WO2005040293A1 - Liant pour encre d'impression et composition d'encre d'impression - Google Patents
Liant pour encre d'impression et composition d'encre d'impression Download PDFInfo
- Publication number
- WO2005040293A1 WO2005040293A1 PCT/JP2004/015768 JP2004015768W WO2005040293A1 WO 2005040293 A1 WO2005040293 A1 WO 2005040293A1 JP 2004015768 W JP2004015768 W JP 2004015768W WO 2005040293 A1 WO2005040293 A1 WO 2005040293A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- printing ink
- weight
- binder
- polyurethane resin
- polyol
- 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.)
- Ceased
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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
- C09D11/03—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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
Definitions
- the present invention relates to a binder for printing ink comprising a polyurethane resin and a printing ink composition containing the same. More specifically, a low-toxic organic solvent such as ethyl acetate or isopropyl alcohol is used, that is, it does not use toluene.It is suitable for non-toluene type binders for printing inks, or it does not use organic solvents.
- the present invention relates to a binder for printing ink, and a printing ink composition using the same. Background art
- the functions required for printing ink binders used in printing inks are also diversifying. Not only are they suitable for printing, but they are also suitable for adhesion to a wide range of substrates, heat resistance, and retort resistance. Resistance, boil sterilization resistance, weather resistance, etc. are required, and from environmental issues to biodegradability.
- polyurethane resins have been widely used as binders for printing inks, but no binders for printing inks satisfying these functions widely have yet been obtained.
- organic solvent-based printing inks have become widespread, and as the binder resin, polyurethane resins that have a wide range of adhesion to films using various substrates such as PET, NY, and PP are generally used.
- a one-pack ink containing a polyurethane resin is used to print a plastic film used as a packaging substrate, the printed packaging substrate will have boil and retort resistance (hereinafter, collectively). (Boil resistance etc.).
- a binder for a printing ink made of a polyurethane resin made of a lactone polyol obtained by ring-opening polymerization of ⁇ -force prolactone is excellent in boil resistance, etc. and weather resistance. There were problems with solubility in water and printability.
- the present invention solves the above-described problems, and when various plastic films such as polyester, nylon, polyethylene, and polypropylene are used as a packaging base material to be printed, the present invention has excellent adhesiveness to them, and furthermore has excellent resistance. It is an object of the present invention to provide a printing ink binder having retort properties and pore resistance, and a printing ink composition using the same. Disclosure of the invention
- the present inventors have conducted intensive studies to provide a one-pack type printing ink binder that can solve the above-described problems, and as a result, used a polyurethane resin containing a specific polyol as a constituent component as a printing ink binder. In such a case, they have found that the above-mentioned problem can be solved, and have completed the present invention.
- a first aspect of the present invention relates to a printing ink binder containing, as a main component, a polyurethane resin (D) obtained by reacting a polyol component (A), an isocyanate compound (B), and a chain extender (C).
- the polyol component (A) is a ring-opening copolymer of ⁇ -force prolactone and ⁇ -valerolactone in a molar ratio of 20/80 to 80/20 using a polyol compound having at least two active hydrogen groups as an initiator.
- a binder for printing ink comprising a copolymerized lactone polyol (a1) having a number average molecular weight of 400 to 20,000 and wherein (al) accounts for at least 40% by weight of the polyol component (A).
- a second aspect of the present invention provides the binder for printing ink according to the first aspect of the present invention, wherein the chain extender (C) is a polyol compound or a polyamine compound having at least two active hydrogen groups.
- a third aspect of the present invention provides a printing ink composition containing the binder for printing ink according to the first or second aspect of the present invention.
- a fourth aspect of the present invention provides the printing ink composition according to the third aspect of the present invention, which is a one-pack type.
- the copolymerized lactone polyol (al) is a ring-opening copolymer of ⁇ -force prolactone and ⁇ -palerolactone using at least one polyol compound having at least two active hydrogen groups as an initiator.
- a general method for obtaining a lactone-modified polyol compound by ring-opening polymerization of a cyclic lactone compound can be used. That is, it is obtained by reacting an initiator and a mixture of ⁇ -force prolactone and ⁇ -valerolactone at 120 ° C. to 250 ° C. for 2 to 50 hours in the presence of a catalyst.
- the initiator used to synthesize the copolymerized lactone polyol (al) used in the present invention may be any initiator as long as it is a low molecular weight compound having at least two active hydrogen groups in one molecule.
- Various known components known as glycol components of polyesters can be used.
- the molecular weight is 100,000 or less, preferably 500, or less, more preferably 200, or less, for example, ethylene glycol, diethylene glycol, triethylene glycol, 1,2-propanediol, 1,2 3-propanediol, 1,3-butanediol, 1,4-butanediol, neopentyl glycol, 2-butyl-2-ethyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2, 2, -Jetyl-1,3-propanediol, 1,5-pentanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, octanediol, 1,4-butenediol, dipropylene glycol, etc.
- alkyldaricidyl ethers such as n-butyldaricidyl ether and 21-ethylhexyldaricidyl ether; Can also be used as a kind of glycols.
- compounds having three or more active hydrogen groups in one molecule such as glycerin, trimethylolpropane, trimethylolethane, 1,2,6-hexanetriol, 1,2,4-butanetriol, Sorbitol, Penyu erythri 1 ⁇ 1 l and the like.
- ethylene glycol diethylene glycol, 1,4-butanediol, neopentyl glycol, 1,5-pentanediol, 1, 6 Hexanediol, trimethylolpropane and glycerin are particularly preferred.
- composition ratio of the two types of cyclic lactone compounds used in the present invention is from 20/80 to 80 820, preferably 40%, by molar ratio (%). / 60 to 60/40.
- ⁇ -force prolactone and ⁇ -pallet mouth When one component of the lactone compound of the lactone exceeds 80 mol%, the crystallinity of the obtained copolymerized lactone polyol (al) becomes high, and polyurethane is formed. When used as a binder for inks, the solubility in organic solvents deteriorates, which is not preferable.
- ⁇ -force prolactone and (5-valerolactone as well as trimethyl-1- ⁇ -force prolactone, monomethyl- ⁇ -force prolactone, ⁇ -butyrolactone, monomethyl- ⁇ 5-valerolactone, etc. are added.
- the amount of addition is not more than 20 mol% in 100 mol% of the total cyclic lactone compound.
- the number-average molecular weight of the copolymerized lactone polyol (al) used in the present invention is preferably from 400 to 200 in consideration of the solubility of the obtained polyurethane resin (D) in an organic solvent, drying properties, blocking resistance and the like. 0, 0000, and preferably in the range of 1, 0000 to 100, 0000.
- the number average molecular weight is less than 400, the solubility of the printing ink binder in an organic solvent tends to decrease, and the printing suitability tends to deteriorate. It becomes too hard and loses flexibility, and its adhesion to various substrates such as polyethylene film and polypropylene film decreases.
- the drying property and the anti-booking property of the printing ink composition containing the binder for printing ink of the present invention containing the polyurethane resin (D) as a main component tend to decrease.
- the copolymerized lactone polyol (al) used in the present invention may be used alone for the polyurethane resin (D). If it is within the range not to be used, it can be used in combination with other polyols.
- polyether polyols such as polymers or copolymers such as ethylene oxide, propylene oxide, and tetrahydrofuran; polyester polyols obtained by condensing a dibasic acid and a glycol component; and cyclic ester compounds such as lactone compounds
- Polylactone polyols obtained by ring-opening polymerization of a polyol compound having at least two active hydrogen groups as initiators, other polycarbonate polyols, polybutadiene glycols, and bisphenol A
- Various known polymer polyols generally used in the production of polyurethane, such as glycols obtained by adding ethylene oxide or propylene oxide, may be mentioned.
- the copolymerized lactone polyol (al) used in the present invention accounts for at least 40% by weight of the polyol component (A), preferably at least 50% by weight, and particularly preferably at least 60% by weight.
- the proportion of (al) in (A) is less than 40% by weight, and the retort resistance, poiling resistance and weather resistance tend to be poor, which is not preferred.
- the polyol component (A), the isocyanate compound (B) and the chain extender (C) are reacted to form a polyurethane resin (D), which is used as a binder for printing ink.
- various known aromatic, aliphatic or alicyclic polyisocyanates can be used.
- Typical examples thereof include xanthocyanate, m-tetramethylxylylene diisocyanate, and dimer diisocyanate obtained by converting a carboxyl group of dimer monoacid into an isocyanate group.
- isophorone diisocyanate hexylene diisocyanate, 4,4, -diphenylmethane diisocyanate, and tolylene diisocyanate are preferred.
- chain extender (C) used in the present invention include, for example, ethylenediamine, propylenediamine, hexamethylenediamine, triethylenetetramine, dimethylenetriamine, isophoronediamine, dicyclohexylmethane-1,4,4-diamine And the like.
- diamines having a hydroxyl group in a molecule such as di-2-hydroxypropylethylenediamine, and low molecular weight glycols described in the above-mentioned section of polyester diols and dimer diamines obtained by converting a lipoxyl group of dimer acid into an amino group.
- a chain length terminator or a terminal blocking agent may be used.
- chain terminator include dialkylamines such as di-n-butylamine, alcohols such as ethanol and isopropyl alcohol, and amino alcohols such as monoethanolamine.
- the method for producing the polyurethane resin (D), which is the main component of the printing ink binder of the present invention, is not particularly limited, and may be produced by any one of a one-shot method in which each component is reacted at a time and a multi-step method. May be.
- the multi-stage method involves reacting in stages For example, a polyol component (A) and an isocyanate compound (B) are reacted under an excess of isocyanate group to prepare a prepolymer having an isocyanate group at both ends of a molecule of the polyol component (A). This is dissolved in a suitable solvent and reacted with a chain extender and, if necessary, a chain terminator.
- the reaction is usually carried out at a temperature of from 20 to 140 ° C (preferably from 40 to 120 ° C. However, when an amine compound is reacted as a chain extender (C) or the like, the reaction is usually carried out at 10 ° C. It is carried out at a temperature of 0 ° C. or lower, preferably 0 to 80 ° C.
- a catalyst used in a usual polyurethane-forming reaction for example, an amine catalyst such as triethylamine, N-ethylmorpholine, and triethylenediamine, dibutyltin dilaurate, dioctyltin diyl perylate, tin octylate
- an amine catalyst such as triethylamine, N-ethylmorpholine, and triethylenediamine
- dibutyltin dilaurate dioctyltin diyl perylate
- tin octylate for example, a tin-based catalyst and a titanium-based catalyst such as tetrabutyl titanate may be used.
- the reaction may be carried out in an organic solvent, and the organic solvent may be added during or after the reaction.
- organic solvent include ketones such as acetone, methyl ethyl ketone (hereinafter sometimes referred to as MEK), methyl isobutyl ketone, esters such as ethyl acetate, butyl acetate, ethyl sorbate acetate, and n-hexane.
- IPA isopropyl alcohol
- Alcohols such as n-propyl ether and butanol, amides such as dimethylformamide and dimethylacetamide, and N-methylpyrrolidone can be used.
- MEK ethyl acetate, butyl acetate, and isopropyl alcohol
- the number average molecular weight of the urethane resin (D), which is the main component of the printing ink binder of the present invention thus obtained, is in the range of 5,000 to 100,000. Is good. When the number average molecular weight is less than 5,000, drying, blocking resistance, skin strength, oil resistance, etc. of the ink coating film formed from the printing ink composition containing the same are reduced. On the other hand, when it exceeds 100,000, the viscosity of the polyurethane resin (D) (binder for printing ink) solution becomes large, and the solubility in an organic solvent becomes poor. In addition, the gloss of the cured coating film formed from the printing ink composition tends to decrease.
- the solid concentration of the resin in the polyurethane resin (D) solution is not particularly limited, and may be appropriately determined in consideration of workability at the time of printing, and is usually 10 to 80% by weight, preferably 20 to 60% by weight. Viscosity (Brookfield viscometer) is adjusted in the range of 50 to 100,000 cPZ 25 ° C, preferably 100 to 100,000 cP / 25 ° C It is practically preferable to do so.
- Viscosity Brookfield viscometer
- the polyol component (A) and the isocyanate compound are used.
- the printing ink composition of the present invention may contain additives such as an antifoaming agent, a preservative, an antifreezing agent, and a pigment as optional components.
- the antifoaming agent include silicone-based or alcohol-based antifoaming agents.
- the preservative include organic nitrogen sulfur compound-based or organic sulfur halogen compound-based antiseptic.
- the antifreezing agent include ethylene. Glycol and propylene glycol.
- the pigment is not particularly limited, and ordinary inorganic and organic pigments can be used. If necessary, other additives such as resins for ink binders, solvents and stabilizers, and pigment dispersants may be added.
- resins include polyamide resin, nitrocellulose, acrylic resin, vinyl acetate resin, biel chloride resin, styrene maleic acid copolymer resin, chlorinated polyolefin, epoxy resin and Gin-based resins.
- the stabilizer include hindered phenol-based, hydrazine-based, benzophenone-based, benzotriazole-based, oxalic acid anilide-based, and hinderedamine-based stabilizers.
- the pigment dispersant include sorbitan fatty acid esters, partial fatty acid esters of polyacrylic acid, alkylamine fatty acid salts, and alkyldiamines.
- the mixing method of each component is not particularly limited, and a surfactant, a wax, and other additives for improving the ink fluidity and the surface film of the ink are appropriately blended as necessary, and a three-roll, a pole mill, a sand grinder mill
- the printing ink composition of the present invention can be manufactured by kneading using an ordinary ink manufacturing apparatus such as the above.
- the blending amount of the binder for printing ink of the present invention is preferably such that the resin solid content is 3 to 20% by weight.
- the printing ink composition containing the binder for printing ink of the present invention can be used as a one-pack type composition for printing ink.
- ⁇ -caprolactone (Braxel II, manufactured by Daicel Chemical Industries, Ltd.) 595 parts by weight and ⁇ 5-valerolactone 3 4 6 Parts by weight and 59 parts by weight of 1,6-hexanediol as an initiator were charged, and polymerization was carried out at 180 ° C. for 6 hours under a nitrogen stream.
- the degree of vacuum was gradually increased by a vacuum pump, and residual ⁇ -force prolactone and ⁇ -valerolactone were removed.
- a copolymerized lactone polyol having 005%, a viscosity of 280 OmPas at 25 ° C and a number average molecular weight of 2,000 was obtained.
- a round bottom flask similar to that of Production Example 1 was charged with 772 parts by weight of ⁇ -force prolactone, 169 parts by weight of ⁇ -valerolactone, and 118 parts by weight of 1,6-hexanediol as an initiator. At 180 ° C. for 6 hours. After confirming that the total content of remaining ⁇ -force prolactone and ⁇ -valerolactone was 2% by weight or less based on the entire reaction mixture, the degree of vacuum was gradually increased by a vacuum pump, and the remaining ⁇ -force prolactone and ⁇ 5-valerolactone were removed.
- a lactone polyol having a hydroxyl value of 56.3K ⁇ Hmg / g, an acid value of 0.2KOHmgZg, a water content of 0.004% by weight, a viscosity at 25 ° C of 2,60 OmPas and a molecular weight of 2,000 was prepared. Obtained.
- the binder for printing ink was prepared in the same manner as in Example 1 except that the chain extender was 57 g, the chain extender was 12.8 g of isophorone diamine, and the terminal sealant was 0.23 g of monoethanolamine.
- the obtained polyurethane resin solution had a resin solid content concentration of 30% by weight and a viscosity of 2,400 mPa's / 25.
- the number average molecular weight of the polyurethane resin was 44,500, and the isocyanate group concentration was 0.01% by weight or less.
- a round bottom flask similar to that of Production Example 1 was charged with 518 parts of ⁇ -force prolactone, 302 parts of ⁇ -valero lactone, and 118 parts of 1,4-butanediol as an initiator, and heated at 180 ° C under a nitrogen stream. For 6 hours. After confirming that the total content of remaining ⁇ -caprolactone and ⁇ -valerolactone was 2% by weight or less with respect to the total reaction mixture, the degree of vacuum was gradually increased by a vacuum pump, and the remaining 8-force prolactone and ⁇ -valerolactone were removed.
- a polyurethane resin solution as a binder for printing ink was obtained in the same manner as in Example 1 except that the above procedure was repeated.
- the obtained polyurethane resin solution had a resin solid content concentration of 30% by weight and a viscosity of 3,700 mPa ⁇ sZ25 ° C.
- the number average molecular weight of the polyurethane resin was 43,200, and the isocyanate group concentration was 0.01% by weight or less.
- a polyurethane resin solution as a binder for a printing ink was obtained in the same manner as in Example 1, except that 2.4 g and 0.222 g of monoethanolamine were used as a terminal blocking agent.
- the obtained polyurethane resin solution had a resin solid content of 30% by weight and a viscosity of 2,90 OmPa ⁇ s / 25 ° C.
- the number-average molecular weight of the polyurethane resin was 42,300 and the isocyanate group concentration was less than 0.01% by weight.
- polyurethane resin solution was obtained in the same manner as in Example 1 except that the amount of phenolate was 56 g, the chain extender was 12.4 g of isophoronediamine, and the terminal sealant was 0.22 g of monoethanolamine.
- the obtained polyurethane resin solution had a resin solid content concentration of 30% by weight and a viscosity of 2,30 OmPa-s / 25.
- the number average molecular weight of the polyurethane resin was 41,500, and the isocyanate group concentration was 0.01% by weight or less.
- a round-bottomed flask similar to that of Production Example 1 was charged with 469 parts by weight of ⁇ -prolactone, 274 parts by weight of ⁇ 3-valerolactone, and 257 parts by weight of 1,4-butanediol as an initiator. Polymerization was performed at ° C for 6 hours. After confirming that the total content of remaining ⁇ -force prolactone and ⁇ 5-valerolactone was 2% by weight or less based on the total reaction mixture, gradually increase the degree of vacuum with a vacuum pump. Residual ⁇ -caprolactone and ⁇ 5-valerolactone were removed.
- poly- ⁇ one-strength prolactone (Braxel 220, ⁇ 11 value 56.1 KOHmg / g, manufactured by Daicel Chemical Industries, Ltd.) 122 g, isophorone diisocyanate 56 g., isophorone diamine 12.2 lg as a chain extender and 0.22 g of monoethylamine as a terminal blocking agent, and a polyurethane resin solution was obtained in the same manner as in Example 1. Was done.
- the obtained polyurethane resin solution had a resin solid content concentration of 30% by weight and a viscosity of 280 OmPa-s / 25 ° C.
- the number average molecular weight of the polyurethane resin was 46,300, and the isocyanate group concentration was 0.01% by weight or less.
- VLM ⁇ -Valerolactone monomer
- the obtained 10 white printing inks were applied to the discharge treated surface of a 15 m thick corona discharge treated nylon film (NY) and a 11 x m thick polyethylene terephthalate using a No. 32 bar coater. (PET) and dried at 40-50 ° C to obtain a printed film with a coating thickness of about 10 / m.
- a polyurethane-based adhesive having a solid content of 25% by weight (TM-329 and CAT-88 of Toyo Morton Co., Ltd.) mixed on a printing surface of the printing film to a solid content of 25% by weight with ethyl acetate.
- Boiling aptitude Evaluation by change in appearance of film The appearance change of the laminate film after boiling at 100 ° C for 30 minutes was observed.
- the evaluation criteria are as follows.
- Cellotape adhesion Surface-treated polypropylene film (surface-treated PP), surface-treated polyester film (surface-treated PET), and surface-treated nylon film are coated with printing ink at a solid content of 2 to 3 / xm. It was applied overnight, dried at 60 ° C for 1 minute, and left at room temperature for 1 day. A cellophane tape (Nichiban, 12 mm width) was applied to the application surface, and the state of the application surface when one end of the cellophane tape was rapidly peeled off at right angles to the application surface was observed. The evaluation criteria are as follows.
- the coating film does not peel off.
- ⁇ 50 to 80% of the coating film remains.
- X less than 50% of the remaining coating film.
- Blocking resistance The coated and uncoated surfaces of the coated test piece (coated on PET film) obtained by the same method as in the cellophane adhesive test were superimposed at a temperature of 40 ° C and a humidity of 60% RH. A load of 0 kgf Zcm 2 was applied, and after 24 hours, it was peeled off and the state of the surface was observed.
- Oil resistance A coated specimen (coated on a PET film) obtained by the same method as in the cellophane adhesive test was immersed in rapeseed oil at 25 ° C for 24 hours, and the surface condition was observed.
- the evaluation criteria are as follows.
- the coating film has blisters.
- a coated test piece (coated on a PET film) obtained by the same method as the cellophane tape adhesion test was immersed in water at 25 ° C for 24 hours, and then a cellophane tape was stuck on the coated surface and one end of this cellophane tape was coated. In contrast, the state of the coated surface when the film was rapidly peeled off in the direction perpendicular to the direction was observed.
- the evaluation criteria are as follows.
- the coating film has blisters.
- Laminating adhesiveness surface treatment
- the printing ink was applied to the OPP film with a bar coater to a thickness of 2 to 3 Xm in solid content, dried at 60 ° C for 1 minute, and then left at room temperature for 1 day.
- An untreated polypropylene film (CPP) is superimposed on the coating surface, and 180 is heated with a heat sealer (Toyo Seiki Co., Ltd.).
- Table 2 Table 2
- Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Laminate Strength (Before Wheel) PET 490 480 490 380 380 380 470 460 450 250 460 Laminate strength (before wheel) NY 650 610 630 510 510 530 610 590 600 260 180 Degree UP ill Shun) hi shelf 4bU 470 0 Sb 4ou 4dl) 4dU
- the binder for printing ink of the present invention and the printing ink composition using the binder have excellent adhesiveness and boil resistance to various plastic films such as polyester, nylon film, polyethylene, and polypropylene, which are to be printed. Is exhibited.
- the printing ink composition of the present invention can be preferably used as a one-component ink composition.
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005514990A JPWO2005040293A1 (ja) | 2003-10-24 | 2004-10-19 | 印刷インキ用バインダー及び印刷インキ組成物 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2003-365083 | 2003-10-24 | ||
| JP2003365083 | 2003-10-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2005040293A1 true WO2005040293A1 (fr) | 2005-05-06 |
Family
ID=34510148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2004/015768 Ceased WO2005040293A1 (fr) | 2003-10-24 | 2004-10-19 | Liant pour encre d'impression et composition d'encre d'impression |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JPWO2005040293A1 (fr) |
| TW (1) | TW200517454A (fr) |
| WO (1) | WO2005040293A1 (fr) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005083022A1 (fr) * | 2004-02-27 | 2005-09-09 | Daicel Chemical Industries, Ltd. | Composition de revêtement en polyuréthane aqueux |
| JP2010168461A (ja) * | 2009-01-22 | 2010-08-05 | Hitachi Kasei Polymer Co Ltd | 印刷インキ用バインダー |
| WO2018212011A1 (fr) * | 2017-05-16 | 2018-11-22 | Dicグラフィックス株式会社 | Composition d'encre liquide, matière imprimée, et empilement de stratifiés |
Citations (6)
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| JPH08188636A (ja) * | 1995-01-12 | 1996-07-23 | Daicel Chem Ind Ltd | ポリウレタン樹脂組成物およびその用途 |
| JP2002509787A (ja) * | 1998-03-28 | 2002-04-02 | アベシア・リミテッド | 分散剤 |
| JP2002513669A (ja) * | 1998-04-30 | 2002-05-14 | アベシア・リミテッド | ポリウレタン分散剤 |
| JP2002275230A (ja) * | 2000-11-28 | 2002-09-25 | Dainippon Ink & Chem Inc | 水性ウレタン樹脂組成物の製造方法 |
| JP2003509205A (ja) * | 1999-09-18 | 2003-03-11 | アベシア・リミテッド | ポリエステル分散剤 |
| JP2003286419A (ja) * | 2002-03-27 | 2003-10-10 | Daicel Chem Ind Ltd | インクジェットプリンタ用インク組成物 |
-
2004
- 2004-10-19 WO PCT/JP2004/015768 patent/WO2005040293A1/fr not_active Ceased
- 2004-10-19 JP JP2005514990A patent/JPWO2005040293A1/ja active Pending
- 2004-10-22 TW TW093132099A patent/TW200517454A/zh unknown
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08188636A (ja) * | 1995-01-12 | 1996-07-23 | Daicel Chem Ind Ltd | ポリウレタン樹脂組成物およびその用途 |
| JP2002509787A (ja) * | 1998-03-28 | 2002-04-02 | アベシア・リミテッド | 分散剤 |
| JP2002513669A (ja) * | 1998-04-30 | 2002-05-14 | アベシア・リミテッド | ポリウレタン分散剤 |
| JP2003509205A (ja) * | 1999-09-18 | 2003-03-11 | アベシア・リミテッド | ポリエステル分散剤 |
| JP2002275230A (ja) * | 2000-11-28 | 2002-09-25 | Dainippon Ink & Chem Inc | 水性ウレタン樹脂組成物の製造方法 |
| JP2003286419A (ja) * | 2002-03-27 | 2003-10-10 | Daicel Chem Ind Ltd | インクジェットプリンタ用インク組成物 |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005083022A1 (fr) * | 2004-02-27 | 2005-09-09 | Daicel Chemical Industries, Ltd. | Composition de revêtement en polyuréthane aqueux |
| JP2010168461A (ja) * | 2009-01-22 | 2010-08-05 | Hitachi Kasei Polymer Co Ltd | 印刷インキ用バインダー |
| WO2018212011A1 (fr) * | 2017-05-16 | 2018-11-22 | Dicグラフィックス株式会社 | Composition d'encre liquide, matière imprimée, et empilement de stratifiés |
| JPWO2018212011A1 (ja) * | 2017-05-16 | 2019-06-27 | Dicグラフィックス株式会社 | リキッドインキ組成物、印刷物及びラミネート積層体 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2005040293A1 (ja) | 2007-03-15 |
| TW200517454A (en) | 2005-06-01 |
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