WO2005000979A1 - Composition de revetement a base d'un solvant faiblement odorant - Google Patents

Composition de revetement a base d'un solvant faiblement odorant Download PDF

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Publication number
WO2005000979A1
WO2005000979A1 PCT/JP2003/008111 JP0308111W WO2005000979A1 WO 2005000979 A1 WO2005000979 A1 WO 2005000979A1 JP 0308111 W JP0308111 W JP 0308111W WO 2005000979 A1 WO2005000979 A1 WO 2005000979A1
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WIPO (PCT)
Prior art keywords
coating composition
solvent
odor
resin
low odor
Prior art date
Application number
PCT/JP2003/008111
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English (en)
Japanese (ja)
Inventor
Tsuneo Doi
Original Assignee
Chugoku Marine Paints, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chugoku Marine Paints, Ltd. filed Critical Chugoku Marine Paints, Ltd.
Priority to PCT/JP2003/008111 priority Critical patent/WO2005000979A1/fr
Priority to JP2005503215A priority patent/JP4451390B2/ja
Priority to CNA038266903A priority patent/CN1788059A/zh
Publication of WO2005000979A1 publication Critical patent/WO2005000979A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/20—Diluents or solvents

Definitions

  • the present invention relates to a low-odor solvent-based coating composition, and more particularly, it is suitably used as a container box for storing and transporting cargo and the like, or as an internal coating paint for buildings and structures.
  • the present invention relates to a low-odor solvent-type paint composition in which the paint odor generated later is significantly suppressed.
  • JP-A-2-189772 discloses an aqueous deodorant paint comprising at least water, an acidic binder and a solid acid as a deodorant component.
  • Polymers, polyvinyl acetate resins, and vinyl acetate copolymer resins are mentioned.
  • a bad odor such as a basic gas can be removed by chemical adsorption.
  • Japanese Patent Application Laid-Open Publication No. 2002-212124 discloses a catechin compound, tannic acid Also disclosed is a printing ink containing an animal or vegetable oil or a photoinitiator, in which a tannin compound is added as a deodorant.
  • a printing ink containing an animal or vegetable oil include those containing a pigment, a varnish, or an animal or vegetable oil.
  • Printing inks containing pigments, photopolymerizable liquid compounds, and photoinitiators are mentioned.
  • Japanese Patent Application Laid-Open No. 54-91940 discloses a fast-drying ink for aluminum sash scavenging in which a resin having solubility in a solvent having a low to medium boiling point is dissolved.
  • synthetic resins such as gum rosin, ketone resin, petroleum resin, and alkyd resin.
  • aromatic solvents such as lacquer thinner, xylene, and toluene, and ester solvents such as butyl acetate are used.
  • Ketones such as MEK and MEK, and other volatile oils are listed, but there is no description or suggestion of odor. Purpose of the invention
  • the present invention is intended to solve the problems associated with the conventional technology as described above, and is suitably used as a paint for the interior coating of container boxes for transporting cargoes, buildings and structures, and the like.
  • a low-odor solvent-type coating composition in which the paint odor generated after drying of the coating film is remarkably suppressed, a coating film thereof, and various molded articles having the coating film, such as low-odor containers, buildings, and structures. It is intended to do so. Disclosure of the invention
  • (C) selected from the group consisting of esters having 8 or more carbon atoms and At least one compound removed and, if necessary,
  • the low odor organic solvent (B) is a low odor organic solvent selected from the group consisting of butyl acetate, ethyl acetate, celloso / levacetate, ethyl / reserosonolebu, and ptinoreserosonolep. It is preferable that
  • At least one of them is used.
  • the coating composition preferably contains the low odor organic solvent (B) represented by butyl acetate in the range of 5 to 30% by weight, and the compound (C) is contained in the coating composition. Preferably, it is contained in the range of 0.01 to 1.0% by weight.
  • the curing agent for the epoxy resin is a curing agent comprising a polyamide or a modified product thereof,
  • the main agent for the urethane resin is at least one resin selected from the group consisting of polyester polyols, acrylic polyols and polythiols,
  • the curing agent for the urethane resin is at least one kind selected from the group consisting of hexamethylene diisocyanate (HDI), diphenylmethane diisocyanate (MDI), and tolylene diisocyanate (TDI). It is preferably a compound.
  • the coating composition for containers according to the present invention comprises the low odor solvent-based coating composition described in any of the above.
  • An interior paint composition for containers according to the present invention comprises the low odor solvent-based paint composition described in any of the above.
  • the floor coating composition for a container according to the present invention comprises the low odor solvent-based coating composition described in any of the above.
  • the sealant coating composition for containers according to the present invention comprises the low odor solvent-based coating composition described in any of the above.
  • a paint or composition for buildings or structures according to the present invention comprises the low odor solvent-based paint composition described in any of the above.
  • the low odor coating film according to the present invention is formed by applying the coating composition according to any one of the above.
  • the container, building or structure with a low-odor coating film according to the present invention is characterized in that the above-mentioned low-odor coating film is formed on the inner surface of the container, building or structure.
  • INDUSTRIAL APPLICABILITY it is suitably used as a paint for interior coating of container boxes, buildings and structures for storing and transporting cargo and the like, and is capable of significantly suppressing paint smell generated after coating film drying. Odor solvent type coating composition, its coating film, and low-odor containers, buildings, structures, etc. having the coating film Various molded articles are provided. BEST MODE FOR CARRYING OUT THE INVENTION
  • the low-odor solvent-based coating composition (also referred to as a coating or a coating composition) according to the present invention, its coating film, and various moldings of low-odor containers, buildings, structures, etc. having the coating film.
  • the body will be described specifically.
  • (C) at least one compound (compound (C)) selected from the group consisting of esters and / or lactones having 8 or more carbon atoms, and, if necessary, (D) a curing agent for a coating resin (A)
  • Examples of the coating resin (A) include epoxy resins, urethane resins, and acrylic resins (also referred to as (meth) acrylic resins) that can be used for room temperature curing or baking curing of the obtained low odor solvent-based coating composition.
  • examples thereof include polyester resins, alkyd resins, and fluororesins.
  • epoxy resins, urethane resins, and acrylic resins are preferred from the viewpoints of adhesion to a substrate, chemical resistance, coating workability, and corrosion resistance).
  • the term “resin” when used in a paint and is discussed in combination with a curing agent, the term “resin” mainly refers to an uncrosslinked material that has not yet been three-dimensionally crosslinked with a curing agent or the like. Uncured material).
  • these resins (A) may be used alone or in combination of two or more. Can be.
  • the epoxy resin (a) used in the present invention is a resin having at least two or more epoxy groups in one molecule, and has an epoxy equivalent of 150 to 600, preferably 180 to 50. It is 0.
  • Such epoxy resins include bisphenol type epoxy resins, glycidyl ester type epoxy resins, glycidylamine type epoxy resins, phenol novolak type epoxy resins, cresol type epoxy resins, and dimer acid-modified epoxy resins. Resins, aliphatic epoxy resins and the like. Among them, bisphenol type epoxy resins, particularly, bisphenol A (BPA) type epoxy resins are preferably used. Using a bisphenol-type epoxy resin can form a coating film with excellent adhesion.
  • BPA bisphenol A
  • Bisphenol A type epoxy resins include, for example, bisphenol A diglycidyl ether, bisphenol A polypropylene oxide diglycidyl ether, bisphenol A ethylene oxide diglycidyl ether, 7-bisbisphenol / diglycidyl ether, water Bisphenol A-type diglycidyl ether such as added bisphenol A propylene oxide diglycidyl ether.
  • an epoxy resin having an epoxy equivalent of 160 to 500 and a liquid to solid bisphenol type epoxy resin is preferred.
  • epoxy resins include bisphenol A type and bisphenol F type epoxy resins, as well as dimer acid-modified and polysulfide-modified epoxy resins, and the like.
  • Epoxy resin with hydrogenated structure may be used it can.
  • Aromatic epoxy resins such as bisphenol A or bisphenol F type are preferred.
  • a typical epoxy resin that is liquid at room temperature is "Epicoat 828 (trade name)” (manufactured by Shell Co., Ltd., epoxy equivalent: 180 to 190, viscosity: 12,000 to 15,000 c) P s / 25 ° C), “Epototo YDF-170 (trade name)” (manufactured by Toto Kasei Co., Ltd., epoxy equivalent: 160-180, viscosity: 2,000-5,000 cPs), “Flep 60 (trade name) "(manufactured by Toray Chionore Co., Ltd., epoxy equivalent: about 280, viscosity: about 17,000 cP s / 25 ° C).
  • the hardening agent for the epoxy resin is not particularly limited as long as it can react and cure the epoxy resin, and an amine-based, carboxylic acid-based, acid anhydride-based, silanol-based one or the like is optionally used. However, in the case of working in a room temperature environment, an amine-based curing agent is particularly preferably used.
  • a liquid to solid curing agent having an amine value of 50 to 1,000 is preferable. More specific examples of these amine-based curing agents include polyalkylene polyamines, aromatic amines, polyamides, and polyamide amines. Epoxy adducts obtained by adding an epoxy compound to these amines, Mannich Modified products such as modified products and amide modified products using carboxylic acids can also be used.
  • ketimine-type curing agents obtained by modifying these amine compounds with ketones can also be used.
  • examples of polyamides include “Lacamide TD-966 (trade name)” (Dainippon Ink Kagaku Kogyo Co., Ltd., amine value 150-190). Can be mentioned.
  • amine compounds are epoxy-adduct amines such as “ancamine MCA (trade name)”, a modified alicyclic polyamine of the ketimine type (anchor chemical company, amine value 250-350). ⁇ ⁇ ⁇ ⁇ ⁇ ⁇ —23 (trade name) ”(Otake Chemical Co., Ltd., amine value 80-150), such as“ Card Light 54 1 LV (trade name) ”, a modified phenolic amine "Adekaha One Donor EH101 (trade name)” which is a modified aromatic polyamine such as Anchor Chemical's amine value of 260 to 350) (Asahi Denka Co., Ltd., amine value of 400 To 500) can be exemplified.
  • these amine-based curing agents polyamides, epoxyamides of polyamide amines, and modified phenolic amines are particularly preferred.
  • the urethane resin is not particularly limited, and may be any one of a one-part type oil-modified type (eg, urethane oil), a moisture-curing type, a block type, etc., and a two-part type catalyst-curing type. , Or a polyol cured type.
  • a curing agent or for starting curing oxygen is used for the oil-modified type, moisture is used for the moisture-curing type, heating is used for the block type, amine is used for the catalyst-curing type, and polyol is used for the polyol-curing type.
  • polyol used as the main agent for the urethane resin used in the present invention include ethylene glycol, diethylene glycol / re, triethylene glycol, polyethylene glycol, propylene glycol ⁇ /, dipropylene glycol, tripropylene glycol, and polypropylene.
  • Glycol Petitylene glycolone, Dibutylene glycolone, Tributylene glycolone / poly, Poly Dihydric alcohols such as butylene glycol, 1,5-pentanediol, neopentyl glycolone, 1,6-hexanediol, 1,10-decanediol, alkanediol, and cyclohexanedimethanol; glycerol, trimethylolpropane ( TMP), 1,2,6-hexanetriol, trimethylonoleethane, 2,4-dihydroxy-3_hydroxymethylpentane, 1,1,1-tris (bishydroxymethyl) propane, Trihydric alcohols such as 2-bis (hydroxymethyl) butanol-3; tetrahydric alcohols such as pentaerythritol and diglycerol; pentahydric alcohols (pentits) such as arabit, ribitol and xylitol; sorbitol, mann
  • polyester polyol and acrylic polyol are preferable, and polyester polyol and acrylic polyol are particularly preferable.
  • the polythiol (polymercapto compound) used in the present invention is a compound having two or more mercapto groups (one SH group).
  • Specific examples of the polythiol include 1,3-propanedithiol, 1,4-butanedithiol, 1,6-hexanedithiol, 2,3-dimethylcaptopropanol, toluene-3,4-dithiol, ⁇ , ⁇ -Dimethylcapto- ⁇ -xylol, dimercaptoethane, diethyleneglycol ⁇ / dimenolecaptan, triethyleneglycol ⁇ dimenole power Xylylenedimercaptan, 1, 3, 5-trimercap Tobenzene, dimercaptonaphthalene, didodecanedithiol, dithiophenolenole, 4,4'-dithiophenol, 2,2'-dimethyl-4,4'-thiodiphenol, dimercaptobenzothiazole
  • polythiol other than the above include a complete ester or a partial ester composed of an aliphatic polyol and a mercapto lower fatty acid.
  • aliphatic polyol include ethylene glycol, diethylene glycol / re, triethylene glycol / re, polyethylene glycol / re, propylene glycol / re, dipropylene glycol / re, tripropylene glycol / re, and polypropylene glycol.
  • Glycidyl ethers such as bisphenol A glycidinoleate, hydrogenated bisphenol A glycidyl ether, bisphenol F glycidyl ether, and novolak epoxy can also be used.
  • mercapto lower fatty acids include mercaptoacetic acid, mercaptopropionic acid, mercaptosalicylic acid, mercaptoglycolic acid, N- (2-hydroxyxethyl) thioglycolic acid, and mercaptosuccinic acid. Acids, mercaptomalic acid and the like. Among them, mercaptoacetic acid (HS CH 2 COOH) and mercaptopropionic acid are preferred.
  • the polythiol particularly preferably used in the present invention is an ester having 2 to 4 mercapto groups consisting of pentaerythritol and mercaptoacetic acid or mercaptopropionic acid, or trimethylolpropane and mercaptoacetic acid or mercaptopropionic acid.
  • the thiol compound having one mercapto group can be used as a diluent or a plasticizer.
  • polyisocyanate used as the polyisocyanate-based curing agent in the present invention examples include hexamethylene diisocyanate (HDI), xylylene diisocyanate (XDI), and 1,3- Bis (isocyanatomethyl) cyclohexane (hydrogenated XD I, H6 XD I), tolylene disocyanate (TD I), diphenylmethane diisocyanate (MD I), 4,4-bis ( Hexocyanate hexyl) methane (hydrogen sulfide MD I), naphthylene diisocyanate (NDI), isophorone diisocyanate (IPDI), metaxysilylene diisocyanate (MXD I), lysine Isocyanate (2,6-diisocyanate methylcaproate) (LD I), Methylcyclohexane -2,4 (or2,6) -diisocyanate (hydrogenated TD I
  • polyisocyanate other than the above include the following carbodiimide type polyisocyanates.
  • polyisocyanates such as a nurate or an adduct derived from an isocyanate preferably used in the present invention
  • carbodiimide-type diphenylmethane diisocyanate carbodiimide-type tolylene disoocyanate
  • carbodiimide-type dimethyl Biphenylene diisocyanate and carbodiimide hexamethylene diisocyanate is preferably used.
  • polyisocyanates are polyisocyanates.
  • specific examples of the polyisocyanates other than the above-mentioned polyisocyanates include (1) tri- or higher-valent aliphatic polyhydric alcohol (i), tolylene diisocyanate (TDI), and xylylene diisocyanate.
  • An isocyanurate structure (nurate structure) having a ring represented by
  • trivalent or higher aliphatic polyhydric alcohol (i) used as a component of the above adduct include glycerol, trimethylolpropane (TMP), 1,2,6-hexanetriol. , Trimethylolethane, 2,4-dihydroxy-3-hydroxymethyl / lepentane, 1,1,1-tris (bishydroxymethylinole) propane, 2,2-bis (hydroxymethinole) butanoinole-3 Trihydric alcohols; tetravalent alcohols such as pentaerythritol and diglycerol; pentahydric alcohols such as arabit, ribitol and xylitol (pentit); hexavalent such as sorbitol, mannitol, galactitol and arozulcit Alcohol (hexit) and the like. Among them, trimethylolpropane and pentaerythritol are particularly preferred.
  • tolylene diisocyanate (TDI), xylylene diisocyanate (XDI), meta-xylylene diisocyanate (MXD I), and hexamethylene diisocyanate (HD I or HMD I), isophorone diisocyanate (IPDI), bis (isosocyanate) Methylate) Cyclohexane (hydrogenated XDI, H6 XDI) Among (ii), 1,3-bis (isocyanatemethyl) cyclohexane, tolylene diisocyanate (TDI), xylylene disocynate ( XDI) is preferred.
  • the above-mentioned adduct (1) used in the present invention is obtained by adding the above-mentioned tri- or higher-valent aliphatic polyhydric alcohol (i) to bis (isocyanatemethyl) cyclohexane or the like (ii). Obtained by polymerization.
  • Adducts preferably used in the present invention include, for example, compounds represented by the following formula.
  • the isocyanurate structure (nurate structure) used as the polyisocyanate in the present invention has one or more rings represented by the above formula (I) in the molecule.
  • the isocyanurate structure used in the present invention is, for example, the above-mentioned trimerization reaction, pentamerization reaction, and heptamerization reaction of bis (isocyanatemethyl) cyclohexane (hydrogenated XDI, H6 XDI). It is obtained by doing.
  • the main agent for the urethane resin at least one resin selected from the group consisting of polyester polyol, acrylyl polyol and polythiol is preferable, and
  • the curing agent for the urethane resin at least one compound selected from the group consisting of HDI, MDI, and TDI is preferable.
  • the components of the polyol, z or polythiol, and the polyisocyanate contained in the coating composition are the equivalent of the isocyanate group contained in the polyisocyanate and the equivalent of the hydroxyl group contained in the polyol.
  • Pi the ratio of the equivalents of the total amount of the thiol group contained in the polythiol [1 ⁇ 0 0 group / / (OH group + SH group)] is usually 0:.!. ⁇ 5, preferably 0 2 to 4, further good
  • it is used in an amount falling within the range of 0.5 to 3, particularly preferably 0.7 to 2.
  • the total amount of these polyisocyanates is 10%.
  • the amount is usually 1 part by weight or more and less than 200 parts by weight, preferably 5 parts by weight or more and less than 150 parts by weight, and more preferably 20 parts by weight or more and less than 100 parts by weight with respect to 0 parts by weight. Used in
  • the coating composition containing the polyol and / or polythiol and polyisocyanate as described above has a long pot life, and is easily removed.
  • acrylic resin also referred to as (meth) acrylic resin
  • examples of the acrylic resin include those described in JP-A-11-173933, columns [002] to [0203]. Can be used.
  • the (meth) acrylic resin is described in detail.
  • the (meth) acrylic resin those conventionally used for paints can be mentioned, but a hydroxyl group or a carboxyl group is added to the side chain or the end of the main chain.
  • Examples of such a copolymer containing a (meth) acrylic ester component unit include, for example, hydroxyshethyl (meth) acrylate, Copolymers containing component units derived from hydroxyxethyl vinyl ether, (meth) acrylic acid, glycidyl (meth) acrylate, 2-aminoethyl propyl (meth) acrylate and the like can be mentioned.
  • Such copolymers containing (meth) acrylic acid ester component units are commercially available as “Ataridic A-430, Ataridic A-810-45” (Dainippon Ink Chemical Industry Co., Ltd.) ), Tesloid 421 1-46, Tesloid 421 2-46J (manufactured by Hitachi Chemical Co., Ltd.), "Dia U-Il LR-620, Diamond HR-656” (Mitsubishi Rayon Co., Ltd.) ), "Hitaroid 3046 C, Hitaloid 3018, Hitaroid 308 3-7 OB” (manufactured by Hitachi Chemical Co., Ltd.), “Dianal BR-106” (manufactured by Mitsubishi Rayon Co., Ltd.) ), "Eterkydl401 BA-80, Eterkydl480 BA-65” (Etermal Chemical, Taiwan).
  • the (meth) acrylic resin has a number average molecular weight of 1,000 to 15,000, preferably 5,000 to: L, 000, as measured by GPC. There is a tendency for the weather resistance of the resulting coating film to decrease as the size decreases.
  • curing agent (D) for the (meth) acrylic polyol resin examples include melamine resin (melamine curing agent), urea resin (urea resin curing agent), polybasic organic acids and polyvalent isocyanates. . In the present invention, these curing agents are used alone or in combination of two or more.
  • the hardener (D) for these (meth) acrylic polyol resins those described in columns [0023] to [0027] of JP-A-11-171933 can be used. That is, as the melamine resin (melamine curing agent), for example, butylated melamine, methylated melamine, epoxy-modified melamine and the like can be mentioned. The degree can also be appropriately selected.
  • melamine resin melamine curing agent
  • Examples of the urea resin include methyl i Urea resin and the like.
  • Examples of the polybasic organic acid include long-chain aliphatic dicarboxylic acids, aromatic polycarboxylic acids, and acid anhydrides thereof.
  • Examples of the polyvalent isocyanates include non-yellowing diisocyanates such as hexamethylene diisocyanate and isophorone diisocyanate, and adducts thereof, and polyvalent isocyanates having a group derived from isocyanurates. Among them, polyvalent isocyanates having a group derived from isocyanurates are particularly preferable. These polyvalent isocyanates are more suitable for room temperature curing. For example, when a hydroxyl group is present in the polymer (II), room temperature curing by urethane reaction with an isocyanate group is more preferable.
  • blocked polyvalent isocyanates can also be preferably used as a curing agent, mainly as a curing agent for a heat-curable type.
  • the coating composition may further contain a curing catalyst, and the curing catalyst is preferably a metal compound or an acid.
  • Examples of the metal compound include a tin compound, and examples of the acid include phosphoric acid and sulfonic acid.
  • a metal compound such as dibutyltin dilaurate.
  • curing can be promoted by adding a phosphoric acid-based or sulfonic acid-based acidic catalyst.
  • a low odor solvent is used, except for xylene and toluene, which are the main causes of paint odor.
  • Various solvents can be used, including alcohols such as n-butanol; esters such as butyl acetate and ethyl acetate; ketones such as methyl ethyl ketone and methyl isobutyl ketone; Daricole ethers; various commercially available thinners can be used.
  • Esters such as butyl acetate and ethyl acetate; ketones such as methyl ethyl ketone; alcohols such as n-butanol;
  • esters such as butyl acetate have low odor, solubility in paints (in other words, the solvent can easily dissolve the resin, etc.), and volatilization rate (that is, when the paint is applied, the solvent is moderate). It has good volatilization rate and excellent paintability).
  • Such low odor solvents can be used alone or in combination of two or more.
  • two or more low odor solvents are used in combination, in the present invention, it is possible to use a butyl acetate solvent in combination with the other low odor solvents described above for viscosity adjustment, leveling, and foam prevention. Desirable from the point.
  • Such a low odor solvent represented by butyl acetate (B) is generally contained in the coating composition in a total amount of usually 5 to 30% by weight, preferably 10 to 25% by weight. It is desirable from the viewpoint of coating workability, viscosity controllability, etc.
  • the butyl acetate solvent When the butyl acetate solvent is used in combination with the “other low odor solvents”, the butyl acetate solvent contains 30 to 80 parts by weight of the total of 100 parts by weight of the low odor solvent. It is preferable to use it in an amount of preferably 40 to 70 parts by weight in view of low odor and solubility.
  • the low odor solvent represented by the butyl acetate solvent is such that the amount of the resin (A) contained in the paint is usually 5 to 80% by weight, preferably 10 to 60% by weight. It is desirable to use it in an amount from the viewpoint of coating workability, coating film performance and the like.
  • an ester having 8 or more carbon atoms and / or ratatone are used as the compound (C).
  • This compound (C) can neutralize or reduce solvent odor, paint odor, etc. in the paint, and can remain in the paint even after the paint has been applied to the surface of the object and the coating has dried.
  • Those which can reduce or suppress the residual solvent, the odor of the surrounding solvent, and the odor of the raw materials of the coating material as much as possible are preferable, and the mechanism may be any of physical adsorption, chemical reaction and the like.
  • ratatones in which some of the hydrogen atoms contained in the ratatones may be substituted by alkyl groups having about 1 to 15 carbon atoms, etc. And ratatones such as unsaturated lactones having an unsaturated bond in the ring-structure of the rataton.
  • lactone (b), (total) of the same extent as the ester (a) lactone is a cyclic ester arsenide mud Kishikarubon acid number of carbon atoms, preferably ⁇ -, ⁇ -, 7 -, ⁇ - arsenide Ratantone, which is a cyclic ester of hydroxycarboxylic acid, particularly preferably lactone, which is a cyclic ester of y- or ⁇ -hydroxycarboxylic acid.
  • an ester having 8 to 15 carbon atoms particularly, a chain ester which may have a ring structure such as a cyclohexyl ring) and / or ratatone has an odor. It is preferable in terms of neutralization efficiency, cost, and availability.
  • an ester having the above carbon number is a saturated or unsaturated carboxylic acid of about C 1-10 and a monovalent unsaturated carboxylic acid of about C 3-10.
  • chain ester is a saturated or unsaturated carboxylic acid of about C 1-10 and a monovalent unsaturated carboxylic acid of about C 3-10.
  • R is H or an alkyl group or alkylene group having about C 1 to about 15; for example, CH 3 , C 2 H 5 , n-C 4 H 9 , n-C 8 H 17 , n - C I2 H 25, n- C I4 H 29, CH 3 CH 2 CH-CHCH may even 2 or the like, or may be bonded to the adjacent carbon atoms form a ring structure such as a benzene ring.
  • n is an integer of about 0 to 5).
  • Unsaturated ratatones such as crotactactone, ⁇ -angicoloractone, ⁇ -angelicalactone, and tamarin (a condensate of a delta lactone and a benzene ring) which do not belong to the formula (c);
  • the compounds described in numbering (1) to (5) are preferable in that they have excellent odor neutralizing effect.
  • At least one compound selected from the group consisting of an ester having 8 or more carbon atoms and ⁇ or ratatone is preferable. Used in combination of more than one species.
  • such a compound (C) is usually added to a coating composition in an amount of 0.01. It is desirable from the viewpoints of odor neutralization efficiency and cost that the content be in the range of from 3.0 to 3.0% by weight, preferably from 0.01 to 1.0% by weight.
  • the compound (C), particularly preferably at least one compound (C) selected from the group consisting of an ester having 8 or more carbon atoms and Z or ratatone, is a low odor organic solvent (B ) It is usually used in an amount of 0.03 to 5 parts by weight, preferably 0.07 to 3 parts by weight, particularly preferably 0.1 to 1.0 part by weight, per 100 parts by weight. Desirable in terms of odor neutralization efficiency and cost.
  • the coating composition according to the present invention may further contain the following “other components” in addition to the above components (A) to (D).
  • plasticizers examples include plasticizers, stabilizers, anti-sagging / anti-settling agents, coloring agents such as titanium oxide (titanium white), extender pigments, viscosity modifiers, leveling agents, and defoamers.
  • coloring agents such as titanium oxide (titanium white), extender pigments, viscosity modifiers, leveling agents, and defoamers.
  • various components such as a UV absorber, a coating film forming component other than the above.
  • Anti-sagging and anti-settling agents include organic viscosity A1, Ca, Zn stearate salts, lecithin salts, salts of alkyl sulfonates, etc., polyethylene wax, amide wax, hydrogenated Castor oil waxes, polyamide waxes and mixtures thereof, synthetic finely divided silica, polyethylene oxide-based wax, and the like, preferably, polyamide wax, synthetic finely divided silica, polyethylene oxide-based wax, and organic viscosity-based are used. .
  • Such anti-sagging and anti-settling agents are marketed under the product names such as "Dispalon 305" and “Dispalon 4200-20” manufactured by Kusumoto Kasei Co., Ltd. and "Dayspalon A630-20X”. Things.
  • Colorants include pigments, dyes, and the like.
  • various conventionally known organic and inorganic pigments can be used.
  • organic pigments examples include black carbon black, blue phthalocyanine blue, green phthalocyanine green, red insoluble azo pigment (naphthol AS), and yellow monoazo pigment.
  • Inorganic pigments include, for example, neutral and non-reactive pigments such as titanium white, red iron oxide, baryte powder, silica, tanker, talc, chalk, iron oxide powder; zinc white (ZnO, oxide Basic substances such as zinc), white lead, red lead, zinc powder, lead suboxide powder, etc., which are reactive with acidic substances in the paint (active face department).
  • the extender includes, for example, potassium feldspar, barium sulfate, precipitated sodium sulfate, My power, calcium carbonate, kaolin, talc, silica powder and the like.
  • stirring and mixing, and dissolving and dispersing in a solvent can be used.
  • various mixing / stirring devices used for ordinary coating such as a ball mill, a paint shaker, a sand mill, a three-roll mill, and a kneader, can be used.
  • a non-blocking polyvalent isocyanate is used as the curing agent component (D)
  • a room temperature-curable coating composition can be obtained.
  • the curing agent component is separately prepared to form a two-pack type coating composition.
  • melamine resin urea resin
  • block polyvalent as the hardener component (D) When isocyanates are used, a heat-curable and one-pack type coating composition can be obtained.
  • Such a coating composition of the present invention has a low odor, and is a member or a part in which odor which volatilizes from a coating film after coating is apt to accumulate, for example, for coating in a container, and particularly for container interiors, floors, and sealants. It is suitably used for painting.
  • various base materials such as civil engineering materials, building materials (eg, panels, partitions, doors, vehicle interior parts, etc.), electrical components, electronic components, craft supplies, clothing industry supplies, medical supplies, stationery supplies, etc. It is suitably used as a coating material (composition for coating) and as a coating material for antifouling the surface of a substrate.
  • the coating composition of the present invention can be used in a wide range of fields such as electric, electronic, building materials, crafts, the clothing industry, medical care, agriculture, forestry, fisheries, power generation, harbors, civil engineering, shipbuilding or ship repair, especially ship painting. Used in industrial fields.
  • the substrate with a coating film according to the present invention has a substrate surface of a container, a building, a structure, or the like, which is coated with a coating film formed from the above-described specific coating composition.
  • the base material examples include various metal plates such as an aluminum plate, an iron plate, a stainless steel plate, and a tin plate; a calcium silicate plate (silica plate);
  • container interior parts container interiors such as floor materials, wall materials, ceiling materials), civil engineering materials, building material panels, partitions, especially toilet partitions, doors, kitchen panels, vehicles Interior members and the like can be mentioned.
  • a coating film composed of the above-mentioned coating composition may be directly formed on the surface of the substrate, but if necessary, an undercoat may be applied to the surface of the substrate.
  • an epoxy primer layer or an ultraviolet curable layer may be appropriately formed in advance, and a coating film composed of the low odor solvent-based coating composition of the present invention may be laminated on the surface.
  • the low odor solvent-based coating composition of the present invention may be applied to the surface of a sealant (sealan), and the low odor solvent-based coating composition of the present invention itself may be used as a sealant. It may be used by filling in gaps between base materials such as floor pods installed as a stand inside the container, and welding parts on the inner surface of the container.
  • the base sealant does not contain toluene or xylene as a solvent and has a low odor represented by butyl acetate.
  • the above compound (C) having a function as a volatile organic solvent (B) or an odor neutralizer is blended as required, for example, a chloroprene rubber-based sealant having such a composition.
  • the adhesion of the coating film to the base forest, the coating film It has the effects of low odor, corrosion protection, chemical resistance, etc.
  • the base material used at this time is made of metal
  • the curable low-odor solvent-based coating composition (paint) is directly baked on the mating metal member, or when the mating metal member is used.
  • An epoxy resin-based primer layer or a layer of various resin-based powder coatings is baked with a coating of the curable composition to form a curable composition layer.
  • the low odor solvent-based coating composition layer has good adhesion to a partner metal member and the like, and easily repels various contaminants mainly composed of water and oil, that is, water repellency, It has oil repellency and therefore has excellent stain resistance, and even if these contaminants adhere, it is easy to wipe off and has excellent stain removal properties.
  • Low odor solvent-based coating composition which is preferably used as a coating for inner surface coating of paints, etc., which can significantly suppress paint odor generated after drying of a coating film, a coating film thereof, and a low odor coating having the coating film.
  • Various molded products such as containers, buildings, and structures are provided.
  • the low odor solvent-based coating composition according to the present invention is not limited to the examples.
  • an epoxy resin-based low odor solvent-based coating composition comprising the following main ingredients and a curing agent was prepared.
  • BPA Bisphenol A type epoxy resin butyl acetate solution
  • Anti-settling and anti-sagging agent organic, main component: polyethylene wax, manufactured by Otake Akishin Chemical Co., Ltd. 4.00 parts by weight,
  • Anti-sagging agent inorganic, main component: bentonite, helicite, stealine
  • Aluminum acid and the like. (Manufactured by RHE0X) 1.00 parts by weight,
  • Coloring pigment (white, titanium oxide (rutile type, anatase type), manufactured by DUP0NT) 18.00 parts by weight,
  • Extender pigment 1 barium sulfate, manufactured by Sakai Chemical Co., Ltd. 8.00 parts by weight
  • extender pigment 2 talc, manufactured by Fuji Talc Co., Ltd. 18.00 parts by weight
  • extender pigment 3 silicon At the end, 7.000 parts by weight of Takehara Chemical Co., Ltd. and 7.99 parts by weight of butyl acetate solvent (manufactured by Daicel Corporation)
  • Curing accelerator (Tertiary amine, manufactured by Air Products Japan) 1.00 parts by weight
  • Butyl acetate solvent manufactured by Daicel Corporation 2.00 parts by weight (total 100.00 parts by weight).
  • NV 73.
  • VC Segment Volume Content, pigment volume concentration
  • toluene and xylene content in paint 0%
  • the contents of toluene and xylene in the paint were evaluated based on the contents of toluene and xylene contained in a paint composition obtained by mixing a main agent and a curing agent.
  • the content of the odor-neutralizing compound (C) in the active ingredient in the paint is determined by applying a paint composition obtained by mixing a main agent and a curing agent to a coating film (dry coating film). Was evaluated based on the amount of the odor neutralizing compound (C) contained in the sample.
  • an epoxy grease-based zinc-rich paint (trade name “EPI CON ZI NC SCB-2”, manufactured by China Paint Co., Ltd.) has a dry film thickness of 25 iim (thickness). After spray-coating so as to give a coating, cure for 10 minutes. While the undercoat layer is uncured, the above low-odor solvent-based coating composition is used as a top coat to a dry film thickness of 50 ⁇ m (thick). After spray-coating as described above and curing by standing for 30 minutes, it was heated at 80 ° C for 30 minutes and forcedly dried.
  • Total dry film thickness 75 ⁇ m
  • the gas generated from the inside of the paint pail can be measured, and at the same time, the odor intensity was also measured.
  • the pails were left open for one hour with the lid open, closed again, and sealed.
  • the xylene gas generated in the paint pail was measured (unit: ppm) using the “Kitakawa Gas Detector” manufactured by Komei Rika Kogyo Co., Ltd.
  • the xylene concentration measured by the Kitagawa Gas Detector was 200 ppm on the seventh day, 70 ppm on the first month, 50 ppm on the second month, and 25 ppm on the third month. became.
  • this detector uses different detection tubes depending on the type of gas to be measured. In this test, a detection tube for xylene gas measurement was used.
  • the measured value of xylene gas indicates the magnitude of the xylene gas concentration, and the larger the value, the greater the amount of xylene gas generated.
  • the odor intensity was “1” (smell solvent odor) on the 7th day, “3” (small solvent odor) in the first month, and “4” (slight odor) in the second month. 3 months later, it was “4”.
  • the evaluation criteria for odor intensity are as follows.
  • test was performed in accordance with the test method described in “JIS 560 OJ.
  • the method of preparing the coated test strip was the same as that described above except that a 1.6 mm (thick) blasted steel plate (JISK 5140) was used as the base material.
  • the measurement was carried out in exactly the same manner as in the case of "Amount measurement”.
  • the adhesion of the coating film, the draw hardness of the coating film, the liquid resistance (chemical resistance), the neutral salt spray resistance, and the moisture resistance were measured under the following measurement conditions.
  • the adhesion of the coating film is “Yes” (25 stitches, 25 stitches)
  • the draw hardness of the coating film (JISK 5600-5-4, conforming to the pencil hardness test method) is "3H"
  • Liquid resistant (chemical resistance) JISK 5600-6-1, liquid resistant (General Procedure) test method conforms to drip.) Is, 10% H 2 SO 4 aqueous solution, Contact 10% N a OH solution In the case of a 99.8% ethanol aqueous solution, all of them were "4" (slight discoloration was observed),
  • the neutral salt spray resistance (according to JISK 5600-7-1, neutral salt spray test method) is "5" (no change) in the general part, and "4" (slightly whitened) in the cross cut part. , Discoloration and rust are observed.)
  • the moisture resistance JISK 5600-7-2, moisture resistance (continuous dew condensation method) —based on the rotary test method) was “4” (slight whitening and discoloration were observed). Table 3 shows the results.
  • the evaluation criteria are as follows.
  • the painted test piece was subjected to a pencil hardness test in accordance with “JIS K 5600-5-4”, a test method for draw hardness by the pencil method.
  • the paint film was pulled with a pencil lead, and the hardness of the paint film was represented by a pencil concentration symbol.
  • test solutions a 10% H 2 SO solution, a 10% NaOH aqueous solution, and a 99.8% ethanol aqueous solution were used.
  • the test time was 72 hours.
  • the evaluation criteria for liquid resistance are as follows.
  • the painted test piece shall be crossed with the tool tip specified in “JISK 5600-5-6: 4.1.1” so that the two pieces intersect to reach the base of the test piece from above the paint film.
  • a cut (cross cut) was made as shown in the diagonal line, and the test time was set to 1 000 hours.
  • the coating film was evaluated according to the following evaluation criteria, and the coating film condition of the general portion and the cross cut portion of the coating film was evaluated.
  • the evaluation criteria for neutral salt water mist resistance are as follows.
  • the coating film was subjected to a moisture resistance test in accordance with “JISK 5600-7-2”, moisture resistance (continuous dew condensation method), one-turn test method.
  • the test time was 800 hours.
  • the evaluation criteria are as follows.
  • a coating composition was prepared in the same manner as in Example 1 except that the composition of the coating composition was changed as shown in Table 1, and the same test as in Example 1 was performed. .
  • Anti-sagging agent (inorganic) 1.00 1,00 1.00 1.00 1.00 1.00 1.00 1.00 1.00 Color pigment (white) Titanium oxide (ruthel type, anatase type) 18.00 18.00 18.00 18,00 18.00 18.00 Sulfuric acid A 8,00 8.00 8.00 8.00 8.00 8.00 Base compound extender 2 Talc 18.00 18,00 18,00 18,00 18.00 Extender 3 Silica powder 7,00 7,00 7,00 7,00 7.00 Organic solvent (TX) Toluene, xylene ⁇ ⁇ 8.00 ⁇ Phthyl acetate (BA) Chityl acetate 7,99 7,97 7.95 7,91 0.00 8.00
  • the low odor solvent-based coating composition according to the present invention is suitably used as a paint for the interior coating of container boxes for transporting cargoes and the like, buildings and structures, and the like.
  • the smell of paint generated after drying can be reduced and suppressed, which can improve the safety and health of coating workers. Even when stored, there is an advantage that the smell of paint is less likely to be attached to the cargo and does not lower the commercial value.
  • This paint can be applied to various molded articles such as containers, buildings and structures, and the above effects can be obtained in any case.

Abstract

La présente invention concerne une composition de revêtement à base d'un solvant faiblement odorant qui se caractérise en ce qu'elle comporte (A) au moins une résine pour matières de revêtement qui est sélectionnée dans le groupe constitué par des résines époxy, des résines uréthane et des résines acryliques, (B) un solvant organique faiblement odorant, (C) au moins un composé sélectionné dans le groupe constitué par des lactones et/ou des esters C8 et supérieurs, et en tant qu'ingrédient facultatif (D) un durcisseur pour la résine (A), et en ce qu'elle ne contient sensiblement pas de xylène ni de toluène en tant que solvant organique ; l'invention se rapporte également à un contenant, à une construction ou à une structure possédant un film de revêtement faiblement odorant formé à partir de ladite composition de revêtement. Du fait de la présence de l'ingrédient (C), qui possède la propriété de neutraliser les odeurs, la composition de revêtement de l'invention se caractérise en ce qu'elle possède une odeur considérablement réduite.
PCT/JP2003/008111 2003-06-26 2003-06-26 Composition de revetement a base d'un solvant faiblement odorant WO2005000979A1 (fr)

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PCT/JP2003/008111 WO2005000979A1 (fr) 2003-06-26 2003-06-26 Composition de revetement a base d'un solvant faiblement odorant
JP2005503215A JP4451390B2 (ja) 2003-06-26 2003-06-26 低臭気性溶剤型塗料組成物
CNA038266903A CN1788059A (zh) 2003-06-26 2003-06-26 低气味性溶剂型涂料组合物

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WO2014136752A1 (fr) * 2013-03-08 2014-09-12 中国塗料株式会社 Composition de peinture anticorrosion, revêtement anticorrosion et procédé destiné à empêcher la corrosion d'un matériau de base
CN106318172A (zh) * 2015-07-09 2017-01-11 黄光耀 溶剂型涂料及其主剂、硬化剂与制造方法、涂装方法
US10273366B2 (en) 2013-08-23 2019-04-30 Chugoku Marine Paints, Ltd. Anticorrosive coating composition, anticorrosive coating film, and method for preventing corrosion of substrate
JP2020152877A (ja) * 2019-03-22 2020-09-24 大日本塗料株式会社 塗料組成物
WO2023182060A1 (fr) * 2022-03-25 2023-09-28 日本ゼオン株式会社 Composition de résine de chlorure de vinyle, article moulé en résine de chlorure de vinyle, et stratifié

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JP2015522678A (ja) * 2012-07-06 2015-08-06 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 水性複合結合剤およびアルキド系の、コーティング剤のための使用
CN108570260A (zh) * 2018-05-25 2018-09-25 安徽猛牛彩印包装有限公司 一种具有高附着力性能的印刷油墨
RU2734689C1 (ru) * 2020-03-04 2020-10-22 Общество с ограниченной ответственностью "НТС-Лидер" Полиуретановая композиция для защитного покрытия внутренней поверхности нефтегазового оборудования

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WO2014136752A1 (fr) * 2013-03-08 2014-09-12 中国塗料株式会社 Composition de peinture anticorrosion, revêtement anticorrosion et procédé destiné à empêcher la corrosion d'un matériau de base
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CN106318172A (zh) * 2015-07-09 2017-01-11 黄光耀 溶剂型涂料及其主剂、硬化剂与制造方法、涂装方法
JP2020152877A (ja) * 2019-03-22 2020-09-24 大日本塗料株式会社 塗料組成物
WO2023182060A1 (fr) * 2022-03-25 2023-09-28 日本ゼオン株式会社 Composition de résine de chlorure de vinyle, article moulé en résine de chlorure de vinyle, et stratifié

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