Rosin phenol resin composition, tackifying resin composition, and adhesive composition

By adding specific polycyclic aromatic compounds to rosin phenol resin, the problem of insufficient hue in rosin phenol resin has been solved, resulting in rosin phenol resin compositions with excellent hue, suitable for various adhesives and tackifiers.

CN115011253BActive Publication Date: 2026-01-30ARAKAWA CHEM IND LTD
View PDF 9 Cites 0 Cited by

Patent Information

Application Number
CN202210208409.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2021-03-05
Filing Date
2022-03-03
Publication Date
2026-01-30
Estimated Expiration
2042-03-03

Smart Images

  • Figure GDA0005752204040000301
    Figure GDA0005752204040000301
Patent Text Reader

Abstract

[Technical Problem] To provide a rosin phenolic resin composition with good color tone. [Technical Means] A rosin phenolic resin composition comprising a rosin phenolic resin as a reactant of rosin (A) and phenol (B), and at least one compound (C) selected from the group consisting of xanthones, thioxanthones, acridinones and anthrones.
Need to check novelty before this filing date? Find Prior Art

Description

TECHNICAL FIELD

[0001] The present application relates to a rosin phenol resin composition, a tackifying resin composition, an adhesive composition, and a method for producing a rosin phenol resin composition. BACKGROUND

[0002] Rosin-based resins are widely used in various fields such as tackifiers for adhesives / binders, modifiers for rubber and plastics, emulsifiers for synthetic rubber, base materials for chewing gum, binder resins for road marking paints and inks, and sizing agents for papermaking. As such rosin-based resins, natural rosin, purified rosin, hydrogenated rosin, disproportionated rosin, polymerized rosin, acid-modified rosin, rosin ester, rosin phenol resin, rosin-modified phenol-formaldehyde resin, and metal salts thereof are cited.

[0003] Among them, rosin phenol resins are used as tackifiers in acrylic adhesives / binders, chlorobutadiene-based adhesives / binders, and hot-melt adhesive / binders, and can impart excellent heat stability and adhesive force to these adhesives / binders (Patent Literature 1, Patent Literature 2).

[0004] PRIOR ART DOCUMENTS

[0005] PATENT LITERATURE

[0006] Patent Literature 1: Japanese Patent Application Laid-Open No. 2007-504325

[0007] Patent Literature 2: Japanese Patent Application Laid-Open No. 10-287855 SUMMARY

[0008] PROBLEMS TO BE SOLVED BY THE INVENTION

[0009] However, in the case of conventional rosin phenol resins, there are many cases where the color tone is insufficient, and in terms of Gardner color number, it is often 7 or more. For example, in Patent Literature 1, it is disclosed that the color tone of actually obtained rosin phenol resins is 8 or more in terms of Gardner color number, and there is a problem in terms of color tone.

[0010] The present application is to provide a rosin phenol resin composition having a good color tone.

[0011] MEANS OF SOLVING THE PROBLEMS

[0012] The present inventors have made repeated and careful studies, and as a result, have found that the above problems can be solved by a rosin phenol resin composition containing a specific polycyclic aromatic compound. That is, the present application relates to a rosin phenol resin composition, a tackifying resin composition, an adhesive composition, and a method for producing a rosin phenol resin composition.

[0013] 1. A rosin phenolic resin composition, the rosin phenolic resin composition comprising:

[0014] a rosin phenolic resin as a reaction product of a rosin (A) and a phenol (B), and

[0015] at least one compound (C) selected from the group consisting of xanthone, thioxanthone, acridone and anthrone.

[0016] 2. The rosin phenolic resin composition according to the above item 1, the rosin phenolic resin composition having a color tone of 6 or less in terms of Gardner color scale.

[0017] 3. The rosin phenolic resin composition according to the above item 1 or 2, the rosin (A) being a rosin from at least one of the species selected from the group consisting of slash pine, merkus pine, caribbean pine, Japanese pine, loblolly pine, Yunnan pine and Sitka spruce.

[0018] 4. The rosin phenolic resin composition according to any one of the above items 1 to 3, the rosin (A) being a refined rosin.

[0019] 5. A method for producing a rosin phenolic resin composition, the method comprising a step of reacting a rosin (A) and a phenol (B) in the presence of at least one compound (C) selected from the group consisting of xanthone, thioxanthone, acridone and anthrone.

[0020] 6. The method for producing a rosin phenolic resin composition according to the above item 5, wherein the compound (C) is used in an amount of 0.05 to 5 mass% relative to 100 mass% of the rosin (A).

[0021] 7. The method for producing a rosin phenolic resin composition according to the above item 5 or 6, the method comprising a step of reacting the rosin (A) and the phenol (B) in the presence of the compound (C) and a phenol sulfide.

[0022] 8. A tackifying resin composition, the tackifying resin composition comprising the rosin phenolic resin composition according to any one of the above items 1 to 4.

[0023] 9. The tackifying resin composition according to the above item 8, the tackifying resin composition being an aqueous dispersion of the rosin phenolic resin composition according to any one of the above items 1 to 4.

[0024] 10. An adhesive composition / bonding agent composition comprising the tackifying resin composition according to the above item 8 or 9 and a base polymer.

[0025] Advantages

[0026] The rosinol resin composition of the present application has a good color tone. Furthermore, the tackifying resin composition and the adhesive composition / bonding agent composition of the present application can suppress coloring and have an excellent appearance because they contain the rosinol resin composition. DETAILED DESCRIPTION

[0027] [ROSIONOL RESIN COMPOSITION]

[0028] The rosinol resin composition of the present application contains a rosinol resin which is a reaction product of a rosin (A) (hereinafter referred to as (A) component) and a phenol (B) (hereinafter referred to as (B) component), and at least one compound (C) (hereinafter referred to as (C) component) selected from the group consisting of xanthone, thioxanthone, acridone and anthracene ketone.

[0029] (ROSION (A))

[0030] The (A) component is not particularly limited, and various publicly known substances can be used. The (A) component can be used alone or two or more kinds can be used in combination.

[0031] The (A) component is exemplified by, for example, natural rosins (gum rosin, tall oil rosin, wood rosin) derived from Pinus massoniana, Pinus elliottii, Pinus merkusii, Pinus caribaea, Pinus palustris, Pinus taeda, Pinus yunnanensis and Pinus kesiya, etc.; purified rosin (hereinafter, natural rosin and purified rosin will be collectively referred to as unmodified rosin); disproportionated rosin; hydrogenated rosin, etc.

[0032] The above-mentioned refined rosin can be obtained by various publicly known methods. Specifically, for example, various publicly known refining methods such as a distillation method, an extraction method, a recrystallization method, and an adsorption method can be used. The distillation method is, for example, a method of distilling the above-mentioned natural rosin under reduced pressure of about 0.01 kPa to about 3 kPa at a temperature of about 200°C to about 300°C. The extraction method is, for example, a method of dissolving the above-mentioned natural rosin in an alkaline aqueous solution, extracting insoluble unsaponifiable matter with various organic solvents, and then neutralizing the aqueous layer. The recrystallization method is, for example, a method of dissolving the above-mentioned natural rosin in an organic solvent as a good solvent, then distilling and removing the solvent to prepare a concentrated solution, and further adding an organic solvent as a poor solvent. The good solvent is, for example, an aromatic hydrocarbon solvent such as benzene, toluene, or xylene; a chlorinated hydrocarbon solvent such as chloroform; a lower alcohol; a ketone such as acetone; an acetic acid ester such as ethyl acetate; or the like. The poor solvent is, for example, n-hexane, n-heptane, cyclohexane, isooctane, or the like. The adsorption method is, for example, a method of bringing the unmodified rosin in a molten state or the unmodified rosin in a solution state dissolved in an organic solvent into contact with a porous adsorbent. The porous adsorbent is, for example, activated carbon, a metal oxide (e.g., alumina or zirconia), silica, a molecular sieve, a zeolite, a microporous clay, or the like.

[0033] The above-mentioned disproportionated rosin can be obtained by various publicly known methods. Specifically, for example, it can be obtained by heating the above-mentioned unmodified rosin in the presence of a disproportionation catalyst (disproportionation). As the disproportionation catalyst, various publicly known substances such as a supported catalyst such as palladium-carbon, rhodium-carbon, or platinum-carbon; a metal powder such as nickel or platinum; and an iodide such as iodine or iron iodide can be used. The amount of the catalyst used is usually about 0.01 parts by mass to about 5 parts by mass, and preferably about 0.01 parts by mass to about 1 part by mass, relative to 100 parts by mass of the unmodified rosin. The reaction temperature is about 100°C to about 300°C, and preferably about 150°C to about 290°C.

[0034] Further, as the above-mentioned disproportionated rosin, a disproportionated rosin subjected to the above-mentioned refining can also be used.

[0035] The above hydrogenated rosin can be obtained by various publicly known methods. Specifically, for example, it can be obtained by hydrogenating the above unmodified rosin using publicly known hydrogenation conditions. The hydrogenation conditions are, for example, a method of heating the above unmodified rosin in the presence of a hydrogenation catalyst at a hydrogen pressure of about 2 MPa to about 20 MPa and at a temperature of about 100°C to about 300°C. Further, the hydrogen pressure is preferably about 5 MPa to about 20 MPa, and the reaction temperature is preferably about 150°C to about 300°C. As the hydrogenation catalyst, various publicly known substances such as supported catalysts and metal powders can be used. As the supported catalyst, for example, palladium-carbon, rhodium-carbon, ruthenium-carbon, platinum-carbon, and the like can be given. As the metal powder, for example, nickel, platinum, and the like can be given. Among them, since the hydrogenation rate of the above unmodified rosin becomes high and the hydrogenation time becomes short, palladium, rhodium, ruthenium, and platinum catalysts are preferable. Further, the amount of the hydrogenation catalyst used is usually about 0.01 part by mass to about 5 parts by mass, and preferably about 0.01 part by mass to about 2 parts by mass, with respect to 100 parts by mass of the above unmodified rosin.

[0036] The above hydrogenation can be performed as needed in a state where the above unmodified rosin is dissolved in a solvent. The solvent used is not particularly limited as long as it is inert to the reaction and the raw material and the product are easily dissolved. Specifically, for example, one kind or two or more kinds in combination of cyclohexane, n-hexane, n-heptane, decaline, tetrahydrofuran, dioxane, and the like can be used. The amount of the solvent used is not particularly limited, and it is usually used in a range of 10% by mass or more, and preferably about 10% by mass to about 70% by mass, with respect to the above unmodified rosin, as a solid content.

[0037] Further, as the above hydrogenated rosin, a hydrogenated rosin to which the above purification has been performed can also be used.

[0038] As the (A) component, even if a rosin other than the rosin derived from Pinus massoniana is used, the rosin phenol resin composition of the present application has the feature that the color tone thereof is excellent.

[0039] In the past, compared with the case of using rosin derived from Pinus parviflora, rosin derived from pine species other than Pinus parviflora (for example, Pinus elliottii, Pinus merkusii, Pinus caribaea, Pinus palustris, Pinus taeda, Pinus yunnanensis, and Pinus kesiya) has had a tendency to have a deficient color tone. The rosin phenolic resin composition of the present application becomes excellent in color tone even when rosin derived from pine species other than Pinus parviflora is used as the (A) component by carrying out the reaction in the presence of the (C) component described later.

[0040] From the viewpoint of excellent color tone of the rosin phenolic resin composition, the (A) component is preferably the refined rosin described above.

[0041] (Phenolic (B))

[0042] The (B) component is not particularly limited, and various publicly known substances can be used. The (B) component can be used alone as one kind, or two or more kinds can be used in combination.

[0043] The (B) component is exemplified by phenol, naphthol, alkylphenol, arylphenol, and the like.

[0044] The alkylphenol is exemplified by o-cresol, o-n-butylphenol, o-isobutylphenol, o-t-butylphenol, o-amylphenol, o-(cyclohexyl)phenol, o-octylphenol, o-nonylphenol, m-cresol, m-n-butylphenol, m-isobutylphenol, m-t-butylphenol, m-amylphenol, m-(cyclohexyl)phenol, m-octylphenol, m-nonylphenol, p-cresol, p-n-butylphenol, p-isobutylphenol, p-t-butylphenol, p-amylphenol, p-(cyclohexyl)phenol, p-octylphenol, p-nonylphenol, and the like.

[0045] (C) Component

[0046] The (C) component is at least one compound selected from the group consisting of xanthone, thioxanthone, acridone, and anthracene ketone. The (C) component can be used alone as one kind, or two or more kinds can be used in combination.

[0047] The (C) component can have various substituents in the aromatic ring contained therein. The substituents are exemplified by alkyl, aryl, arylalkyl, alkenyl, arylalkenyl, alkynyl, arylalkynyl, cycloalkyl, alkylidene, cycloalkylalkylidene, alkynylidene, phenyl, halogen, hydroxyl, carboxyl, acyl, alkoxy, amino, dialkylamino, and the like.

[0048] The content of the component (C) in the colophony phenol resin composition is not particularly limited, and is preferably about 0.05 mass% to about 5 mass%, and more preferably about 0.1 mass% to about 0.5 mass%, relative to 100 mass% of the colophony phenol resin composition, from the viewpoint of excellent color tone of the colophony phenol resin composition.

[0049] In addition, the content of the component (C) refers to the residual amount of the component (C) in the colophony phenol resin composition obtained by the manufacturing method described later.

[0050] (Additives)

[0051] The above-described colophony phenol resin composition can contain various additives, provided that the effects of the present application are not impaired. Examples of the additives include dehydrating agents, crystallization nucleating agents, plasticizers, flowability improvers, weathering agents, antioxidants, ultraviolet absorbers, heat stabilizers, light stabilizers, and the like. The additives can be used singly or in combination of two or more.

[0052] (Antioxidants)

[0053] Examples of the above-described antioxidants include phenol sulfide-based compounds, thio phosphite-based compounds, phosphorus-based compounds, hindered phenol-based compounds, and the like.

[0054] Examples of the above-described phenol sulfide-based compounds include 4,4'-thiobis(6-tert-butyl-3-methylphenol), 2,4-bis(dodecylthiomethyl)-6-methylphenol, 4,4'-dihydroxydiphenyl sulfide, 4,4'-dihydroxydiphenyl sulfoxide, 4,4'-dihydroxydiphenyl sulfone, 4,4'-bisphenolthio-sulfinate, 4,4'-bisphenolthio-sulfonate, 2,2'-bis(p-cresol) sulfide, 2,2'-bis(p-cresol) sulfoxide, 2,2'-bis(p-cresol) sulfone, 2,2'-bis(p-tert-butylphenol) sulfide, 2,2'-bis(p-tert-butylphenol) sulfoxide, 2,2'-bis(p-tert-butylphenol) sulfone, 4,4'-bis(6-tert-butyl-m-cresol) sulfoxide, 4,4'-bis(6-tert-butyl-m-cresol) sulfide, 4,4'-bis(6-tert-butyl-o-cresol) sulfoxide, 4,4'-bis(6-tert-butyl-o-cresol) sulfone, 4,4'-bis(6-tert-butyl-o-cresol) sulfide, 4,4'-bis(resorcinol) sulfide, 4,4'-bis(resorcinol) sulfoxide, 4,4'-bis(resorcinol) sulfone, 1,1'-bis(β-naphthol) sulfide, 1,1'-bis(β-naphthol) sulfoxide, 1,1'-bis(β-naphthol) sulfone, 4,4'-bis(α-naphthol) sulfide, 4,4'-bis(α-naphthol) sulfoxide, 4,4'-bis(α-naphthol) sulfone, tert-amyl phenol disulfide oligomer, nonyl phenol disulfide oligomer, tert-butyl phenol disulfide oligomer, and the like.

[0055] Examples of the aforementioned thiophosphites include trilauryl trithiophosphite, tridecyl trithiophosphite, tribenzyl trithiophosphite, tricyclohexyl trithiophosphite, tri(2-ethylhexyl) trithiophosphite, trinaphthalene trithiophosphite, diphenyldecyl trithiophosphite, diphenyllauryl trithiophosphite, tetralauryl-4-oxaheptenyl-1,7-tetrathiophosphite, and tetra(mercaptolauryl)-1,6-dimercapto Hexyl diphosphite, penta(mercaptolauryl)bis(1,6-hexyl-dimercapto)trithiophosphite, tetra(mercaptolauryl)-2,9-dimercapto-p-methylene diphosphite, di(mercaptolauryl)-1,6-dimercaptohexyl-bis(phenyl phosphite), dioctyl dithiopentaerythritol diphosphite, dilauryl dithiopentaerythritol diphosphite, phenyllauryl dithiopentaerythritol diphosphite, etc.

[0056] Examples of the aforementioned phosphorus compounds include phosphorous acid, hypophosphite, and their metal salts, amine salts, ammonium salts, and their neutralized compounds; triphenyl phosphite, tri(nonylphenyl) phosphite, tri(2-ethylhexyl) phosphite, tridecyl phosphite, tri(tetrazyl) phosphite, diphenylmono(2-ethylhexyl) phosphite, diphenylmonodecyl phosphite, diphenylmono(tetrazyl) phosphite, 3,9-bis(2,6-di-tert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, dilauryl hydrogen phosphite, diphenyl hydrogen phosphite, tetraphenyl dipropylene glycol dimethyl phosphite, etc. Phosphate esters, tetraphenyltetra(tetranyl)pentaerythritol tetraphosphite, tetra(tetranyl)-4,4'-isopropylidene diphenyl diphosphite, di(tert-butylphenyl)pentaerythritol diphosphite, bis(2,4-di-tert-butylphenyl)pentaerythritol diphosphite, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, bis(nonylphenyl)pentaerythritol diphosphite, distearate pentaerythritol diphosphite, tris(2,4-di-tert-butylphenyl) phosphite, hydrogenated bisphenol A·pentaerythritol phosphite polymer, 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide, etc.

[0057] Examples of the hindered phenols mentioned above include 2,5-di-tert-butylhydroquinone, anthraquinone, triethylene glycol bis{3-(3-tert-butyl-5-methyl-4-hydroxyphenyl)propionate}, 1,6-hexanediol bis{3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate}, pentaerythritol tetra{3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate}, octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate}, and 3,9 - bis[2-{3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionyloxy}-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, N,N'-hexamethylenebis(3,5-di-tert-butyl-4-hydroxy-hydrogenated cinnamamide), 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, Irganox (registered trademark) 565, etc.

[0058] From the viewpoint of achieving excellent color tone in rosin phenol resin compositions, the antioxidants described above are preferably phenol sulfides.

[0059] In the rosinol resin composition, the content of the above-mentioned additives is not particularly limited. From the viewpoint of the excellent color of the rosinol resin composition, it is preferably about 0.01% to 10% by mass relative to 100% by mass of the rosinol resin composition, and more preferably about 0.01% to 1% by mass.

[0060] In the rosinol resin composition, the content of the antioxidant is not particularly limited. From the viewpoint of the excellent color of the rosinol resin composition, it is preferably about 0.01% to 10% by mass relative to 100% by mass of the rosinol resin composition, and more preferably about 0.01% to 1% by mass.

[0061] (Method for manufacturing rosin phenol resin composition)

[0062] The method for manufacturing the rosin phenol resin composition of the present invention is not particularly limited. For example, a method including a step of reacting component (C) with component (A) and component (B) by heating in the presence of an acid catalyst as needed is provided. The reaction only requires a reaction temperature of about 180°C to 350°C and a reaction time of about 6 to 18 hours.

[0063] As a method for manufacturing the rosin phenol resin composition of the present invention, a manufacturing method comprising the following steps is preferred:

[0064] (1) The process of reacting component (A) and component (B) at a temperature of approximately 100℃~200℃ for approximately 4~10 hours in the presence of a required acid catalyst (addition process), and

[0065] (2) A process (condensation process) in which the substance (additive) obtained in step (1) above reacts at a temperature of about 250℃~350℃ for about 2~8 hours.

[0066] In step (1) and / or step (2), the reaction is carried out in the presence of component (C).

[0067] The manufacturing method described above may also include a step (neutralization step) after step (1) where an alkaline substance is added to neutralize the acid catalyst. Examples of alkaline substances include lithium hydroxide, sodium hydroxide, potassium hydroxide, magnesium hydroxide, and calcium hydroxide.

[0068] In the above manufacturing method, the reaction can also be carried out under reduced pressure in step (2). The reduced pressure conditions are not particularly limited, but are preferably around 0.1 kPa to 10 kPa.

[0069] The acid catalysts mentioned above are not particularly limited, and various known substances can be used. Examples of acid catalysts include inorganic acid catalysts such as sulfuric acid, hydrogen chloride, and boron trifluoride; and organic acid catalysts such as p-toluenesulfonic acid and methanesulfonic acid.

[0070] In the above manufacturing method, the amount of component (B) used is not particularly limited, but is preferably about 50 to 200 parts by mass relative to 100 parts by mass of component (A).

[0071] In the above manufacturing method, the amount of component (C) is not particularly limited. From the viewpoint of the excellent color of the rosin phenol resin composition, it is preferably about 0.05% to 5% by mass relative to 100% by mass of component (A), and more preferably about 0.1% to 0.5% by mass.

[0072] In the above manufacturing method, the amount of acid catalyst used is not particularly limited, but is preferably about 0.01 to 2.0 parts by mass relative to 100 parts by mass of component (A).

[0073] In the manufacturing method described above, the reaction can also be carried out in the presence of the antioxidants described above.

[0074] In the case where the above manufacturing method includes the above steps (1) and (2), the above antioxidant can be used in either step (1) or step (2).

[0075] In the above manufacturing method, the antioxidant is not particularly limited, but from the viewpoint of the excellent color tone of the rosin phenol resin composition, phenol sulfides are preferred.

[0076] In the above manufacturing method, the amount of antioxidant used is not particularly limited. From the viewpoint of the excellent color of the rosinol resin composition, it is preferably about 0.01% to 10% by mass relative to 100% by mass of component (A), and more preferably about 0.05% to 5% by mass.

[0077] (Physical properties of rosin-phenol resin compositions)

[0078] The physical properties of the above-mentioned rosinol resin composition are not particularly limited. The hue of the rosinol resin composition is preferably 6 or less using a Gardner colorimeter, more preferably 5 or less. Furthermore, in this invention, hue refers to the value of Gardner unit colorimetry measured based on JIS K 0071-2.

[0079] Furthermore, the Gardner chromaticity in this invention is as follows. A Gardner chromaticity "between 5 and 6" indicates a Gardner chromaticity of 5, 5+, 5-6, 6-, or 6. In this case, it means that "5+" is darker than 5, "6-" is brighter than 6, and "5-6" is darker than 5+ but brighter than 6-. Additionally, a Gardner chromaticity "below 6" indicates a natural number with a Gardner chromaticity of 6, 6-, 5-6, 5+, or below 5, and excludes natural numbers above 6+, 6-7, and 7.

[0080] [Tackifying Resin Composition]

[0081] The tackifying resin compounds of the present invention comprise the rosinol resin compositions of the present invention. By being used in adhesives / binders (including adhesive compositions / binder compositions described later), the rosinol resin compositions of the present invention can function as tackifiers.

[0082] Provided the desired properties are not compromised, the above-mentioned tackifying resin composition may include, as needed, various additives such as plasticizers, the above-mentioned antioxidants, ultraviolet absorbers, heat stabilizers, light stabilizers, and tackifiers other than the above-mentioned rosin phenol resin composition.

[0083] The content of the rosinol resin composition in the above-mentioned tackifying resin composition is not particularly limited, but is preferably about 95 to 100 parts by weight relative to 100 parts by weight of the tackifying resin composition, in terms of solid content. The content of the additives in the above-mentioned tackifying resin composition is not particularly limited, but is preferably about 0 to 5 parts by weight relative to 100 parts by weight of the tackifying resin composition, in terms of solid content.

[0084] (Aqueous dispersion of rosinol resin composition)

[0085] The tackifying resin composition of the present invention can also be an aqueous dispersion of the rosin phenol resin composition of the present invention (hereinafter also simply referred to as an aqueous dispersion).

[0086] The above-mentioned aqueous dispersion is a composition (emulsion) containing the above-mentioned rosinol resin composition and emulsifier.

[0087] The emulsifiers mentioned above are not particularly limited, and various known emulsifiers can be used. Specifically, examples include high molecular weight emulsifiers obtained by polymerizing monomers, low molecular weight anionic emulsifiers, and low molecular weight nonionic emulsifiers. One of the emulsifiers mentioned above can be used alone, or two or more can be used in combination.

[0088] The monomers used in the manufacture of the aforementioned high molecular weight emulsifiers include, for example, methyl methacrylate, ethyl methacrylate, n-propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, octadecyl methacrylate, cyclohexyl methacrylate, isobornyl methacrylate, polyoxyethylene methacrylate, and other methacrylate monomers; monocarboxylic acid vinyl monomers such as methacrylic acid and crotonic acid; dicarboxylic acid vinyl monomers such as maleic acid, maleic anhydride, fumaric acid, itaconic acid, and mucoconic acid; sulfonic acid vinyl monomers such as vinyl sulfonic acid, styrene sulfonic acid, and 2-acrylamido-2-methylpropanesulfonic acid; and 2-(meth)acryloyloxy Phosphate esters and vinyl monomers such as ethyl phosphate esters and diphenyl-2-(meth)acryloyloxyphosphate esters; alkali metal salts, alkaline earth metal salts, ammonium salts, and organic base salts of these organic acids; (meth)acrylamide monomers such as (meth)acrylamide and N-hydroxymethyl(meth)acrylamide; nitrile monomers such as (meth)acrylonitrile; vinyl ester monomers such as vinyl acetate; hydroxyl-containing (meth)acrylate monomers such as 2-hydroxyethyl (meth)acrylate and 2-hydroxypropyl (meth)acrylate; styrene monomers such as styrene, α-methylstyrene, and vinyltoluene; methyl vinyl ethers, glycidyl (meth)acrylate, urethane acrylates, α-olefins with 6 to 22 carbon atoms, vinylpyrrolidone, and other monomers. These can be used alone or in combination of two or more.

[0089] From the viewpoint of polymerizability and the emulsifying properties of the resulting high molecular weight emulsifier, the monomers used in the manufacture of the aforementioned high molecular weight emulsifier are preferably methyl methacrylate, alkali metal salts of sulfonic acid vinyl monomers, and styrene monomers.

[0090] Examples of polymerization methods for the aforementioned high molecular weight emulsifiers include solution polymerization, suspension polymerization, emulsion polymerization using reactive emulsifiers other than high molecular weight emulsifiers (described later), and non-reactive emulsifiers other than high molecular weight emulsifiers. Examples of non-reactive emulsifiers include low molecular weight anionic emulsifiers and low molecular weight nonionic emulsifiers (described later).

[0091] The weight-average molecular weight of the aforementioned high molecular weight emulsifier is not particularly limited, but from the viewpoint of the adhesive properties of the resulting aqueous dispersion, it is generally preferred to be around 1,000 to 500,000. Furthermore, in this specification, the aforementioned weight-average molecular weight refers to the polyoxyethylene conversion value in gel permeation chromatography (GPC).

[0092] Reactive emulsifiers other than the aforementioned high molecular weight emulsifiers include, for example, emulsifiers with hydrophilic groups such as sulfonic acid groups and carboxyl groups, and hydrophobic groups such as alkyl groups and phenyl groups, and with carbon-carbon double bonds in their molecules. Examples of carbon-carbon double bonds include functional groups such as (meth)allyl, 1-propenyl, 2-methyl-1-propenyl, vinyl, isopropenyl, and (meth)acryloyl.

[0093] Examples of the aforementioned reactive emulsifiers include polyoxyethylene alkyl ethers having at least one of the aforementioned functional groups in their molecules, polyoxyethylene phenyl ethers having at least one of the aforementioned functional groups in their molecules, and their sulfosuccinate salts and sulfate salts; further examples include polyoxyethylene alkylphenyl ethers having at least one of the aforementioned functional groups in their molecules, and their sulfosuccinate salts, sulfate salts, phosphate salts, aliphatic or aromatic carboxylates, etc. In addition, examples include acidic phosphate (meth)acrylate emulsifiers, anhydride-modified rosin glycidyl acrylates (see Japanese Patent Application Publication No. 4-256429), Japanese Patent Application Publication No. 63-23725, Japanese Patent Application Publication No. 63-240931, and Japanese Patent Application Publication No. 62-104802, and various other emulsifiers. Furthermore, examples include emulsifiers in which the polyoxyethylene in the above reactive emulsifier is replaced with polyoxypropylene or a substance derived from the block copolymerization or random copolymerization of polyoxyethylene and polyoxypropylene.

[0094] Examples of commercially available products of the reactive emulsifier include "KAYAMER PM-1", "KAYAMER PM-2", and "KAYAMER PM-21" (the above are manufactured by Nippon Kayaku Co., Ltd.), "SE-10N", "NE-10", "NE-20", "NE-30", "アデカリアソープSR-10", "アデカリアソー"プSR-20", "アデカリアソープER-20" (the above are manufactured by ADEKA Co., Ltd.), "ニューフロンティアA229E", "ニューフロンティアN117E", "ニューフロ"ンティアN250Z", "アクアロンRN-10", "アクアロンRN-20", "ア"クアロンRN-50", "アクアロンHS-10", "アクアロンKH-05", "アクTypical examples include "Econon KH-10" (manufactured by Daiichi Kogyo Pharmaceutical Co., Ltd.), "Economicon JS-2" (manufactured by Sanyo Chemical Industry Co., Ltd.), and "Lateral K-180" (manufactured by Kao Co., Ltd.).

[0095] From the perspective of polymerization and the emulsifying properties of the resulting high molecular weight emulsifier, the above-mentioned reactive emulsifiers are preferably polyoxyethylene alkyl ethers and polyoxyethylene phenyl ethers.

[0096] Examples of low molecular weight anionic emulsifiers include dialkyl sulfonyl succinates, alkane sulfonates, α-olefin sulfonates, polyoxyethylene alkyl sulfonyl succinates, polyoxyethylene alkyl ether sulfonyl succinates, polyoxyethylene styrene phenyl ether sulfonyl succinates, formalin condensate of naphthalene sulfonate, polyoxyethylene alkyl ether sulfates, polyoxyethylene dialkyl ether sulfates, polyoxyethylene trialkyl ether sulfates, and polyoxyethylene alkylphenyl ether sulfates. These can be used alone or in combination of two or more.

[0097] Examples of low molecular weight nonionic emulsifiers include polyoxyethylene alkyl ethers, polyoxyethylene styrene phenyl ethers, and polyoxyethylene dehydrated sorbitol fatty acid esters. They can be used alone or in combination of two or more.

[0098] The content of emulsifier in the above-mentioned aqueous dispersion is not particularly limited. From the viewpoint of excellent emulsification, in terms of solid content, it is preferably about 1 to 20 parts by weight relative to 100 parts by weight of the rosinol resin composition, and more preferably about 2 to 10 parts by weight.

[0099] Provided the desired properties are not compromised, the above-mentioned aqueous dispersions may also contain crosslinking agents, defoamers, thickeners, fillers, ultraviolet absorbers, light stabilizers, antioxidants, hydration resistant agents, film-forming aids, preservatives, ammonia, and pH adjusters such as sodium bicarbonate, as needed.

[0100] Examples of such preservatives include thiazoline preservatives and benzisothiazolium preservatives.

[0101] The above-mentioned aqueous dispersion is obtained by emulsifying the rosin phenol resin composition in the presence of the above-mentioned emulsifier. The emulsification method is not particularly limited, and known emulsification methods such as high-pressure emulsification and phase-inversion emulsification can be used.

[0102] The aforementioned high-pressure emulsification method involves premixing an emulsifier and water in a molten state of the rosin phenol resin composition, microemulsifying the mixture using a high-pressure emulsifier, and then removing the solvent as needed. The method for bringing the emulsified material to a molten state can be heating only, dissolving it in a solvent before heating, or mixing it with a non-volatile substance such as a plasticizer before heating; however, heating only is preferred. Examples of solvents include toluene, xylene, methylcyclohexane, and ethyl acetate, all of which are organic solvents capable of dissolving the emulsified material.

[0103] The above-mentioned phase inversion emulsification method involves heating and melting the rosin phenol resin composition, then adding emulsifier / water while stirring to first form a W / O emulsion, and then inverting it into an O / W emulsion through the addition of water and temperature changes.

[0104] The concentration of the aqueous dispersion obtained in this way is not particularly limited, and it is usually adjusted appropriately to a solid content of about 20% to 70% by mass. Furthermore, from the viewpoint of storage stability, the volume average particle size of the obtained aqueous dispersion is preferably less than about 0.7 μm. In addition, the obtained aqueous dispersion has a white to milky white appearance, and its viscosity is typically about 10 mPa·s to 1,000 mPa·s (at 25°C and a concentration of 50% by mass).

[0105] The pH of the aqueous dispersion obtained above is typically around 2–10. Furthermore, the pH can be adjusted by adding appropriate amounts of inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid; alkanolamines such as monomethylamine, monoethanolamine, diethanolamine, and diisopropanolamine; aliphatic amines such as ethylamine, n-butylamine, and triethylamine; alkali metal hydroxides such as potassium hydroxide and sodium hydroxide; and alkaline earth metal hydroxides such as calcium hydroxide.

[0106] [Adhesive Composition / Fitness Composition]

[0107] The adhesive composition / adhesive composition of the present invention comprises the rosin phenolic resin composition (or the tackifying resin composition of the present invention) and a base polymer. Furthermore, the adhesive composition / adhesive composition of the present invention can be used as an adhesive / adhesive. Additionally, in this specification, "adhesive / adhesive" explicitly refers to a substance containing either or both of adhesives and adhesives.

[0108] Examples of the aforementioned basic polymers include acrylic polymers, synthetic rubber elastomers, olefin polymers, acrylic polymer emulsions, rubber latexes, and synthetic resin emulsions. One basic polymer can be used alone or in combination of two or more. The basic polymer may also be used with crosslinking agents, defoamers, viscosity modifiers, fillers, antioxidants, hydration-resistant agents, film-forming aids, preservatives, pH adjusters such as ammonia and sodium bicarbonate, leveling agents, peeling agents, plasticizers, softeners, colorants (pigments, dyes, etc.), surfactants, antistatic agents, anti-aging agents, UV absorbers, and light stabilizers, as needed.

[0109] In the adhesive composition / adhesive composition of the present invention, when the above-mentioned aqueous dispersion is used as a tackifying resin composition, it is preferable to use an aqueous composition such as an acrylic polymer emulsion, a rubber latex, or a synthetic resin emulsion as the base polymer.

[0110] In the adhesive composition / adhesive composition of the present invention, when the above-mentioned aqueous dispersion is included as the tackifying resin composition and the above-mentioned aqueous composition is included as the base polymer, the concentration of the adhesive composition / adhesive composition is generally about 40% to 70% by mass of solids, preferably 55% to 70% by mass.

[0111] (Acrylic polymers)

[0112] As the aforementioned acrylic polymers, substances commonly used in various acrylic adhesives / bonds can be used, such as polymers containing monomer components of (meth)acrylate alkyl esters. The manufacturing methods of the aforementioned acrylic polymers employ various known polymerization methods, such as methods that involve free radical polymerization of the aforementioned monomer components in the presence of a polymerization initiator. Examples of polymerization methods include solution polymerization, emulsion polymerization, suspension polymerization, and bulk polymerization. The aforementioned acrylic polymers can be used alone or in combination of two or more.

[0113] Examples of the aforementioned alkyl methacrylates include methyl methacrylate, ethyl methacrylate, propyl methacrylate, isopropyl methacrylate, n-butyl methacrylate, isobutyl methacrylate, sec-butyl methacrylate, pentyl methacrylate, isoamyl methacrylate, hexyl methacrylate, heptyl methacrylate, 2-ethylhexyl methacrylate, octyl methacrylate, isooctyl methacrylate, nonyl methacrylate, isononyl methacrylate, decyl methacrylate, isodecanyl methacrylate, undecyl methacrylate, dodecyl methacrylate, tridecyl methacrylate, tetradecyl methacrylate, pentadecyl methacrylate, hexadecyl methacrylate, heptadecanyl methacrylate, octadecyl methacrylate, nonadecanyl methacrylate, and eicosyl methacrylate. These alkyl methacrylates can be used alone or in combination of two or more.

[0114] The monomer components in the aforementioned acrylic polymers may further include other monomers capable of copolymerizing with the aforementioned alkyl (meth)acrylates. Examples of such monomers include, for instance, carboxyl-containing monomers, hydroxyl-containing monomers, amide-containing monomers, amino-containing monomers, epoxy-containing monomers, cyano-containing monomers, ketone-containing monomers, monomers having a nitrogen-containing ring, alkoxysilyl-containing monomers, and polyfunctional monomers.

[0115] Examples of the aforementioned carboxyl-containing monomers include olefinic unsaturated monocarboxylic acids such as acrylic acid (AA), methacrylic acid (MAA), and crotonic acid; olefinic unsaturated dicarboxylic acids such as maleic acid, itaconic acid, and citraconic acid, and their anhydrides (maleic anhydride, itaconic anhydride, etc.).

[0116] Examples of hydroxyl-containing monomers include hydroxyalkyl methacrylates such as 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, and 2-hydroxybutyl methacrylate; and unsaturated alcohols such as vinyl alcohol and allyl alcohol.

[0117] Examples of monomers containing amide groups include (meth)acrylamide, N,N-dimethyl (meth)acrylamide, N-butyl (meth)acrylamide, N-hydroxymethyl (meth)acrylamide, N-hydroxymethylpropane (meth)acrylamide, N-methoxymethyl (meth)acrylamide, and N-butoxymethyl (meth)acrylamide.

[0118] Examples of amino-containing monomers include aminoethyl (meth)acrylate, N,N-dimethylaminoethyl (meth)acrylate, and tert-butylaminoethyl (meth)acrylate.

[0119] Examples of epoxy-containing monomers include glycidyl (meth)acrylate, methyl glycidyl (meth)acrylate, and allyl glycidyl ether. Examples of cyano-containing monomers include acrylonitrile and methacrylonitrile. Examples of ketone-containing monomers include diacetone (meth)acrylamide, diacetone (meth)acrylate, vinyl methyl ketone, vinyl ethyl ketone, allyl acetoacetate, and vinyl acetoacetate.

[0120] Examples of monomers having nitrogen-containing rings include N-vinyl-2-pyrrolidone, N-methylvinylpyrrolidone, N-vinylpyridine, N-vinylpiperidone, N-vinylpyrimidine, N-vinylpiperazine, N-vinylpyrazine, N-vinylpyrrole, N-vinylimidazolium, N-vinyloxazole, N-vinylmorpholine, N-vinylcaprolactam, and N-(meth)acryloylmorpholine.

[0121] Examples of the aforementioned monomers containing alkoxysilanes include 3-(meth)acryloyloxypropyltrimethoxysilane, 3-(meth)acryloyloxypropyltriethoxysilane, 3-(meth)acryloyloxypropylmethyldimethoxysilane, and 3-(meth)acryloyloxypropylmethyldiethoxysilane.

[0122] Examples of the aforementioned multifunctional monomers include 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, (poly)ethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, (poly)propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, pentaerythritol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, pentaerythritol tri(meth)acrylate, dipentaerythritol hexa(meth)acrylate, glycerol di(meth)acrylate, epoxy acrylate, polyester acrylate, urethane acrylate, divinylbenzene, di(meth)butyl acrylate, and di(meth)hexyl acrylate.

[0123] The content of other monomers that can copolymerize with alkyl (meth)acrylate in the above monomer components is not particularly limited, but is preferably about 40% by mass or less relative to 100% by mass of the above monomer components.

[0124] The aforementioned monomer components may further contain vinyl ester monomers such as vinyl acetate and vinyl propionate; aromatic vinyl compounds such as styrene, substituted styrene (α-methylstyrene, etc.), and vinyltoluene; cycloalkyl methacrylates such as cyclohexyl methacrylate, cyclopentyl methacrylate, and isobornyl methacrylate; aromatic ring-containing methacrylates such as aryl methacrylates (e.g., phenyl methacrylate), aryloxyalkyl methacrylates (e.g., phenoxyethyl methacrylate), and arylalkyl methacrylates (e.g., benzyl methacrylate); olefin monomers such as ethylene, propylene, isoprene, butadiene, and isobutylene; chlorine-containing monomers such as vinyl chloride and vinylidene chloride; monomers containing isocyanate groups such as 2-(meth)acryloyloxyethyl isocyanate; alkoxy-containing monomers such as methoxyethyl methacrylate and ethoxyethyl methacrylate; and vinyl ether monomers such as methyl vinyl ether and ethyl vinyl ether. The content of these monomers is not particularly limited, but is preferably about 10% by mass or less relative to 100% by mass of the monomer components mentioned above.

[0125] The aforementioned polymerization initiators are not particularly limited, and examples include azo initiators such as 2,2'-azobis(2-methylpropanediamine) disulfate, 2,2'-azobis(2-methylpropanediamine) dihydrochloride, 2,2'-azobis(2-amidinylpropane) dihydrochloride, 2,2'-azobis[N-(2-carboxyethyl)-2-methylpropanediamine] hydrate, 2,2'-azobis(N,N'-dimethyleneisobutylamidine), and 2,2'-azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride; 1,1-bis... Peroxide initiators include (tert-hexylperoxide)-3,3,5-trimethylcyclohexane, tert-hexyl peroxypentanoate, tert-butyl peroxypentanoate, 2,5-dimethyl-2,5-bis(2-ethylhexanoylperoxide)hexane, tert-hexylperoxide-2-ethylhexanoate, tert-butylperoxide-2-ethylhexanoate, tert-butylperoxide isobutyrate, tert-butylperoxide-3,5,5-trimethylhexanoate, tert-butylperoxylaurate, benzoyl peroxide, tert-butyl hydroperoxide, and other peroxide initiators; persulfate initiators include potassium persulfate, ammonium persulfate, etc. Polymerization initiators can be used alone or in combination of two or more.

[0126] The weight-average molecular weight (Mw) of the aforementioned acrylic polymers is not particularly limited, and is typically in the range of approximately 100,000 to 5,000,000. From the viewpoint of improving adhesive properties, the weight-average molecular weight (Mw) of the acrylic polymers is preferably 1,500,000 or less, more preferably 1,000,000 or less; from the viewpoint of cohesiveness, it is preferably 200,000 or more, more preferably 300,000 or more. Furthermore, in this specification, the aforementioned weight-average molecular weight refers to the polystyrene equivalent value obtained using gel permeation chromatography (GPC).

[0127] The proportion of the above-mentioned acrylic polymer and rosinol resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought by the rosinol resin composition and will not cause a decrease in heat retention, viscosity, etc. due to overuse, it is generally better to set the rosinol resin composition to about 2 to 40 parts by weight relative to 100 parts by weight of acrylic polymer in terms of solid content.

[0128] (Synthetic rubber elastomers)

[0129] As the aforementioned synthetic rubber elastomer, various known substances used in adhesive compositions / bonding agents can be used. One of the aforementioned synthetic rubber elastomers can be used alone, or two or more can be used in combination.

[0130] Examples of the aforementioned synthetic rubber elastomers include polyisoprene, styrene-butadiene rubber (SBR), styrene-isoprene (SI) rubber, styrene-isoprene-styrene block copolymer (SIS) rubber, styrene-butadiene-styrene block copolymer (SBS) rubber, styrene-ethylene-butene-styrene block copolymer (SEBS) rubber, styrene-ethylene-propylene-styrene block copolymer (SEPS) rubber, styrene-ethylene-propylene block copolymer (SEP) rubber, recycled rubber, butyl rubber, polyisobutylene, styrene-butadiene-vinylpyridine rubber, polybutadiene, methacrylate-butadiene rubber, acrylonitrile-butadiene rubber (NBR), and polychloroprene (CR).

[0131] The proportion of the above-mentioned synthetic rubber elastomer and rosinol resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought about by the rosinol resin composition and will not reduce the adhesion or tack due to overuse, it is generally better to set the rosinol resin composition to about 15 to 210 parts by weight relative to 100 parts by weight of synthetic rubber elastomer in terms of solid content.

[0132] (Olefin polymers)

[0133] The term "olefin polymer" is not particularly limited as long as it contains monomers of various olefins, and various known substances can be used. Examples of such olefin polymers include olefin homopolymers that are homopolymers of various olefins, and olefin copolymers that are copolymers between various olefins and copolymerizable monomers. One type of olefin polymer can be used alone, or two or more can be used in combination.

[0134] Examples of the aforementioned olefins include various isomers of ethylene, propylene, butene, isoprene, pentene, pentadiene, octene, isooctene, hexene, and hexadiene; various isomers of heptene and heptadiene; various α-olefins; and cyclic olefins such as cyclopentene, cyclohexene, norbornene, and dicyclopentadiene. One of these olefins may be used alone, or two or more may be used in combination.

[0135] Monomers capable of copolymerizing with the aforementioned olefins include, for example, vinyl acetate and the aforementioned (meth)acrylates. Vinyl acetate is preferably one of the copolymerizable monomers. One of the copolymerizable monomers may be used alone, or two or more may be used in combination.

[0136] The amount of the copolymerizable monomer used in the above-mentioned olefin copolymer is not particularly limited, but is preferably in the range of about 20% to 45% by mass relative to 100% by mass of the above-mentioned olefin copolymer.

[0137] Examples of the aforementioned olefin homopolymers include polyethylene, polypropylene, ethylene-α-olefin copolymers, and amorphous atactic polypropylene. Examples of the aforementioned olefin copolymers include ethylene-acrylic acid copolymer (EAA), ethylene-methyl acrylate copolymer (EMAA), ethylene-vinyl acetate copolymer (EVA), ethylene-ethyl acrylate copolymer (EEA), ethylene-methyl acrylate copolymer (EMA), and ethylene-methyl methacrylate copolymer (EMMA). Ethylene-vinyl acetate copolymer (EVA) is preferred among the aforementioned olefin copolymers.

[0138] The proportion of the olefin polymer and rosinol resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought about by the rosinol resin composition and will not reduce the adhesion or tack due to overuse, it is generally better to set the rosinol resin composition to about 50 to 150 parts by weight relative to 100 parts by weight of olefin polymer in terms of solid content.

[0139] (Acrylic polymer emulsion)

[0140] As the aforementioned acrylic polymer emulsion, various known substances used in water-based adhesives / binders can be used, such as acrylic polymer emulsions containing monomer components of (meth)acrylate alkyl esters. The manufacturing method of the aforementioned acrylic polymer emulsion employs various known emulsion polymerization methods. For example, it can be easily manufactured in the presence of a polymerization initiator using known emulsion polymerization methods such as one-feed polymerization of the monomer component, step-by-step monomer addition polymerization, emulsified monomer step-by-step addition polymerization, and seed polymerization. The aforementioned acrylic polymer emulsion can be used alone or in combination of two or more.

[0141] Examples of the alkyl methacrylates mentioned above include those used in the aforementioned acrylic polymers.

[0142] The monomer components in the aforementioned acrylic polymer emulsion may further include other monomers capable of copolymerizing with the aforementioned alkyl (meth)acrylate. Examples of such monomers include, for instance, carboxyl-containing monomers, hydroxyl-containing monomers, amide-containing monomers, amino-containing monomers, epoxy-containing monomers, cyano-containing monomers, ketone-containing monomers, monomers having a nitrogen-containing ring, alkoxysilyl-containing monomers, and polyfunctional monomers.

[0143] The content of other monomers that can copolymerize with alkyl (meth)acrylate in the above monomer components is not particularly limited, but is preferably about 40% by mass or less relative to 100% by mass of the above monomer components.

[0144] The aforementioned monomer components may further contain vinyl ester monomers such as vinyl acetate and vinyl propionate; aromatic vinyl compounds such as styrene, substituted styrene (α-methylstyrene, etc.), and vinyltoluene; cycloalkyl methacrylates such as cyclohexyl methacrylate, cyclopentyl methacrylate, and isobornyl methacrylate; aromatic ring-containing methacrylates such as aryl methacrylates (e.g., phenyl methacrylate), aryloxyalkyl methacrylates (e.g., phenoxyethyl methacrylate), and arylalkyl methacrylates (e.g., benzyl methacrylate); olefin monomers such as ethylene, propylene, isoprene, butadiene, and isobutylene; chlorine-containing monomers such as vinyl chloride and vinylidene chloride; monomers containing isocyanate groups such as 2-(meth)acryloyloxyethyl isocyanate; alkoxy-containing monomers such as methoxyethyl methacrylate and ethoxyethyl methacrylate; and vinyl ether monomers such as methyl vinyl ether and ethyl vinyl ether. The content of these monomers is not particularly limited, but is preferably about 10% by mass or less relative to 100% by mass of the monomer components mentioned above.

[0145] The polymerization initiators mentioned above are not particularly limited, for example, the polymerization initiators used in the aforementioned acrylic polymers.

[0146] The weight-average molecular weight (Mw) of the acrylic polymers in the aforementioned acrylic polymer emulsions is not particularly limited, and is typically in the range of approximately 100,000 to 5,000,000. From the viewpoint of improving adhesive properties, the weight-average molecular weight (Mw) of the acrylic polymers is preferably 1,500,000 or less, more preferably 1,000,000 or less; from the viewpoint of cohesiveness, it is preferably 200,000 or more, more preferably 300,000 or more. Furthermore, in this specification, the aforementioned weight-average molecular weight refers to the polystyrene equivalent value obtained using gel permeation chromatography (GPC).

[0147] The content ratio of the above-mentioned acrylic polymer emulsion and rosinol resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought by the rosinol resin composition and will not cause a decrease in heat retention, viscosity, etc. due to overuse, it is generally better to set the rosinol resin composition to about 2 to 40 parts by weight relative to 100 parts by weight of acrylic polymer emulsion in terms of solid content.

[0148] (Rubber-based latex)

[0149] As the aforementioned rubber-based latex, various known substances used in aqueous adhesive compositions / aqueous bonding agent compositions can be used. Examples of such rubber-based latex include natural rubber latex and synthetic rubber latex. Natural rubber latex may also be modified natural rubber grafted with alkyl (meth)acrylates or the like. One of the aforementioned rubber-based latexes may be used alone, or two or more may be used in combination.

[0150] The aforementioned synthetic rubber latex is an aqueous dispersion of a synthetic polymer. Examples of such synthetic polymers include the aforementioned synthetic rubber elastomers.

[0151] The proportion of the above-mentioned rubber latex and rosin resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought about by the rosin resin composition without causing a decrease in adhesion or tack due to overuse, it is generally better to set the rosin resin composition to about 10 to 150 parts by weight relative to 100 parts by weight of rubber latex, based on the conversion of solid components.

[0152] (Synthetic resin emulsion)

[0153] As the aforementioned synthetic resin emulsions, various known substances used in aqueous adhesive compositions / water-based binder compositions can be used, such as vinyl acetate emulsions, ethylene-vinyl acetate copolymer emulsions, carbamate emulsions, and other synthetic resin emulsions. One of the aforementioned synthetic resin emulsions can be used alone, or two or more can be used in combination.

[0154] The proportion of the above-mentioned synthetic resin emulsion and rosinol resin composition is not particularly limited. As an appropriate range of use that can fully express the modification effect brought about by the rosinol resin composition without causing a decrease in adhesion or tack due to overuse, it is generally better to set the rosinol resin composition to about 2 to 40 parts by weight relative to 100 parts by weight of synthetic resin emulsion in terms of solid content.

[0155] In the above-mentioned adhesive composition / adhesive composition, when acrylic polymers, synthetic rubber elastomers, or olefin polymers are used as the base polymers, it can be used in either the varnish type or the hot melt adhesive type.

[0156] When using the above-mentioned varnish-type adhesive composition / binder composition, various organic solvents can be used. The organic solvent is not particularly limited, but examples include toluene, xylene, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, acetone, ethyl acetate, cyclohexane, methylcyclohexane, methanol, ethanol, propanol, isopropanol, hexanediol, etc. The amount of organic solvent used is not particularly limited, and is generally about 100 to 500 parts by weight relative to 100 parts by weight of the above-mentioned base polymer.

[0157] When using the adhesive composition / bonding agent composition as the above-mentioned hot melt adhesive type, there is no particular need for organic solvents that can be used in the above-mentioned varnish type.

[0158] Provided the desired properties are not compromised, the adhesive / bonding agent compositions of the present invention may, as needed, contain crosslinking agents, oils, waxes, defoamers, viscosity modifiers, fillers, antioxidants, hydration resistant agents, film-forming aids, preservatives, pH adjusters such as ammonia and sodium bicarbonate, leveling agents, peeling modifiers, plasticizers, softeners, colorants (pigments, dyes, etc.), surfactants, antistatic agents, anti-aging agents, ultraviolet absorbers, light stabilizers, and various other additives.

[0159] Examples of crosslinking agents include isocyanate crosslinking agents and epoxy crosslinking agents. The content of the crosslinking agent is not particularly limited, but is usually less than 10 parts by weight relative to 100 parts by weight of the base polymer, preferably about 0.01 to 1.0 parts by weight.

[0160] Examples of the aforementioned isocyanate crosslinking agents include, for instance, lower aliphatic polyisocyanates such as 1,2-ethylene diisocyanate, 1,4-butylene diisocyanate, and 1,6-hexamethylene diisocyanate; alicyclic polyisocyanates such as cyclopentyl diisocyanate, cyclohexyl diisocyanate, isophorone diisocyanate, hydrogenated toluene diisocyanate, and hydrogenated xylene diisocyanate; aromatic polyisocyanates such as 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 4,4'-diphenylmethane diisocyanate, and xylene diisocyanate; and their biuret, isocyanurate, urethane, and adduct forms, as well as complexes obtained by reacting two or more of the forms selected from the group consisting of biuret, isocyanurate, urethane, and adduct forms.

[0161] Examples of the aforementioned epoxy crosslinking agents include bisphenol A epichlorohydrin type epoxy resins, ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerol diglycidyl ether, glycerol triglycidyl ether, 1,6-hexanediol diglycidyl ether, trimethylolpropane triglycidyl ether, diglycidyl aniline, diamine glycidyl amine, N,N,N',N'-tetraglycidyl-m-dimethyldiamine, and 1,3-bis(N,N'-diamine glycidylaminomethyl)cyclohexane, which are compounds with two or more epoxy groups in their molecules.

[0162] Examples of the aforementioned oils include cycloalkanes, paraffinic oils, and aromatic oils, which are plasticizing oils. Preferably, the oil is a cycloalkane process oil, a paraffinic process oil, or liquid polybutene.

[0163] The content of the oil is not particularly limited, but is usually about 4 to 200 parts by mass relative to 100 parts by mass of the base polymer.

[0164] Examples of the aforementioned waxes include animal-derived waxes such as beeswax, whale wax, and shellac wax; plant-derived waxes such as carnauba wax, senna wax, rice bran wax, and candelilla wax; petroleum-derived waxes such as paraffin wax and microcrystalline wax; synthetic waxes such as Fischer-Tropsch wax and low molecular weight polyethylene wax; and mineral-derived waxes such as lignite wax and ceresin wax. One type of wax may be used alone, or two or more may be used in combination.

[0165] The content of the wax is not particularly limited, but is usually about 10 to 100 parts by weight relative to 100 parts by weight of the base polymer.

[0166] The adhesive composition / adhesive composition of the present invention is obtained by mixing the above-described rosinol resin composition (or the above-described tackifying resin composition), the above-described base polymer, various organic solvents and additives as needed. The mixing method is not particularly limited, and various known methods can be used.

[0167] [Adhesive Board / Bonding Board]

[0168] The adhesive board / bonding board of the present invention comprises an adhesive layer / bonding layer composed of the above-described adhesive composition / adhesive composition and a substrate. The adhesive board / bonding board of the present invention may be a substrate-supported adhesive board / bonding board having the adhesive layer / bonding layer on one or both sides of the substrate, or a substrate-free adhesive board / bonding board in which the adhesive layer / bonding layer is held on a release liner (which can also be understood as a substrate having a release surface). The concept of adhesive board / bonding board described herein may include substances called adhesive tape / bonding tape, adhesive label / bonding tag, adhesive film / bonding film, etc.

[0169] As the aforementioned substrates, for example, films made from polyolefins (polyethylene, polypropylene, ethylene-propylene copolymer, etc.), polyesters (polyethylene terephthalate, etc.), vinyl chloride resins, vinyl acetate resins, polyimide resins, polyamide resins, fluorinated resins, and other celluloid-type plastic films can be used; as well as paper types such as Japanese paper, kraft paper, glassine paper, high-quality paper, synthetic paper, and coated paper. Fabrics such as woven and nonwoven fabrics are made from fibrous materials, either alone or in blends, of natural, semi-synthetic, or synthetic fibers, including cotton, synthetic staple fibers, abaca, pulp, rayon, cellulose acetate, polyester, polyvinyl alcohol, polyamide, and polyolefin fibers; rubber sheets made from natural rubber, butyl rubber, etc.; foamed sheets made from foamed polyurethane, foamed polychloroprene rubber, etc.; metal foils such as aluminum foil and copper foil; and composites thereof. The above-mentioned films can be either non-stretched or stretched (uniaxial or biaxial stretched). The substrate can be single-layered or laminated.

[0170] In addition, various additives such as fillers (inorganic fillers, organic fillers, etc.), anti-aging agents, antioxidants, ultraviolet absorbers, lubricants, plasticizers, and colorants (pigments, dyes, etc.) can be added to the substrate as needed.

[0171] The surface of the substrate (especially the surface on the polymer layer side) can also be subjected to physical treatments such as corona discharge treatment and plasma treatment, and appropriate known or conventional surface treatments such as primer treatment and back treatment.

[0172] The adhesive board / bonding board of the present invention can be manufactured by a known method. First, the above-mentioned adhesive composition / adhesive compound is coated on one or both sides of a substrate to form a coating layer formed by the adhesive composition / adhesive compound. Known methods can be used for coating, such as roller coating, comma coating, die coating, reverse coating, screen printing, and gravure coating. Next, the coating layer is heated or dried to form an adhesive layer / bonding layer formed by the above-mentioned adhesive composition / adhesive compound. The heating or drying conditions can be appropriately set according to the thickness of the adhesive layer / bonding layer, for example, the temperature is 10°C to 120°C, and the time is 0.1 hours to 10 hours. The thickness of the adhesive layer / bonding layer (the thickness after drying) varies depending on the application, and is preferably 5 μm to 200 μm.

[0173] Example

[0174] The present invention will be described in more detail below with examples and comparative examples, but the invention is not limited thereto. Unless otherwise specified, “parts” and “%” in the examples refer to quality standards.

[0175] [Preparation of rosin phenol resin composition]

[0176] Example 1

[0177] In a reaction vessel equipped with a stirrer, condenser, thermometer, and nitrogen / steam inlet pipe, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added. The mixture was heated to 100°C, and 2.1 parts of 96% sulfuric acid were added. The reaction was carried out under a nitrogen flow for 4 hours. Then, 3.0 parts of quicklime, 0.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.) were added. The mixture was then heated to 280°C under reduced pressure of 10 kPa and reacted at the same temperature for 4 hours to obtain a rosin phenol resin composition.

[0178] Example 2

[0179] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.2 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0180] Example 3

[0181] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.1 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0182] Example 4

[0183] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 2.0 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0184] Example 5

[0185] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 4.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0186] Example 6

[0187] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of thioxanthracene-9-one (thioxanthone) (manufactured by Fuji Film Wako Pure Chemicals Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0188] Example 7

[0189] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of anthrone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0190] Example 8

[0191] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of 9(10H)-acridone (acridone) (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0192] Example 9

[0193] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese slash pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0194] Example 10

[0195] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Yunnan pine (Chinese origin) and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0196] Example 11

[0197] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Pinus sylvestris and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0198] Example 12

[0199] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Caribbean pine from Brazil and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of xanthonone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0200] Comparative Example 1

[0201] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant), the temperature was raised to 280°C under reduced pressure of 10 kPa, and the mixture was reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0202] Comparative Example 2

[0203] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of anthraquinone (manufactured by Kawasaki Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0204] Comparative Example 3

[0205] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Masson pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime, 0.5 parts of 9-fluorenone (manufactured by Tokyo Chemical Industry Co., Ltd.), and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant Co., Ltd.), the mixture was heated to 280°C under reduced pressure of 10 kPa and reacted for 4 hours at the same temperature to obtain a rosin phenol resin composition.

[0206] Comparative Example 4

[0207] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese slash pine and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant), the temperature was raised to 280°C under reduced pressure of 10 kPa, and the mixture was reacted for 4 hours at the same temperature to obtain a rosin-phenol resin composition.

[0208] Comparative Example 5

[0209] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Yunnan pine (Chinese origin) and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant), the temperature was raised to 280°C under reduced pressure of 10 kPa, and the mixture was reacted for 4 hours at the same temperature to obtain a rosin-phenol resin composition.

[0210] Comparative Example 6

[0211] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Chinese Pinus sylvestris and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant), the temperature was raised to 280°C under reduced pressure of 10 kPa, and the mixture was reacted for 4 hours at the same temperature to obtain a rosin-phenol resin composition.

[0212] Comparative Example 7

[0213] In the same reaction vessel as in Example 1, 100.0 parts of rosin derived from Caribbean pine from Brazil and 150.0 parts of phenol were added, the temperature was raised to 100°C, and 2.1 parts of 96% sulfuric acid were added. The mixture was then reacted for 4 hours under a nitrogen atmosphere. After adding 3.0 parts of quicklime and 0.1 parts of 4,4'-thiobis(6-tert-butyl-3-methylphenol) (trade name "Lowinox TBM-6", manufactured by Addivant), the temperature was raised to 280°C under reduced pressure of 10 kPa, and the mixture was reacted for 4 hours at the same temperature to obtain a rosin-phenol resin composition.

[0214] (Measurement of hue)

[0215] The hue (Gardner chroma) of the rosin phenolic resin compositions and the raw materials in Examples 1 to 12 and Comparative Examples 1 to 7 was determined according to JISK 0071-2. The results are shown in Table 1.

[0216] [Table 1]

[0217]

[0218] The notes in Table 1 are shown below.

[0219] *The value is the amount (mass%) of compound (C) used relative to 100% mass of rosin (A) in each embodiment and comparative example.

Claims

1. A rosin phenolic resin composition, comprising: a rosin phenolic resin as a reaction product of a rosin (A) and a phenol (B), and at least one compound (C) selected from the group consisting of xanthone, thioxanthone, acridone and anthracene ketone. The rosin (A) is at least one rosin from a pine species selected from the group consisting of Pinus massoniana, Pinus elliottii, Pinus armandii, Pinus caribaea, Pinus taeda, Pinus radiata, Pinus yunnanensis and Pinus kesiya.

2. The rosin phenolic resin composition according to claim 1, having a color tone of 6 or less on the Gardner color scale.

3. The rosin phenolic resin composition according to claim 1 or 2, wherein the rosin (A) is a refined rosin.

4. A method for producing a rosin phenolic resin composition, comprising a step of reacting a rosin (A) and a phenol (B) in the presence of at least one compound (C) selected from the group consisting of xanthone, thioxanthone, acridone and anthracene ketone; The rosin (A) is at least one rosin from a pine species selected from the group consisting of Pinus massoniana, Pinus elliottii, Pinus armandii, Pinus caribaea, Pinus taeda, Pinus radiata, Pinus yunnanensis and Pinus kesiya.

5. The method for producing a rosin phenolic resin composition according to claim 4, wherein the compound (C) is used in an amount of 0.05 to 5 mass% relative to 100 mass% of the rosin (A).

6. The method for producing a rosin phenolic resin composition according to claim 4 or 5, comprising a step of reacting the rosin (A) and the phenol (B) in the presence of the compound (C) and a phenol sulfide.

7. A tackifying resin composition comprising the rosin phenolic resin composition according to any one of claims 1 to 3.

8. The tackifying resin composition according to claim 7, which is an aqueous dispersion of the rosin phenolic resin composition according to any one of claims 1 to 3.

9. An adhesive / sealant composition comprising the tackifying resin composition according to claim 7 or 8 and a base polymer. ​ ​

Citation Information

Patent Citations

  • Emulsifier for emulsion polymerization

    JP1987104802A

  • Novel surface active agent

    JP1988023725A

  • Novel surfactant

    JP1988240931A

  • Reactive emulsifier and production thereof

    JP1992256429A

  • Hot-melt adhesive composition

    JP1998287855A