WO2006082478A2 - Composition adhesive thermofusible - Google Patents

Composition adhesive thermofusible Download PDF

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Publication number
WO2006082478A2
WO2006082478A2 PCT/IB2005/004177 IB2005004177W WO2006082478A2 WO 2006082478 A2 WO2006082478 A2 WO 2006082478A2 IB 2005004177 W IB2005004177 W IB 2005004177W WO 2006082478 A2 WO2006082478 A2 WO 2006082478A2
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WO
WIPO (PCT)
Prior art keywords
component
parts
weight
ethylene
composition according
Prior art date
Application number
PCT/IB2005/004177
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English (en)
Other versions
WO2006082478A3 (fr
Inventor
Kazuya Suzuki
Yoshito Onoda
Original Assignee
H.B. Fuller Japan Company 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 H.B. Fuller Japan Company Ltd. filed Critical H.B. Fuller Japan Company Ltd.
Priority to KR1020077015397A priority Critical patent/KR101184492B1/ko
Priority to JP2007548921A priority patent/JP5236950B2/ja
Publication of WO2006082478A2 publication Critical patent/WO2006082478A2/fr
Publication of WO2006082478A3 publication Critical patent/WO2006082478A3/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/08—Copolymers of ethene
    • C08L23/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L91/00—Compositions of oils, fats or waxes; Compositions of derivatives thereof
    • C08L91/06—Waxes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J123/00—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers
    • C09J123/02—Adhesives based on homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
    • C09J123/04—Homopolymers or copolymers of ethene
    • C09J123/08—Copolymers of ethene
    • C09J123/0807—Copolymers of ethene with unsaturated hydrocarbons only containing more than three carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/08—Copolymers of ethene
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04—Homopolymers or copolymers of ethene
    • C08L23/08—Copolymers of ethene
    • C08L23/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
    • C08L23/0869—Acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof
    • C08L2666/06—Homopolymers or copolymers of unsaturated hydrocarbons; Derivatives thereof

Definitions

  • the present invention relates to a hot melt adhesive composition, and more particularly, to a hot melt adhesive composition which has reduced stringing, is clear and is superior in thermal stability.
  • Hot melt adhesives are being widely used in various applications, such as packaging, bookbinding and woodworking, due to, for example, their high setting speed, good economical efficiency and freeness from solvents.
  • hot melt adhesives string during use, soiling peripheral machineries
  • a typical application procedure for hot melt adhesives includes a nozzle coating.
  • stringing is generated even after the OFF signal, due to delay in response by the nozzle cavity or mechanical shielding (spring back). This stringing becomes more remarkable when the distance between the nozzle and the article to which the adhesive is applied is long, when the line speed is high or when the melt viscosity of the hot melt adhesive is high. Therefore, when the stringing occurs, the operator must stop the application lines and remove the strings.
  • Japanese Patent Application KOKAI Publication No. H07-331221 discloses reducing the stringing by incorporating a specified amount of a specified low molecular weight ethylene/unsaturated carboxylic acid copolymer into a hot melt composition containing specified amounts of a base polymer such as an ethylene/vinyl acetate copolymer or an ethylene/(meth)acrylate copolymer and a tackifying resin.
  • a base polymer such as an ethylene/vinyl acetate copolymer or an ethylene/(meth)acrylate copolymer and a tackifying resin.
  • Hl 1-61067 discloses blending a specified fumed silica into a hot melt composition containing a specified ethylene/unsaturated ester copolymer, a tackifying resin and a wax, in order to reduce the stringing.
  • Japanese Patent Application KOKAI Publication No. 2003-238920 discloses incorporating a specified amount of a polyethylene into a composition two specified ethylene/unsaturated ester.
  • Japanese Patent Application KOKAI Publication No. 2004-2634 discloses incorporating, into a base resin such as an ethylene/vinyl acetate copolymer or an ethylene/acrylate ester copolymer, a resin incompatible with the base resin as colloidal particles.
  • these hot melt adhesive composition lack clarity, have poor thermal stability, and gel or carbonize during a long period of use, causing clogging of the applicator and bringing about application failure.
  • Patent Document 1 Jpn. Pat. Appln. KOKAI Publication No. H07-331221
  • Patent Document 2 Jpn. Pat. Appln. KOKAI Publication No. Hll-61067
  • Patent Document 3 Jpn. Pat. Appln. KOKAI Publication No. 2003-238920
  • Patent Document 4 Jpn. Pat. Appln. KOKAI Publication No. 2004-2634 DISCLOSURE OF THE INVENTION
  • an object of the present invention is to provide a hot melt adhesive composition which has significantly reduced stringing, and is superior in thermal stability and clarity.
  • the present inventors have conducted extensive studies in an attempt to produce a hot melt adhesive composition which is substantially non-stringy, and superior in thermal stability and clarity. During the studies, they have paid attention to ethylene/ ⁇ -olefin copolymers such as those described in U.S. Patent No. 6,107,430. The ethylene/ ⁇ -olefin copolymers can afford hot melt adhesive compositions superior in thermal stability.
  • the present inventors have found that the object can be achieved by adding, to the ethylene/ ⁇ -olefin copolymer (first component), a specific polymer, which is incompatible with the copolymer, but can significantly reduce the stringing of the copolymer, i.e., an ethylene/(meth)acrylic acid ester copolymer (second component) and a third component which is compatible with the first and second components, in specified amounts.
  • first component ethylene/ ⁇ -olefin copolymer
  • second component ethylene/(meth)acrylic acid ester copolymer
  • third component which is compatible with the first and second components
  • a hot melt adhesive composition comprising: a first component comprising at least one ethylene/C3 - C20 ⁇ -olefin copolymer; a second component comprising at least one ethylene/(meth)acrylic acid ester copolymer in an amount of about 6 to about 12 parts by weight per 100 parts by weight of the first component; and a third component comprising at least one tackifying resin, in an amount of about 50 to about 200 parts by weight per 100 parts by weight of the first component, the third component being compatible with the first and second components.
  • a hot melt adhesive composition according to the present invention contains (1) a first component comprising at least one ethylene/C3 - C20 ⁇ -olefin copolymer, (2) a second component comprising at least one ethylene/(meth)acrylic acid ester copolymer, and (3) a third component compatible with the first and second components.
  • the ethylene/C ⁇ - C20 ⁇ -olefin copolymer constituting the first component is a copolymer of ethylene with at least one C3 - C20 ⁇ -olefin (for example, propylene, isobutylene, 1-butene, 1-pentene, 1-hexene, 4-methyl-l-pentine, and 1-octene).
  • the ⁇ -olefin is preferably a C4 - C20 ⁇ -olefin, and is more preferably a Cg - Cg ⁇ -olefin, with 1- octene being most preferred.
  • the ethylene/ ⁇ -olefin copolymer contains about 20 to about 40 mol% of a C3 - C20 ⁇ -olefin.
  • the hot melt adhesive composition of the present invention can be used in various applications, including packaging, bookbinding and woodworking.
  • the ethylene/ ⁇ -olefin copolymer preferably has a melt index of about 5 to about 2500 g/10 min., and preferably has a melt index of about 150 to about 2500 g/10 min. for packaging applications.
  • the ethylene/ ⁇ -olefin copolymers used in the present invention as well as their preparation method are described in, for example, U.S. Patent No. 6,107,430.
  • Ethylene/ 1-octene copolymers are commercially available from Dow Chemical under the trade name, "AFFINITY”. Examples include AFFINITY EG 8185 (melt index: 30.00 g/10 min.), AFFINITY EG 8200G (melt index: 5.00 g/10 min.), AFFINITY GA 1900 (melt index: 1000.00 g/10 min.), AFFINITY GA 1950 (melt index: 500.00 g/10 min.), and AFFINITY PT 1409 (melt index: 6.00 g/10 min.). These ethylene/ 1-octene copolymers have a 1-octene content of 35-37 mol %. The ethylene/ ⁇ -olefin copolymers can be used singly or in combination.
  • the second component of the hot melt adhesive composition of the invention is a polymer incompatible with the first component, i.e., the ethylene/ ⁇ -olefin copolymer, and significantly reduces the stringing.
  • the second component comprises a copolymer of ethylene with at least one (meth)acrylic acid ester, i.e., an ethylene/(meth)acrylic acid ester copolymer.
  • (meth)acrylic acid ester is a generic term for an acrylic acid ester and a methacrylic acid ester.
  • the (meth)acrylic acid ester is preferably a Ci - Cg alkyl (for example, methyl, ethyl, propyl and butyl) ester of (meth)acrylic acid, with C ⁇ - C4 alkyl ester of (meth)acrylic acid being more preferred. It is most preferred that the (meth)acrylic acid ester is ethyl acrylate or methyl methacrylate.
  • the ethylene/(meth)acrylic acid ester copolymer contains (meth)acrylic acid ester in an amount of, preferably about 5 to about 35 mol %, more preferably about 20 to about 35 mol %.
  • the ethylene/(meth)acrylic acid ester copolymer preferably has a melt index of about 20 to about 400 g/10 min.
  • Such ethylene/(meth)acrylic acid ester copolymers are commercially available. Examples include an ethylene/ethyl acrylate copolymer sold under the tradename of EVAFLEX-EEA A 704 (melt index: 275g/10 min.; ethyl acrylate content: 25 mol %) and A 709 (melt index: 25g/10 min.; ethyl acrylate content: 34 mol %) by DuPont-Mitsui Polychemicals Co.
  • the third component of the hot melt adhesive composition of the present invention is compatible with the first and second components described above, and serves to make the hot melt adhesive composition clear.
  • the third component contains at least one kind of tackifying resin.
  • the term “compatible with” refers to a "clear” state that a mixture of two or more components molten by heating to an application temperature (usually 160 to 180°, typically 180°) does not exhibit any phase separation of the components, and transmits visible light therethrough, even after allowed to stand for several hours.
  • the term "clear state” is defined as a state that when the molten mixture is put in a flat-bottomed glass sample bottle up to a level of 10 cm (height), with the bottle being placed on a news paper sheet, letters on the news paper under the bottle can be read by eye when viewed from right above the molten mixture.
  • the third component can be provided by one kind of tackifying resin, or by a combination of a first tackifying resin that is compatible with the first component (ethylene/ ⁇ -olefin copolymer) and a second tackifying resin that is compatible with the second component (ethylene/(meth)acrylic acid ester copolymer).
  • the first and second tackifying resins can be provided by petroleum resins. More specifically, the first tackifying resin preferably comprises a fully hydrogenated petroleum resin, more preferably a petroleum resin having a hydrogenation degree of about 95% or higher.
  • the second tackifying resin preferably comprises a partially hydrogenated petroleum resin, or more preferably a partially hydrogenated petroleum resin having a hydrogenation degree of about 60 to about 70%.
  • Petroleum resins are synthetic resins prepared by polymerizing an unsaturated petroleum fraction.
  • Typical examples of the raw materials for these resins include C4 to C5 fractions (such as 1-butene, isobutylene, butadiene, pentene, isoprene, piperidine and 1,3-pentadiene), and C9 to Cio fractions (such as vinyltoluene, indene, ⁇ -methylstyrene and cyclopentadiene), by-produced in naphtha decomposition and having a high saturation degree.
  • the petroleum resins include aliphatic petroleum resin, alicyclic petroleum resin, aromatic petroleum resin and a copolymerized petroleum resin of an aliphatic component and aromatic component.
  • the aliphatic petroleum resin is a resin obtained by polymerizing the C4 to C5 portions mentioned above.
  • the alicyclic petroleum resin is a resin obtained by cyclization dimerization of the acyclic diene component in the C4 to C5 fractions and polymerizing thus obtained dimeric monomers, or polymerizing cyclopentadiene.
  • the aromatic petroleum resin is a resin obtained by polymerizing the C9 to C 10 fractions mentioned above.
  • the copolymerized petroleum resin of an aliphatic component and aromatic component is a resin obtained by polymerizing the C4 to C5 fractions mentioned above with the C9 to Ci Q fractions mentioned above.
  • the partially and fully hydrogenated petroleum resins are commercially available. For example, partially hydrogenated C5 aromatic petroleum resins are available from Idemitsu
  • IMARV S-100 softening point: 100°
  • IMARV S-110 softening point: 110°
  • Fully hydrogenated C5 aromatic petroleum resins are available from Idemitsu Kosan under the tradenames of IMARV P-90 (softening point: 90°), IMARV P-100 (softening point: 100°), IMARV P-125 (softening point: 125°), and EVIARV P-140 (softening point: 140°).
  • the hot melt adhesive composition of the present invention contains the second component (ethylene/(meth)acrylic acid ester copolymer) in an amount of about 5 to about 12 parts by weight per 100 parts by weight of the first component (ethylene/C ⁇ to C20cr°l e fi n copolymer). If the amount of the second component is less than about 5 parts by weight per 100 parts by weight of the first component, the stringing cannot be sufficiently suppressed. On the other hand, if the amount of the second component exceeds about 12 parts by weight per 100 parts by weight of the first component, the clarity or transparency of the resultant hot melt adhesive composition is insufficient.
  • the amount of the second component is preferably about 7 to about 10 parts by weight per 100 parts by weight of the first component.
  • the amount of the third component is about 50 to about 250 parts by weight per 100 parts by weight of the first component. If the amount of the third component is less than about 50 parts by weight per 100 parts by weight of the first component, the resultant hot melt adhesive composition becomes elastic and lacks adhesiveness. On the other hand, if the amount of the second component exceeds about 250 parts by weight per 100 parts by weight of the first component, the resultant hot melt adhesive becomes brittle.
  • the amount of the first tackifying resin is preferably about 40 to about 150 parts by weight with respect to 100 parts by weight of the first component, and the amount of the second tackifying resin is preferably about 10 to about 50 parts by weight, per 100 parts by weight of the first component.
  • the amount of the first tackifying resin is preferably about 70 to about 120 parts by weight per 100 parts by weight of the first component, and the amount of the second tackifying resin is preferably about 20 to about 40 parts by weight per 100 parts by weight of the first component.
  • the hot melt adhesive composition of the present invention may contain wax in addition to the first to third components, in order to lower the viscosity of the adhesive composition, thereby suppressing the crystallization of the composition and to adjust service life of the composition.
  • wax that are generally used in hot melt adhesives
  • examples include synthetic waxes such as Fischer-Tropsch waxes, polyethylene waxes, polypropylene waxes, atactic polypropylene waxes and ethylene/vinyl acetate copolymer; petroleum waxes such as paraffin waxes, purified paraffin waxes and microcrystalline waxes; and natural waxes such as Japan wax, carnauba wax and beeswax.
  • the waxes used have a melting point of about 60 to about 120°. These waxes are commercially available.
  • the wax is 5 preferably contained in an amount of about 30 to about 85 parts by weight per 100 parts by weight of the first component.
  • the hot melt adhesive composition of the present invention can contain an antioxidant.
  • an antioxidant Various types of antioxidant that are generally employed for hot melt adhesives can be used. Examples include hindered phenol antioxidants (e.g. o IRGANOX 1010, and 1076 available from Ciba Specialty Chemicals), and phosphite antioxidant (e. g., IRGAFOS 168 available from Ciba Specialty Chemicals).
  • the hot melt adhesive composition of the present invention can contain a liquid tackifying resin and/or a process oil.
  • a liquid tackifying resin examples include MARUKACLEAR H available from Maruzen Petrochemical, and REGALITE 5 RlOlO available from Eastman Chemical.
  • the process oil examples include paraffin oil PW-90 and naphthene oil 371 -N.
  • the amount of each component of the hot melt adhesive composition of the present invention is expressed with reference to the weight of the first component.
  • the amount of each o component of the hot melt adhesive composition can be specified with reference to the total amount of the hot melt adhesive composition.
  • the hot melt adhesive composition of the present invention preferably contains about 20 to about 60% by weight of the first component, about 1 to about 10% by weight of the second component, about 20 to about 60% by weight of the third component, 0 to about 40% 5 by weight of the wax and 0 to about 1 % by weight of the antioxidant.
  • the hot melt adhesive composition of the present invention preferably contains about 25 to about 50% by weight of the first component; about 2 to about 4% by weight of the second component; about 20 to about 50% by weight of the first tackifying resin, about 5 to about 20% by weight of the second tackifying resin; about 10 to about 30% by weight of the wax; and 0 to about 1% by weight of the antioxidant.
  • a hot melt adhesive composition having the compositions specified in TABLE 1 below was prepared.
  • AFFINITY GA 1950 is an ethylene/ 1-octene copolymer available from Dow Chemical (melt index: 500.00 g/10 min.; 1-octene content: 35-37 mol %), and is a first component of the invention:
  • ACRYFT CM5021 is an ethylene/methyl methacrylate copolymer available from Sumitomo Chemical (melt index: 450 g/10 min.; methyl methacrylate content: 28 mol %), and is a second component of the invention;
  • EEA A704 is an ethylene/ethyl acrylate copolymer available from Mitsui DuPont Polychemical 1 (melt index: 275 g/10 min.; ethyl acrylate content: 25 mol %), and is a second component of the invention;
  • IMARV P125 is a fully hydrogenated C5 aromatic petroleum resins available from Idemitsu Kosan (softening point: 125°; average molecular weight by VPO: 880), and is a first tackifying resin of the invention;
  • IMARV S-100 is a partially hydrogenated C5 aromatic petroleum resins available from Idemitsu Kosan (softening point: 100°; average molecular weight by VPO: 700), and is a second tackifying resin of the invention;
  • BARECO PX-100 is a Fischer-Tropsch wax (melting point: 98°) available from Baker Petrol ite;
  • IRGANOX 1010 is a hindered phenol antioxidant available from Ci ba Specialty Chemicals.
  • the initial viscosity of the composition is measured at 180° with No. 21 spindle.
  • 100 g of the hot melt adhesive is placed in a 225-cc glass jar and the jar is covered with aluminum and capped. Then, the jar is placed in an oven and heated at 180° for one week, at which the viscosity is measured in the same manner as in the initial viscosity described above.
  • the viscosity change rate is calculated according to the following equation: ⁇ [(viscosity after heat aging) - (initial viscosity)] / (initial viscosity) ⁇ x 100 5 Initial Clarity (Compatibility Test
  • a flat-bottomed glass sample bottle having a volume of 110 cc is placed on a news paper sheet (not particularly limited, but usually the font is in Mincho-tai having a size of 3 mm), and the hot melt adhesive sample molten at an application temperature of 180°is put in the bottle up to a level of 1 cm. Then, letters on the o news paper under the bottle are read by eye from above the adhesive sample. When the letters are readable, the adhesive sample is added to a level of another 1 cm, and the letters are read similarly. This operation is repeated to an adhesive level of 10 cm or more. When the letters are readable even at a level of 10 cm, the sample is judged as clear.
  • the adhered corrugated cardboard pieces is put in a 5 thermostat held at -20°, -10°, 5°, 23°, 50° or 60° for 12 hours or more, and under these atmospheres, the two pieces are forcibly peeled by hand.
  • the ratio (%) of the broken cardboard piece portion area to the entire adhered area is measured. If the ratio is 80% or more, the adhesive composition is judged as passing the test at that temperature.
  • the stringing property of the hot melt adhesive is evaluated basically by the method disclosed in Jpn. Pat. Appln. KOKAI Publication No. 2004-2634, except that the number of shots is set at 100, the temperature of the tank, hose and nozzle is set at 180° or 170°, the nozzle diameter is set at 20/1000 inches and the pump pressure is set to 0.3 or 0.2 MPa.
  • the amount of the adhesive composition fallen on the pan is measured and the form of the fallen adhesive composition is observed.
  • "D” means drops only
  • S means strings only
  • DS means almost drops with slight strings
  • “SD” means almost strings with slight drops.
  • the hot melt adhesive composition of the present invention is superior in adhesivity, exhibits good thermal stability (low in viscosity change before and after heat aging), is superior in clarity and is substantially free from stringing.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne une composition adhésive thermofusible présentant une longueur de chaîne considérablement réduite et présentant une clarté et une stabilité thermique supérieures. L'invention concerne une composition adhésive thermofusible contenant un premier composant comprenant au moins une copolymère d'éthylène/alphaoléfine C3-C20, au moins un copolymère d'ester d'acide éthylène/(méth)acrylique dans une quantité de 6 à 12 parties en poids pour 100 parties en poids du premier composant; et un troisième composant comprenant au moins une résine collante, dans une quantité de 50 à 200 parties en poids pour 100 parties en poids du premier composant, le troisième composant étant compatible avec le premier et le second composant.
PCT/IB2005/004177 2005-01-05 2005-12-29 Composition adhesive thermofusible WO2006082478A2 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1020077015397A KR101184492B1 (ko) 2005-01-05 2005-12-29 고온 용융 접착 조성물
JP2007548921A JP5236950B2 (ja) 2005-01-05 2005-12-29 ホットメルト接着剤組成物

Applications Claiming Priority (2)

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JP2005-000604 2005-01-05
JP2005000604A JP2006188580A (ja) 2005-01-05 2005-01-05 ホットメルト接着剤組成物

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WO2006082478A2 true WO2006082478A2 (fr) 2006-08-10
WO2006082478A3 WO2006082478A3 (fr) 2006-09-28

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KR (1) KR101184492B1 (fr)
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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2012115279A1 (fr) * 2011-02-25 2012-08-30 Henkel Ag & Co. Kgaa Adhésif thermofusible
WO2014011744A3 (fr) * 2012-07-10 2014-04-17 Adhesive T Echnologies, Inc. Procédé et appareil pour la modification de compositions de polymère
JP2015527437A (ja) * 2012-09-19 2015-09-17 エクソンモービル ケミカル パテンツ インコーポレイテッド プロピレンベースのポリマーおよびエチレンベースのポリマーの接着剤組成物
EP3074478A4 (fr) * 2013-11-29 2017-07-19 Henkel AG & Co. KGaA Colle thermofusible
US10625915B2 (en) 2008-01-21 2020-04-21 Cpi Card Group—Minnesota, Inc. Ultrasecure card package
WO2020122008A1 (fr) * 2018-12-13 2020-06-18 Henkel Ag & Co. Kgaa Adhésif thermofusible
EP3839002A1 (fr) 2019-12-20 2021-06-23 Bostik Sa Composition adhésive thermofusible
WO2022124257A1 (fr) * 2020-12-11 2022-06-16 Henkel Ag & Co. Kgaa Adhésif thermofusible
WO2022124256A1 (fr) * 2020-12-11 2022-06-16 Henkel Ag & Co. Kgaa Adhésif thermofusible

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006188580A (ja) * 2005-01-05 2006-07-20 Nippon Fuller Kk ホットメルト接着剤組成物
JP5584851B2 (ja) * 2008-08-06 2014-09-10 東亞合成株式会社 縁貼り用ホットメルト接着剤組成物、及び、縁貼り方法
JP6023399B2 (ja) 2010-12-27 2016-11-09 ヘンケルジャパン株式会社 ホットメルト接着剤
JP5875850B2 (ja) * 2011-12-16 2016-03-02 東京応化工業株式会社 積層体及び分離方法
JP2014009255A (ja) 2012-06-28 2014-01-20 Henkel Japan Ltd ホットメルト接着剤
JP2014009256A (ja) 2012-06-28 2014-01-20 Henkel Japan Ltd ホットメルト接着剤
JP6028998B2 (ja) * 2012-09-10 2016-11-24 日立化成株式会社 段ボール用ホットメルト樹脂組成物
US20140079897A1 (en) * 2012-09-14 2014-03-20 Henkel Corporation Adhesive Compositions and Use Thereof
JP6159118B2 (ja) * 2013-03-28 2017-07-05 日東電工株式会社 フィルタ濾材の製造装置
JP2014234399A (ja) 2013-05-30 2014-12-15 ヘンケルジャパン株式会社 ホットメルト接着剤
JP6438222B2 (ja) 2014-06-30 2018-12-12 ヘンケルジャパン株式会社 ホットメルト接着剤
JP6104974B2 (ja) * 2015-04-03 2017-03-29 ヘンケルジャパン株式会社 ホットメルト接着剤
JP6914522B2 (ja) * 2017-08-10 2021-08-04 積水フーラー株式会社 ホットメルト接着剤
JP7039004B2 (ja) * 2017-12-27 2022-03-22 積水フーラー株式会社 ホットメルト接着剤

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0449249A2 (fr) * 1990-03-28 1991-10-02 MITSUI TOATSU CHEMICALS, Inc. Composition adhésive de fusion à chaud adhérant à des surfaces huileuses et méthode pour obtenir des échafaudages de plaques métalliques non-glissants.
US6107430A (en) * 1996-03-14 2000-08-22 The Dow Chemical Company Low application temperature hot melt adhesive comprising ethylene α-olefin
WO2004104127A2 (fr) * 2003-05-19 2004-12-02 Hrd Corp. Nouveau polymere multifonctionnel destine a des applications d'adhesifs thermofusibles
US20050106385A1 (en) * 2003-11-17 2005-05-19 Laura Lee Martin Hot melt adhesives with improved performance window
US20050159549A1 (en) * 2004-01-08 2005-07-21 Kendig Terrance D. Composition comprising ethylene copolymers and polyolefin
WO2006019921A1 (fr) * 2004-07-15 2006-02-23 E.I. Dupont De Nemours And Company Composition comprenant des copolymères d'éthylène et des polyoléfines
WO2006019922A1 (fr) * 2004-07-15 2006-02-23 E.I. Dupont De Nemours And Company Composition a base de copolymeres d'ethylene et de polyolefines

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6096676A (ja) * 1983-10-31 1985-05-30 Du Pont Mitsui Polychem Co Ltd ホツトメルト接着剤組成物
FR2721039B1 (fr) * 1994-06-13 1997-04-04 Atochem Elf Sa Colles thermofusibles à base de copolymères éthylène - (meth)acrylate.
US6107403A (en) 1995-02-28 2000-08-22 Basf Corporation Coating composition containing hydroxyl groups, and its use in processes for the production of coatings
JP2000096015A (ja) * 1998-09-21 2000-04-04 Toyo Ink Mfg Co Ltd 感熱ラベル用ホットメルト型接着剤，感熱ラベルおよび感熱ラベルの剥離方法
JP4385562B2 (ja) * 2002-02-20 2009-12-16 東ソー株式会社 ホットメルト接着剤組成物
JP2006188580A (ja) * 2005-01-05 2006-07-20 Nippon Fuller Kk ホットメルト接着剤組成物

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0449249A2 (fr) * 1990-03-28 1991-10-02 MITSUI TOATSU CHEMICALS, Inc. Composition adhésive de fusion à chaud adhérant à des surfaces huileuses et méthode pour obtenir des échafaudages de plaques métalliques non-glissants.
US6107430A (en) * 1996-03-14 2000-08-22 The Dow Chemical Company Low application temperature hot melt adhesive comprising ethylene α-olefin
WO2004104127A2 (fr) * 2003-05-19 2004-12-02 Hrd Corp. Nouveau polymere multifonctionnel destine a des applications d'adhesifs thermofusibles
US20050106385A1 (en) * 2003-11-17 2005-05-19 Laura Lee Martin Hot melt adhesives with improved performance window
US20050159549A1 (en) * 2004-01-08 2005-07-21 Kendig Terrance D. Composition comprising ethylene copolymers and polyolefin
WO2006019921A1 (fr) * 2004-07-15 2006-02-23 E.I. Dupont De Nemours And Company Composition comprenant des copolymères d'éthylène et des polyoléfines
WO2006019922A1 (fr) * 2004-07-15 2006-02-23 E.I. Dupont De Nemours And Company Composition a base de copolymeres d'ethylene et de polyolefines

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11267628B2 (en) 2008-01-21 2022-03-08 Cpi Card Group—Minnesota, Inc. Ultrasecure card package
US10625915B2 (en) 2008-01-21 2020-04-21 Cpi Card Group—Minnesota, Inc. Ultrasecure card package
US11905089B2 (en) 2008-01-21 2024-02-20 Cpi Card Group—Minnesota, Inc. Ultrasecure card package
US11034497B2 (en) 2008-01-21 2021-06-15 CPI Card Group—Colorado, Inc. Ultrasecure card package
WO2012115279A1 (fr) * 2011-02-25 2012-08-30 Henkel Ag & Co. Kgaa Adhésif thermofusible
WO2014011744A3 (fr) * 2012-07-10 2014-04-17 Adhesive T Echnologies, Inc. Procédé et appareil pour la modification de compositions de polymère
JP2015527437A (ja) * 2012-09-19 2015-09-17 エクソンモービル ケミカル パテンツ インコーポレイテッド プロピレンベースのポリマーおよびエチレンベースのポリマーの接着剤組成物
EP3074478A4 (fr) * 2013-11-29 2017-07-19 Henkel AG & Co. KGaA Colle thermofusible
WO2020122008A1 (fr) * 2018-12-13 2020-06-18 Henkel Ag & Co. Kgaa Adhésif thermofusible
WO2021123070A1 (fr) 2019-12-20 2021-06-24 Bostik Sa Composition adhésive thermofusible
CN114829530A (zh) * 2019-12-20 2022-07-29 波士胶公司 热熔性粘合剂组合物
EP3839002A1 (fr) 2019-12-20 2021-06-23 Bostik Sa Composition adhésive thermofusible
US12098310B2 (en) 2019-12-20 2024-09-24 Bostik Sa Hot-melt adhesive composition
WO2022124257A1 (fr) * 2020-12-11 2022-06-16 Henkel Ag & Co. Kgaa Adhésif thermofusible
WO2022124256A1 (fr) * 2020-12-11 2022-06-16 Henkel Ag & Co. Kgaa Adhésif thermofusible

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WO2006082478A3 (fr) 2006-09-28
JP5236950B2 (ja) 2013-07-17

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