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WO2019167343A1 - Liant d'encre d'impression, encre d'impression et matière imprimée - Google Patents

Liant d'encre d'impression, encre d'impression et matière imprimée Download PDF

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Publication number
WO2019167343A1
WO2019167343A1 PCT/JP2018/040746 JP2018040746W WO2019167343A1 WO 2019167343 A1 WO2019167343 A1 WO 2019167343A1 JP 2018040746 W JP2018040746 W JP 2018040746W WO 2019167343 A1 WO2019167343 A1 WO 2019167343A1
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WO
WIPO (PCT)
Prior art keywords
printing ink
terpene
binder
phenol resin
adhesion
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
Application number
PCT/JP2018/040746
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English (en)
Japanese (ja)
Inventor
悟 天羽
佐々木　洋
賢一 曽根
秀治 菅野
義知 中崎
淳一 亀井
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.)
Resonac Corp
Original Assignee
Hitachi Chemical Co Ltd
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Filing date
Publication date
Application filed by Hitachi Chemical Co Ltd filed Critical Hitachi Chemical Co Ltd
Publication of WO2019167343A1 publication Critical patent/WO2019167343A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B32—LAYERED PRODUCTS
    • B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
    • B32B27/00—Layered products comprising a layer of synthetic resin
    • B32B27/32—Layered products comprising a layer of synthetic resin comprising polyolefins
    • 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
    • C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds

Definitions

  • the present invention relates to a printing ink binder and printing ink having excellent adhesion to difficult-to-adhere substrates such as polyethylene and polypropylene, and a printed material produced using the printing ink binder or the printing ink.
  • PE and PP films excellent in moisture resistance and chemical stability are preferably used for food packaging.
  • PE and PP have low adhesion. That is, it is difficult adhesion. For this reason, in order to use such a resin as a base material and to improve the adhesion of ink (including paint) to this, a technique is required.
  • Patent Document 1 As a high adhesion technique for reliably adhering ink to such a resin base material.
  • Patent Document 1 discloses a coating composition for polypropylene resin comprising a chlorinated polypropylene resin and a terpene phenol copolymer.
  • Patent Document 2 discloses that terpene phenolic resin, high molecular polyol and diisocyanate compound are the main components as having excellent adhesiveness to various plastics such as PET, NY, PE, PP, etc. and made of non-chlorine resin.
  • Patent Document 3 discloses that a high-molecular polyol having a predetermined molecular weight and a low molecular weight are useful as a binder for gravure printing inks and flexographic printing inks as well as those excellent in boil / retort suitability and printability even in one-component inks.
  • a binder for printing ink which is a polyurethane resin obtained by reacting a polyol, an organic diisocyanate, and a chain extender and having a predetermined number average molecular weight, is disclosed.
  • JP 58-136627 A Japanese Patent No. 4134401 Japanese Patent No. 5523744
  • chlorinated polypropylene resin used in the coating composition for polypropylene resin described in Patent Document 1 contains chlorine, hydrogen chloride and chlorine gas are generated due to recycling of packaging materials and heating during the incineration process. was there.
  • Patent Document 3 Although printability for PET as an ink is described, adhesiveness (adhesiveness) to PE or PP has not been sufficiently studied.
  • An object of the present invention is to provide a non-chlorine binder having improved adhesion to PE and PP without changing the chemical structure of a polyurethane resin widely used as a binder for printing ink, and a printing ink containing this binder Is to provide.
  • the binder for printing ink of the present invention includes a terpene phenol resin having a terpene chain having an average carbon number of 11 or more and less than 19 with respect to one phenol skeleton, and a polyurethane resin.
  • the adhesiveness of the binder and printing ink to PE and PP can be improved without changing the chemical structure of the current polyurethane resin and without using chlorine.
  • the present inventor examined the adhesive improvement effect (hereinafter also referred to as “adhesion improvement effect”) by the additive without changing the chemical structure of the current polyurethane resin.
  • adhesive improvement effect hereinafter also referred to as “adhesion improvement effect”
  • the adhesion between the printing ink binder or printing ink and PE or PP Found a dramatic improvement.
  • the printing ink binder of the present invention contains a polyurethane resin and a predetermined terpene phenol resin as main components.
  • this binder can also be used as a colorless and transparent clear paint, without adding a pigment. Clear paint is also a kind of printing ink.
  • a pigment is added to the binder, it can be used as an ink (printing ink) for producing a printed matter having a color that can be sensed visually.
  • a printed matter can be produced by applying the printing ink so that the components of the printing ink remain on the surface of the substrate to be printed. That is, the printed matter is applied so that the components of the printing ink are in contact with the surface of the substrate.
  • FIG. 1 shows a cross section of a printed material or a coated material according to the first embodiment.
  • the printed material (or painted material) is obtained by forming the ink layer 1 on the surface of the substrate 2.
  • the substrate 2 includes PE film (including biaxially stretched polyethylene film (abbreviated as OPE: Oriented polyethylene films)) or PP film (including biaxially stretched polypropylene film (abbreviated as OPP: Oriented polypropylene films)) or These molded bodies can be used. These films and molded articles may contain additives. Further, the surface of the substrate 2 may be subjected to surface treatment such as UV ozone treatment, corona treatment, plasma treatment or the like in order to improve adhesion with ink.
  • PE film including biaxially stretched polyethylene film (abbreviated as OPE: Oriented polyethylene films)
  • PP film including biaxially stretched polypropylene film (abbreviated as OPP: Oriented polypropylene films)
  • These molded bodies can be used. These films and molded articles may contain additives.
  • the surface of the substrate 2 may be subjected to surface treatment such as UV ozone treatment, corona treatment, plasma treatment or the like in order to
  • the ink layer 1 contains a polyurethane resin and a terpene phenol resin having a specific structure as essential components. A desired colorant can be added to the ink layer 1 as necessary.
  • the terpene phenol resin having a specific structure in the present invention has a terpene chain having an average carbon number of 11 or more and less than 19 with respect to one phenol skeleton.
  • the typical structure is shown in the following chemical formula (1).
  • n and n represent an integer of 1 or more.
  • the average carbon number in the terpene chain is more preferably 11-13.
  • the terpene phenol resin in this range is added, an effect of remarkably improving the adhesion can be obtained.
  • the average carbon number in the phenol skeleton and terpene chain can be determined by proton NMR.
  • the average value of the number of carbons in the terpene chain for one phenol skeleton is obtained by dividing the integral value of the spectrum by 15 and multiplying the value obtained by dividing by 10.
  • the reason why the average carbon number of the terpene chain of the terpene phenol resin is not a multiple of 10 is that the terpene phenol resin is a mixture of a plurality of compounds having different molecular weights.
  • the number average molecular weight in terms of styrene is 600 or more and 800 or less, and the mass average molecular weight in terms of styrene is 800 or more and 1100 or less.
  • the molecular weight described in this specification was determined by observing gel permeation chromatography (GPC) under the following conditions.
  • the analytical column used was a gel pack GL-R420, GL-R430 and GL-R440 manufactured by Hitachi High-Tech Science Co., Ltd., and a differential refraction (RI) detector L-3300 manufactured by the same company was used for detection.
  • 20 mg of terpene phenol resin was dissolved in 2 mL of tetrahydrofuran as an eluent, the injection amount to the column was 50 ⁇ L, the eluent flow rate was 1.75 mL / min, and the column temperature was 25 ° C.
  • a particularly preferable terpene phenol resin has a maximum peak (peak top) between 29 minutes and 30 minutes among a plurality of GPC peaks observed under the above conditions. That is, a terpene phenol resin containing a large amount of such a low molecular weight substance is particularly preferable, and its adhesion improving effect is particularly high.
  • the terpene phenol resin has a molecular weight range of styrene-equivalent number average molecular weight of 600 to 800 and styrene-equivalent mass average molecular weight of 800 to 1100, wherein the terpene chain is one phenol skeleton.
  • the terpene phenol resin having an average carbon number of 11 or more and 13 or less is preferable because it has a higher adhesion improving effect.
  • the softening point of the terpene phenol resin is preferably higher than 100 ° C. in order to suppress blocking of the printed matter.
  • YS Polystar K125 manufactured by Yasuhara Chemical Co., Ltd. (average carbon number 11.2 in terpene chain for one phenol skeleton, styrene equivalent number average molecular weight 695, styrene equivalent mass average molecular weight) 932, GPC peak top 29.7 minutes, softening temperature about 125 ° C), YS Polystar N125 made by the same company (average carbon number 12.4 in terpene chain for one phenol skeleton, styrene equivalent number average molecular weight 646, styrene equivalent mass) Average molecular weight 840, GPC peak top 29.7 minutes, softening temperature about 125 ° C., YS Polystar S145 manufactured by the same company (average number of carbons in terpene chain 18.9 for one phenol skeleton, number average molecular weight 781 in terms of styrene, styrene Equivalent mass average mo
  • slightly larger molecular weights include YS Polystar G125 manufactured by Yasuhara Chemical Co., Ltd. (average carbon number in terpene chain of 17.1 for one phenol skeleton, styrene equivalent number average molecular weight 812, styrene equivalent mass average molecular weight 1184, peak of GPC) Top 27.9 minutes, softening temperature about 125 ° C).
  • the printing ink binder and printing ink of the present invention contain a polyurethane resin.
  • This polyurethane resin is a polyurethane resin obtained by reacting a polyol component, an organic diisocyanate component, a chain extender and / or a chain terminator, and the ratio of the polyol component and the organic diisocyanate is [NOC] / [OH]. It is characterized by 1.2 to 2.4. This ratio represents the monomer ratio.
  • Examples of printing ink binders in which the polyurethane resin is dissolved in an organic solvent include binder solutions such as TA24-530E, TA24-538D, and TA24-549H manufactured by Hitachi Chemical Co., Ltd.
  • the solid content concentration of the binder solution is 30% by mass.
  • the solvent is a mixed solvent of ethyl acetate and isopropanol.
  • the blending ratio of the polyurethane resin and the terpene phenol resin in the binder for printing ink and the printing ink may be arbitrarily set according to the intended adhesion, printing conditions, etc., but with respect to 100 parts by mass of the polyurethane resin, It is preferable to add the terpene phenol resin in the range of 10 parts by mass or more and 450 parts by mass or less. When the terpene phenol resin is 10 parts by mass or more, the adhesion improving effect tends to be excellent. When the terpene phenol resin is 450 parts by mass or less, generation of cracks in the printing ink layer can be prevented.
  • the printing ink binder of the present invention can be used as a base material for ink, as well as a clear paint or an adhesive layer.
  • a PP molded body and OPP which are inexpensive and have a relatively high softening temperature are particularly preferably used.
  • the printing ink of the present invention is produced by adding various colorants to the printing ink binder.
  • FIG. 2 shows a cross-section of the printed or painted material of the second embodiment.
  • the printed material is one in which the ink layer 1 is formed on the surface of the substrate 2 and the protective layer 3 is further provided.
  • the protective layer 3 protects the ink layer 1 from scratches and various chemicals, and prevents contact between the ink layer 1 and food in the food packaging field. Installation of the protective layer 3 is preferable from the viewpoints of decorating properties, safety, hygiene and the like.
  • the installation method of the protective layer 3 may be arbitrarily selected. For example, in the case of a film, a laminate process using an adhesive can be used, and in the molded body, a clear paint can be applied.
  • Lumirror (registered trademark) T60 manufactured by Toray Industries, Inc. is preferably used.
  • the present invention is formed by adding a terpene phenol resin having a specific structure without changing the structure of a conventional polyurethane resin, and using a binder for printing ink and printing ink, and PE or PP which is a hardly adhesive material. It improves the adhesion to a substrate and can be suitably used in the field of printing and coating on difficult-to-adhere substrates such as food packaging.
  • the molecular weight of the terpene phenol resin as the test sample and the average carbon number of the terpene chain were determined as follows.
  • the molecular weight was determined by observing gel permeation chromatography (GPC) under the following conditions.
  • Gel packs GL-R420, GL-R430, and GL-R440 manufactured by Hitachi High-Tech Science Co., Ltd. were connected to the analytical column, and the company's differential refraction (RI) detector L-3300 was used for detection.
  • RI differential refraction
  • the average carbon number in the terpene chain of the terpene phenol resin is 0.7 to 5.0 ppm, where the integral value of the spectrum derived from the proton of the phenol skeleton at 6.3 to 7.5 ppm observed by proton NMR is 3.
  • the average number of carbons in the terpene chain for one phenol skeleton was obtained by dividing the integral value of the spectrum of protons derived from the terpene chain observed in FIG. .
  • the reason that the average carbon number of the terpene chain of the terpene phenol resin is not a multiple of 10 is that the terpene phenol resin is a mixture of a plurality of compounds having different molecular weights.
  • ⁇ Test sample> (1) Terpene phenol resin YS Polystar K125 manufactured by Yasuhara Chemical Co., Ltd. (average carbon number 11.2 in terpene chain with respect to one phenol skeleton, styrene equivalent number average molecular weight 695, styrene equivalent mass average molecular weight 932, peak top of GPC) 29.7 minutes, softening temperature about 125 ° C) YS Polystar N125 manufactured by Yasuhara Chemical Co., Ltd.
  • YS Polystar T130 (average carbon number in terpene chain with respect to one phenol skeleton 30.2, number average molecular weight in terms of styrene, mass average molecular weight in terms of styrene not yet evaluated, softening temperature about 130 ° C.)
  • White ink containing white pigment (containing 7.7 parts by mass of polyurethane resin, 26.8 parts by mass of white pigment, and 65.5 parts by mass of solvent) ⁇ TA24-538D (white ink) manufactured by Hitachi Chemical Co., Ltd. -TA24-530E (white ink) manufactured by Hitachi Chemical Co., Ltd. ⁇ TA24-549H (white ink) manufactured by Hitachi Chemical Co., Ltd.
  • White pigment Titanium oxide (5) Biaxially stretched polypropylene film (OPP film) Toray Industries, Inc. Trefan (registered trademark) type 2578, thickness 30 ⁇ m, with corona treatment Toray Industries, Inc.
  • Tape ⁇ Cello tape (registered trademark) type CT405AP manufactured by Nichiban Co., Ltd.
  • ⁇ Adhesion evaluation> A predetermined printing ink binder or printing ink was applied onto the OPP film using a bar coater (No. 7) and dried under the conditions described below. The ink thickness after drying was 3 to 6 ⁇ m.
  • a peel test tape was strongly pressed and attached to the printed surface with a fingertip, and the tape was peeled off in an approximately 180 ° direction to evaluate the adhesion.
  • FIG. 3 shows the criteria for evaluating the adhesion strength of the examples.
  • the adhesion of the printed ink was evaluated by observing and measuring the state of the peeled portion.
  • the evaluation index of adhesion strength is 5 points when peeling does not occur, 4 points when there is only dotted peeling, 3 points when the peeling area of the evaluation surface is 1% or more and less than 10%, and the peeling area is The case of 10% or more and less than 50% was given 2 points, and the case where the peeled area was 50% or more was given 1 point.
  • Example 1 In Example 1, terpene phenol resin YS polyster K125 having an average number of carbon atoms in the terpene chain with respect to one phenol skeleton was added to 1 part by mass of polyurethane resin in a binder solution TA24-530E for printing ink. It is an example of the binder for printing inks which added 0.11 mass part with respect to it.
  • the present binder solution was applied to an OPP film, dried at room temperature for 24 hours, and then evaluated for adhesion.
  • This binder for printing ink is preferable as a binder for printing ink of an OPP film.
  • Example 2 terpene phenol resin YS polyster S145 having an average number of carbon atoms in a terpene chain of 18.9 with respect to one phenol skeleton was added to 1 part by mass of a polyurethane resin in a printing ink binder solution TA24-530E. It is an example of the binder for printing inks which added 0.11 mass part with respect to it. In the same manner as in Example 1, the adhesion strength was evaluated.
  • This binder for printing ink is preferable as a binder for printing ink of an OPP film.
  • Comparative Example 1 terpene phenol resin YS polyster U130 having an average carbon number of 40.2 terpene chains per phenol skeleton was added to 1 part by mass of polyurethane resin in printing ink binder solution TA24-530E. It is an example of the binder for printing inks which added 0.11 mass part with respect to it. In the same manner as in Example 1, the adhesion strength was evaluated.
  • the adhesion showed one point regardless of the presence or absence of surface treatment on the OPP film. It has been found that a terpene phenol resin having a large average carbon number in the terpene chain has a low effect of improving the adhesion between the printing ink binder and the OPP film.
  • Comparative Example 2 In Comparative Example 2, terpene phenol resin YS polyster T130 having an average number of carbon atoms in the terpene chain of 30.2 with respect to one phenol skeleton was added to 1 part by mass of polyurethane resin in a binder solution TA24-530E for printing ink. It is an example of the binder for printing inks which added 0.11 mass part with respect to it. In the same manner as in Example 1, the adhesion strength was evaluated.
  • the adhesion showed one point regardless of the presence or absence of surface treatment on the OPP film. It has been found that a terpene phenol resin having a large average carbon number in the terpene chain has a low effect of improving the adhesion between the printing ink binder and the OPP film.
  • Comparative Examples 3 and 4 are examples in which the amount of terpene phenol resin added in Comparative Examples 1 and 2 was increased to 0.44 parts by mass. In the same manner as in Example 1, the adhesion strength was evaluated.
  • the adhesion was 1 point regardless of the surface treatment of the OPP film.
  • adhesion was not improved. It was confirmed again that the terpene phenol resin having a large average carbon number in the terpene chain has a low effect of improving the adhesion between the printing ink binder and the OPP film.
  • Comparative Example 5 is an example where no terpene phenol resin is added.
  • the adhesion was 1 point regardless of the presence or absence of the corona treatment of the OPP film. It was confirmed that the addition of a terpene phenol resin having a specific structure according to the present invention is effective for bringing a binder for printing ink having a polyurethane resin as a binder into close contact with a hydrocarbon-based substrate such as an OPP film.
  • Table 1 summarizes Examples 1 and 2 and Comparative Examples 1 to 5.
  • the amount of the binder solution component and the terpene phenol resin added is the value of “parts by mass”, and the adhesion evaluation indicates the score of the adhesion evaluation index. The same applies to other tables described later.
  • Examples 3 to 5 and Comparative Example 6 In Examples 3 to 5, TA24-538D (white ink) containing a white pigment was mixed with terpene phenol resin YS polyster K125 having an average number of carbon atoms in the terpene chain of 11.2 with respect to one phenol skeleton. This is an example of printing ink added from 0.39 to 4.48 parts by mass with respect to 1 part by mass of the resin. In Examples 3 to 5, a predetermined amount of ethyl acetate was added as a solvent to adjust the concentration. This is called “additional solvent”. The concentration was adjusted to be 34% by mass. The same applies to the embodiments described later.
  • Comparative Example 6 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 2 shows the evaluation results of ink composition and adhesion.
  • the adhesion was observed immediately after drying (added 10 s in the table) and 24 hours later (added 24 h in the table).
  • the total amount of paint is a value obtained by combining a polyurethane resin, a white pigment, a solvent, a terpene phenol resin, and an additional solvent.
  • surface is a ratio of the polyurethane resin contained in printing ink, a white pigment, and a terpene phenol resin.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Example 6 to 8 and Comparative Example 7 In Examples 6 to 8, TA24-530E (white ink) containing a white pigment was coated with a terpene phenol resin YS polystar K125 having an average number of carbon atoms in the terpene chain of 11.2 with respect to one phenol skeleton. This is an example of printing ink in which 0.26 to 4.48 parts by mass are added to 1 part by mass of resin.
  • Comparative Example 7 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 3 shows the evaluation results of ink composition and adhesion.
  • Examples 6 to 8 to which 0.26 parts by mass or more of terpene phenol resin were added showed higher adhesion in any case than Comparative Example 7 to which no terpene phenol resin was added.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Example 9 to 11 (Examples 9 to 11 and Comparative Example 8)
  • TA24-549H (white ink) containing a white pigment was mixed with terpene phenol resin YS polyster K125 having an average number of carbon atoms in the terpene chain of 11.2 with respect to one phenol skeleton.
  • Comparative Example 8 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 4 shows the evaluation results of ink composition and adhesion.
  • Examples 9 to 11 to which 0.56 parts by mass or more of terpene phenol resin were added showed higher adhesion in any case than Comparative Example 8 to which no terpene phenol resin was added.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Example 12 to 14 (Examples 12 to 14 and Comparative Example 6)
  • TA24-538D (white ink) containing a white pigment was mixed with terpene phenol resin YS polystar N125 having an average number of carbon atoms in the terpene chain of 12.4 per one phenol skeleton. This is an example of printing ink added from 0.39 to 4.48 parts by mass with respect to 1 part by mass of the resin.
  • Comparative Example 6 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 5 shows the evaluation results of ink composition and adhesion.
  • Example 15 to 17 and Comparative Example 7 In Examples 15 to 17, TA24-530E (white ink) containing a white pigment was coated with a terpene phenol resin YS polyster N125 having an average number of carbon atoms in the terpene chain of 12.4 with respect to one phenol skeleton. This is an example of printing ink in which 0.26 to 4.48 parts by mass are added to 1 part by mass of resin.
  • Comparative Example 7 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 6 shows the evaluation results of ink composition and adhesion.
  • Examples 15 to 17 in which 0.26 parts by mass or more of terpene phenol resin were added showed higher adhesion in any case than Comparative Example 7 in which no terpene phenol resin was added.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Example 18 to 20 and Comparative Example 8 In Examples 18 to 20, TA24-549H (white ink) containing a white pigment was mixed with terpene phenol resin YS polyster N125 having an average number of carbon atoms in the terpene chain of 12.4 with respect to one phenol skeleton. This is an example of printing ink in which 0.52 to 4.48 parts by mass are added to 1 part by mass of resin.
  • Comparative Example 8 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 7 shows the evaluation results of ink composition and adhesion.
  • Examples 18 to 20 to which 0.56 parts by mass or more of the terpene phenol resin were added showed higher adhesion than the comparative example 8 to which no terpene phenol resin was added.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Example 21 to 23 (Examples 21 to 23 and Comparative Example 6)
  • a TA24-538D (white ink) containing a white pigment was coated with a terpene phenol resin YS polyster S145 having an average number of carbon atoms in the terpene chain of 18.9 with respect to one phenol skeleton.
  • Comparative Example 6 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 8 shows the evaluation results of ink composition and adhesion.
  • Examples 21 to 23 in which 0.78 parts by mass or more of terpene phenol resin was added, regardless of the type of the OPP film, compared to Comparative Example 6 in which no terpene phenol resin was added, in any case, higher adhesion was obtained. Indicated.
  • the printing ink of this example is preferable as the printing ink for the OPP film.
  • Examples 24-26 and Comparative Example 6 In Examples 24-26, TA24-538D (white ink) containing a white pigment was coated with terpene phenol resin YS Polyster S145 having an average number of carbon atoms in the terpene chain of 17.1 per one phenol skeleton. This is an example of printing ink in which 0.78 to 4.48 parts by mass are added to 1 part by mass of resin.
  • Comparative Example 6 is an example where no terpene phenol resin is added.
  • Each ink was applied to a corona-treated OPP film and an untreated OPP film, and dried at 80 ° C. for 10 seconds as a sample for evaluating adhesion.
  • Table 9 shows the evaluation results of ink composition and adhesion.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Laminated Bodies (AREA)

Abstract

L'invention concerne : un liant à base de chlore dans lequel l'adhérence à PE et PP est améliorée sans changer la structure chimique d'une résine de polyuréthane, qui est largement utilisée en tant que liant d'encre d'impression; et une encre d'impression contenant ledit liant. Dans la présente invention, un liant d'encre d'impression contenant une résine de polyuréthane et une résine de terpène phénol qui comprend une chaîne de terpènes ayant un nombre moyen de carbone supérieur ou égal à 11 et inférieur à 19 par rapport à un squelette de phénol est utilisé.
PCT/JP2018/040746 2018-02-28 2018-11-01 Liant d'encre d'impression, encre d'impression et matière imprimée Ceased WO2019167343A1 (fr)

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JP2018034402A JP7031368B2 (ja) 2018-02-28 2018-02-28 印刷インキ用バインダー、印刷インキ及び印刷物
JP2018-034402 2018-02-28

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JP2019210432A (ja) * 2018-06-08 2019-12-12 日立化成株式会社 印刷インキ用バインダ、印刷インキ及び印刷物
JP2025025222A (ja) * 2023-08-09 2025-02-21 日本化薬株式会社 エポキシ樹脂、硬化性樹脂組成物、硬化物及び炭素繊維強化複合材料

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JP2000001642A (ja) * 1998-06-15 2000-01-07 Arakawa Chem Ind Co Ltd 印刷インキ用バインダーおよび印刷インキ
JP2000128954A (ja) * 1998-10-28 2000-05-09 Arakawa Chem Ind Co Ltd ポリウレタン樹脂および印刷インキ用バインダー
JP2003103745A (ja) * 2001-09-28 2003-04-09 Dainippon Printing Co Ltd 化粧シート
JP2008163268A (ja) * 2006-12-26 2008-07-17 Yasuhara Chemical Co Ltd ウレタン樹脂組成物およびこのウレタン樹脂組成物を含有してなる反応型接着剤
JP2018095876A (ja) * 2016-12-13 2018-06-21 三洋化成工業株式会社 ポリウレタン樹脂組成物水性分散体

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000001642A (ja) * 1998-06-15 2000-01-07 Arakawa Chem Ind Co Ltd 印刷インキ用バインダーおよび印刷インキ
JP2000128954A (ja) * 1998-10-28 2000-05-09 Arakawa Chem Ind Co Ltd ポリウレタン樹脂および印刷インキ用バインダー
JP2003103745A (ja) * 2001-09-28 2003-04-09 Dainippon Printing Co Ltd 化粧シート
JP2008163268A (ja) * 2006-12-26 2008-07-17 Yasuhara Chemical Co Ltd ウレタン樹脂組成物およびこのウレタン樹脂組成物を含有してなる反応型接着剤
JP2018095876A (ja) * 2016-12-13 2018-06-21 三洋化成工業株式会社 ポリウレタン樹脂組成物水性分散体

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