an underwater cut pelletizer at the outlet of the extruder, an extruder with a vent, and a strand-like resin. It can be performed using a pelletizer or the like.
  • An epoxy compound is added to the chlorinated resin as a stabilizer.
  • the epoxy compound is not particularly limited, but is preferably a compound compatible with the chlorinated resin.
  • Compounds having an epoxy equivalent of about 100 to 500 and having one or more epoxy groups per molecule can be exemplified.
  • epoxidized soybean oil or epoxidized linseed oil obtained by epoxidizing a vegetable oil having a natural unsaturated group with a peracid such as peracetic acid.
  • Epoxidized fatty acid esters obtained by epoxidizing unsaturated fatty acids such as acids, tall oil fatty acids, and soybean oil fatty acids.
  • Bisphenol A or polyhydric alcohol condensed with epichlorohydrin for example, bisphenol A glycidyl ether, ethylene glycol glycidyl ether, propylene glycol glycidyl ether, glycerol polyglycidyl ether, sorbitol polyglycidyl ether, etc. Is shown as an example.
  • metal stones such as calcium stearate and lead stearate, and organic metal compounds such as dibutyltin dimalate and dibutylmalate, which are used as stabilizers for polyvinyl chloride resin, and a vial Talcite compounds can also be used, and these can be used alone or in combination.
  • the stabilizer is preferably added in an amount of 1 to 5% by weight (in terms of solid content) based on the oxidized chlorinated polyolefin.
  • an acryl-based unit having an ethylenic unsaturated bond is added to the oxidized chlorinated polyolefin obtained by the above method, using a polymerization initiator in the presence of a non-aromatic polar solvent.
  • the copolymer is reacted to obtain a graphitic copolymer.
  • non-aromatic polar solvent used in the present invention examples include an ester solvent and a ketone solvent.
  • ester solvent examples include ethyl acetate, butyl acetate and the like.
  • ketone solvents include acetone, methylethylketone, and methylisobutylketone. Can be These may be used alone or in combination.
  • the amount of the polar solvent during the reaction is preferably such that the solid concentration of the oxidized chlorinated polyolefin is in the range of 40 to 80% by weight. Outside of this range, the grafting efficiency of the acrylic monomer having an ethylenically unsaturated bond will be low, and the solution properties will be poor.
  • the reaction may be carried out using a mixed solvent obtained by mixing the polar solvent with an alicyclic solvent in a range of 30 wt% or less.
  • the alicyclic solvent include cyclohexane, methylcyclohexane, ethylcyclohexane, dimethylcyclohexane, cyclopentane, methylcyclopentane, ethylcyclopentane, P-menthane and the like.
  • the content of the alicyclic solvent in the mixed solvent exceeds 30% by weight, the grafting efficiency of the acryl-based monomer having an ethylenically unsaturated bond is lowered, so that not only the solution properties are poor but also the urethane used in combination. The compatibility with other resins also deteriorates, which is not desirable.
  • the polymerization initiator used for the reaction can be appropriately selected from known ones, and is preferably an organic peroxide.
  • an organic peroxide for example, benzoyl peroxide, dialkyl peroxide, ketone peroxide, peroxyester, diasil peroxide, and the like can be mentioned.
  • the reaction can be carried out at a temperature ranging from room temperature to the boiling point of the solvent, and the reaction time is suitably 1 to 10 hours.
  • the acryl-based monomer having an ethylenically unsaturated bond used in the present invention is an acryl-based monomer having one ethylenically unsaturated bond in one molecule, for example, glycidyl acrylate Glycidyl methacrylate, 2-hydroxyhydroxymethyl acrylate, 2-hydroxyethyl methacrylate, acrylic acid or methacrylic acid. These may be used alone or in combination.
  • the ratio of the acrylic monomer having an ethylenic unsaturated bond to the oxidized chlorinated polyolefin is preferably in the range of 1 to 50 wt%.
  • the resin composition for printing ink of the present invention is obtained by further mixing an alicyclic solvent with the graphitic polymer obtained by the above method.
  • an alicyclic solvent those described above can be used.
  • the ink resin composition of the present invention is preferably blended so that the alicyclic solvent accounts for 10 to 90 wt% of the total solvent. If the content of the alicyclic solvent is less than 1 wt% or more than 90 wt%, the solution properties are unfavorably deteriorated.
  • the resin composition for a printing ink of the present invention preferably has a resin solid content concentration of 30 to 70 wt% from the viewpoint of handling at the time of manufacturing the ink.
  • the resin composition for a printing ink of the present invention may be used as an ink as it is, but as long as the effect of the present invention is not impaired, a polyurethane resin, a polyamide resin, a polyester polyol, a cellulose acetate butyrate. Resins such as nitrified cotton, pigments, solvents, and other additives may be added for use.
  • a solvent used when reacting an oxidized chlorinated polyolefin with an acryl-based monomer having an ethylenically unsaturated bond is a non-aromatic polar solvent or a non-aromatic polar solvent.
  • the oxidized chlorinated polyolefin In order to increase the compatibility between the oxidized chlorinated polyolefin and urethane resin, polyamide resin, nitrocellulose, etc., the oxidized chlorinated polyolefin must have an ethylenically unsaturated bond. It is considered important to increase the polarity of the resin by introducing monomers. Further, in the presence of a non-aromatic polar solvent or a mixed solvent of the polar solvent and an alicyclic solvent, an oxidized chlorinated polyolefin and an acrylic monomer having an ethylenically unsaturated bond are added. It is considered that dissolving the graft copolymer obtained by the graft polymerization in an alicyclic solvent also contributes to increasing the compatibility with each resin.
  • the 4 loflasco equipped with a stirrer, thermometer, reflux condenser, and nitrogen gas inlet tube was equipped with the oxidized chlorinated polypropylene obtained in Prototype Example-1.
  • g and 200 g of ethyl acetate were charged and dissolved by heating at ⁇ 0 ° C.
  • BPO benzoyl peroxide
  • 2-11 £ 1 2-hydroxylethyl acrylate
  • 20 was added over 3 hours.
  • a post-reaction was carried out for 3 hours while maintaining the temperature at 70 ° C., to obtain a graft copolymer solution.
  • 200 g of methylcyclohexane hereinafter abbreviated as MCH
  • MCH methylcyclohexane
  • Example-1 The reactor used in Example-1 was charged with 400 g of the oxidized chlorinated polypropylene obtained in Prototype Example-2, 400 g of MCH, and 360 g of ethyl acetate, and heated at 70 ° C. Dissolved. Next, 33.8 g of BP was added and kept for 10 minutes, and then 20 g of 2-HEMA was added over 3 hours. Thereafter, a post-reaction was carried out for 3 hours while maintaining the temperature at 0 ° C. to obtain a graft copolymer solution. Further, 20 g of MCH was added to obtain a resin composition having a solid content concentration of 50 wt%.
  • Example 2 The reactor used in Example 1 was charged with 320 g of the oxidized chlorinated polypropylene obtained in Prototype Example 1-2, 20 g of MCH, and 150 g of ethyl acetate, and heated at 70 ° C. Dissolved warm. Next, 33.8 g of BP was added and the mixture was kept for 10 minutes, and then 80 g of 2-HEMA was added over 3 hours. Thereafter, while maintaining the temperature at 70 ° C., a post-reaction was performed for 3 hours to obtain a graft copolymer solution. Further, 230 was added to ⁇ (11 to obtain a resin composition having a solid content concentration of 50 wt%. (Example—4)
  • Example 1 The reactor used in Example 1 was charged with 380 g of the oxidized chlorinated polypropylene obtained in Prototype Example 1-2, 20 g of MCH, and 150 g of ethyl acetate, and heated and melted at 70 ° C. did. Next, 33.8 g of BP was added, and the mixture was kept for 10 minutes, and then 20 g of glycidyl methacrylate (hereinafter abbreviated as GMA) was added over 3 hours. Thereafter, while maintaining the temperature at 70 ° C., a post-reaction was carried out for 3 hours to obtain a graft copolymer solution. Further, 230 g of MCH was added to obtain a resin composition having a solid content of 5 Owt%.
  • GMA glycidyl methacrylate
  • Example 1-1 The reactor used in Example 1-1 was charged with 400 g of the oxidized chlorinated polypropylene obtained in Prototype Example 1-1, 40 g of ethylcyclohexane (hereinafter abbreviated as ECH), and 200 g of ethyl acetate. Heated and dissolved with C. Next, 33.8 g of BP was added and kept for 10 minutes, and then 20 g of 2-HEMA was added over 3 hours. Thereafter, while maintaining the temperature at 70 ° C., a post-reaction was performed for 3 hours to obtain a graft copolymer solution. Further, 180 g of ECH was added to obtain a resin composition having a solid concentration of 5 Owt%.
  • ECH ethylcyclohexane
  • Example 11 The reactor used in Example 11 was charged with 380 g of the oxidized chlorinated polypropylene obtained in Trial Production Example 11 and MCH400, and was heated and dissolved at 70 ° C. Next, 33.8 g of BP was added and the mixture was kept for 10 minutes, and then 20 g of 2-HEMA was added over 3 hours. Thereafter, a post-reaction was carried out for 3 hours while maintaining the temperature at 70 ° C., to obtain a graft copolymer solution. The solid content concentration of the obtained graft copolymer solution was 50 wt%, and this was used as a resin composition. (Comparative Example-2)
  • Example 11 The reactor used in Example 11 was charged with 380 g of the oxidized chlorinated polypropylene obtained in Prototype Example 1-2 and 400 g of ethyl acetate, and heated and dissolved at 70. Next, 33.8 g of BP was added, and the mixture was kept for 10 minutes, and then 20 g of 2-HEMA was added over 3 hours. Thereafter, a post-reaction was carried out for 3 hours while maintaining the temperature at 70 ° C., to obtain a graft copolymer solution. The solid content concentration of the obtained graft copolymer solution was 50 wt%, which was used as a resin composition.
  • Example 11 The reactor used in Example 11 was charged with 380 g of the oxidized chlorinated polypropylene obtained in Prototype Example 13, 200 g of MCH, and 200 g of ethyl acetate, and was heated and dissolved at 70 ° C. Next, 33.8 g of BP was added, and the mixture was kept for 10 minutes, and then 20 g of 2-HEMA was added over 3 hours. Thereafter, a post-reaction was carried out for 3 hours while maintaining the temperature at 70 ° C., to obtain a graft copolymer solution. The solid content concentration of the obtained graft copolymer solution was 50% by weight, and this was used as a resin composition.
  • Example 11 The reactor used in Example 11 was charged with 400 g of the oxidized chlorinated polypropylene obtained in Prototype Example 1-1, 200 g of MCH, and 200 g of ethyl acetate, and heated and dissolved at 70 ° C. An oxidized chlorinated polypropylene solution having a solid content of 5 Owt% was obtained. This was used as a resin composition.
  • Example 1-1 The reactor used in Example 1-1 was charged with 400 g of the oxidized chlorinated polypropylene obtained in Prototype Example-2, 47 g of MCH, and 267 g of ethyl acetate. And dissolved by heating at 60 ° C. Thereafter, 71 g of a polyester polyol having a hydroxyl value of 112 KOH mg / g obtained by condensation polymerization of 2,2,4-trimethylhexanediol and adipic acid, and 31 g of isophorone diisocyanate were added. The reaction was performed for 8 hours.
  • the following materials were mixed using the mixed resin solution (30 wt% solution) used in the compatibility test, and the mixture was kneaded with a paint shaker to prepare a white print ink.
  • the obtained white printing ink was applied to a stretched polypropylene film (OPP), a polyester film (PET), and a nylon film (NY) using a # 10 Meyer bar.
  • Paste cellophane tape on the coated surface was rapidly peeled off, and the state of the coated surface was observed.
  • Table 3 shows the results. In the table, ⁇ : extremely good, ⁇ : good, ⁇ : slightly poor, X: poor.
  • the resin composition for a printing ink of the present invention is excellent in high-temperature stability and excellent in compatibility with a urethane resin or a polyester resin for ink. In addition, it has excellent adhesiveness to various films such as OPP, PET, and NY, indicating that it is industrially useful. Furthermore, the resin composition for a printing ink of the present invention is environmentally excellent because no aromatic solvent such as toluene is used in the production process.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • General Chemical & Material Sciences (AREA)

Abstract

La présente invention concerne une composition de résine destinée à des encres d'impression dépourvues de toluène et ayant une stabilité aux températures élevées satisfaisante. La composition se caractérise en ce qu'elle comprend: un copolymère greffé obtenu en faisant réagir un monomère acrylique présentant une liaison éthyléniquement insaturée, avec une polyoléfine chlorée oxydée ayant un poids moléculaire moyen de 3000 à 50000 en la présence d'un solvant polaire; et un solvant alicyclique.
PCT/JP2002/000908 2001-02-16 2002-02-05 Composition de resine pour encre d'impression et son procede de production WO2002064690A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
KR1020027013831A KR20020093916A (ko) 2001-02-16 2002-02-05 인쇄 잉크용 수지 조성물 및 이의 제조방법

Applications Claiming Priority (4)

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JP2001039974 2001-02-16
JP2001-39974 2001-02-16
JP2001-396542 2001-12-27
JP2001396542A JP4240882B2 (ja) 2001-02-16 2001-12-27 印刷インキ用樹脂組成物およびその製造方法

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WO2002064690A1 true WO2002064690A1 (fr) 2002-08-22

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KR (1) KR20020093916A (fr)
CN (1) CN1457351A (fr)
WO (1) WO2002064690A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1595898A1 (fr) * 2003-02-18 2005-11-16 Fujikura Kasei Co., Ltd. Resine de polyolefines chloree modifiee au niveau acrylique, procede de production associe, et composition de revetement contenant ladite resine pour matiere a polyolefines
US9458267B2 (en) 2013-03-22 2016-10-04 Nippon Paper Industries Co., Ltd. Chlorinated polyolefin resin

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102250512B (zh) * 2011-01-19 2013-07-31 深圳市美丽华油墨涂料有限公司 聚丙烯材料用网印油墨
JP6641281B2 (ja) 2014-08-29 2020-02-05 日本製紙株式会社 ブロック共重合体および樹脂組成物
JP6585350B2 (ja) * 2015-01-19 2019-10-02 サカタインクス株式会社 シュリンク包装用印刷インキ組成物およびシュリンク包装用印刷物
EP3521329A4 (fr) 2016-09-28 2020-04-22 Nippon Paper Industries Co., Ltd. Résine polyoléfinique modifiée
WO2018168753A1 (fr) * 2017-03-17 2018-09-20 日本製紙株式会社 Composition de résine à base de polyoléfine chlorée

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0892427A (ja) * 1994-09-27 1996-04-09 Nippon Paper Ind Co Ltd 水性樹脂組成物
JPH09118803A (ja) * 1996-09-11 1997-05-06 Nippon Paper Ind Co Ltd 樹脂組成物
JPH11323236A (ja) * 1998-05-22 1999-11-26 Nippon Paper Industries Co Ltd 印刷インキ用樹脂組成物及びその製造方法

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0892427A (ja) * 1994-09-27 1996-04-09 Nippon Paper Ind Co Ltd 水性樹脂組成物
JPH09118803A (ja) * 1996-09-11 1997-05-06 Nippon Paper Ind Co Ltd 樹脂組成物
JPH11323236A (ja) * 1998-05-22 1999-11-26 Nippon Paper Industries Co Ltd 印刷インキ用樹脂組成物及びその製造方法

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1595898A1 (fr) * 2003-02-18 2005-11-16 Fujikura Kasei Co., Ltd. Resine de polyolefines chloree modifiee au niveau acrylique, procede de production associe, et composition de revetement contenant ladite resine pour matiere a polyolefines
EP1595898A4 (fr) * 2003-02-18 2007-04-04 Fujikura Kasei Kk Resine de polyolefines chloree modifiee au niveau acrylique, procede de production associe, et composition de revetement contenant ladite resine pour matiere a polyolefines
US7300977B2 (en) 2003-02-18 2007-11-27 Fujikura Kasei Co., Ltd. Acrylic modified chlorinated polyolefin resin, process for producing the same, and coating composition containing the same for polyolefin material
US9458267B2 (en) 2013-03-22 2016-10-04 Nippon Paper Industries Co., Ltd. Chlorinated polyolefin resin

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JP4240882B2 (ja) 2009-03-18
JP2002317137A (ja) 2002-10-31
KR20020093916A (ko) 2002-12-16
CN1457351A (zh) 2003-11-19

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