WO2008026429A1 - Adhésif aqueux vulcanisable et son utilisation - Google Patents

Adhésif aqueux vulcanisable et son utilisation Download PDF

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Publication number
WO2008026429A1
WO2008026429A1 PCT/JP2007/065382 JP2007065382W WO2008026429A1 WO 2008026429 A1 WO2008026429 A1 WO 2008026429A1 JP 2007065382 W JP2007065382 W JP 2007065382W WO 2008026429 A1 WO2008026429 A1 WO 2008026429A1
Authority
WO
WIPO (PCT)
Prior art keywords
based adhesive
parts
mass
water
vulcanized
Prior art date
Application number
PCT/JP2007/065382
Other languages
English (en)
Japanese (ja)
Inventor
Sang-Taek Oh
Jae-Hwan Chun
Kosuke Watanabe
Kenji Mochizuki
Original Assignee
Denki Kagaku Kogyo Kabushiki Kaisha
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 Denki Kagaku Kogyo Kabushiki Kaisha filed Critical Denki Kagaku Kogyo Kabushiki Kaisha
Publication of WO2008026429A1 publication Critical patent/WO2008026429A1/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
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J111/00—Adhesives based on homopolymers or copolymers of chloroprene
    • C09J111/02—Latex
    • A—HUMAN NECESSITIES
    • A43—FOOTWEAR
    • A43B—CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR
    • A43B1/00—Footwear characterised by the material
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D35/00—Producing footwear
    • B29D35/0054—Producing footwear by compression moulding, vulcanising or the like; Apparatus therefor
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/02—Elements
    • C08K3/06—Sulfur
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/04—Non-macromolecular additives inorganic
    • 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
    • C09J5/00—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers
    • C09J5/06—Adhesive processes in general; Adhesive processes not provided for elsewhere, e.g. relating to primers involving heating of the applied adhesive
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • C08K2003/2296—Oxides; Hydroxides of metals of zinc

Definitions

  • Vulcanized water-based adhesive Vulcanized water-based adhesive and its use
  • the present invention relates to a vulcanization-type water-based adhesive that can be suitably used for vulcanization adhesion and its use.
  • Non-Patent Document 1 Journal of the Japan Rubber Association Vol. 78, No. 2 (2005) (p. 55; paragraph 4.2.1)
  • Non-Patent Document 2 Adhesion Technology Vol. 21, No. 4 (2002), Volume 65 No. (page 12; 2.1.4) Disclosure of Invention
  • An object of the present invention is to provide a vulcanized water-based adhesive that does not use an organic solvent and that is free from protein allergy.
  • the present invention has reached the present invention having the following gist.
  • a vulcanized water-based adhesive characterized by containing black-opened latex, sulfur, and zinc oxide.
  • the emulsifier and / or dispersant strength S in the black mouth plain latex is 0.5 to 10 parts by weight based on the total monomers used to obtain the black mouth plain polymer (1 ) Or the vulcanized water-based adhesive according to (2).
  • Any one of the above (1) to (3) containing 2 to 5 parts by mass of sulfur and 3 to 10 parts by mass of zinc oxide with respect to 100 parts by mass of the solid content in the black mouth plain latex The vulcanized water-based adhesive described in 1.
  • Two or more rubber outsole, cloth upper, and fixing tape are vulcanized using the vulcanized water-based adhesive described in (1) to (4) above.
  • the vulcanized water-based adhesive of the present invention contains an organic solvent! /, N! /, which is gentle to the environment and the human body, and uses synthetic rubber latex as a raw material. It is an adhesive without any. Moreover, since sufficient adhesive strength is exhibited after vulcanization, it can be suitably used as a vulcanization-type adhesive used in canvas shoes and the like. BEST MODE FOR CARRYING OUT THE INVENTION
  • the black mouth plain latex is obtained by emulsifying / dispersing a black mouth plain polymer in water via an emulsifier and / or a dispersant (hereinafter also referred to as an emulsifier / dispersant).
  • the solid content concentration in the chloroprene latex is not particularly limited, but is preferably in the range of 40 to 70% by mass, more preferably 50 from the viewpoint of improving workability and stability of the chloroprene latex itself. It is good to set in the range of -60 mass%.
  • the black mouth plain polymer is a homopolymer obtained by polymerizing 2-chloro-1,3-butadiene (hereinafter referred to as black mouth plain), or can be copolymerized with black mouth plain and black mouth plain. Na It is a copolymer obtained by polymerizing monomers.
  • the content of the polymer unit of black mouthprene in the copolymer is preferably 80 mol% or more, particularly 90 mol% or more.
  • Monomers that can be copolymerized with black mouth-prene are not particularly limited.
  • the copolymerizable monomer is preferably 2,3 dichloro-1,3 butadiene.
  • the structure of the black-opened polyene polymer is not particularly limited! /, However, the polymerization temperature, polymerization initiator, chain transfer agent, polymerization terminator, final polymerization rate, etc. are appropriately selected and controlled. By doing so, it is possible to adjust the molecular weight, molecular weight distribution, gel content, molecular terminal structure, crystallization speed, and the like.
  • the emulsifier / dispersant used in the production of black mouth plain latex is not particularly limited, and various types such as anion type, nonion type, cationic type and the like used for usual emulsion polymerization of black mouth plains. Can be used.
  • anionic emulsifying / dispersing agent examples include carboxylic acid type and sulfuric acid ester type.
  • alkali metal salts of rosin acid alkyl sulfonates having 8 to 20 carbon atoms, alkyl aryl sulfate, naphthalene sulfone.
  • Examples include condensates of sodium acid and formaldehyde, sodium alkyldiphenyl ether disulfonate, and the like.
  • Nonionic emulsifying / dispersing agents include, for example, polybulal alcohol (hereinafter referred to as PVA) or a copolymer thereof (for example, a copolymer with acrylamide), polybull ether or a copolymer thereof (for example, maleic acid). ), Polybulurpyrrolidone or a copolymer thereof (for example, a copolymer with butyl acetate), a chemical modification of these (co) polymers, or a cellulose derivative (hydroxyethyl).
  • PVA polybulal alcohol
  • a copolymer thereof for example, a copolymer with acrylamide
  • polybull ether or a copolymer thereof (for example, maleic acid).
  • Polybulurpyrrolidone or a copolymer thereof for example, a copolymer with butyl acetate
  • a chemical modification of these (co) polymers or a cellulose derivative (hydroxyethyl).
  • Cationic emulsifying / dispersing agents include, for example, aliphatic amine salts, aliphatic quaternary ammonium salts, etc., for example, octadecinole trimethyl ammonium chloride, dodecinole trimethyl ammonium chloride, dioctyl chloride. And lauryl dimethyl ammonium chloride.
  • a rosin acid salt which is preferably an anion type, is particularly preferable.
  • the rosin acid any of wood rosin acid, gum rosin acid, tall oil rosin acid, or a disproportionated rosin acid obtained by disproportionating these can be used.
  • a sulfate-based sulfonate-based anionic emulsifier and a dispersant in order to impart sufficient stability to the black mouth-prene latex.
  • the amount of the emulsifier / dispersant used is preferably 0.5 to 10 parts by mass and more preferably 2 to 6 parts by mass with respect to 100 parts by mass of the total monomers used to obtain the black-opened polymer.
  • Sulfur is not particularly limited, but powdered sulfur, precipitated sulfur, colloidal sulfur and the like generally used as a rubber vulcanizing agent are used. In consideration of dispersibility, it is preferable to use finely divided sulfur. In consideration of handling when added to the black-opened latex, sulfur is more preferably used as an aqueous dispersion.
  • the method of making sulfur into an aqueous dispersion for example, the usual methods described in Adhesion Vol. 36, No. 8 (1992), Vol. 388 (page 343; item 3) and the like can be used.
  • the content of sulfur is not particularly limited, but the solid content in the black mouth plain latex
  • Zinc oxide is not particularly limited, but any zinc oxide generally used as a compounding chemical for rubber can be used. Specifically, there are 1 type, 2 types, 3 types, active zinc white and the like. Zinc oxide is also preferably used as an aqueous dispersion, but the preparation method of the aqueous dispersion is the same as in the case of sulfur. Adhesion Vol. 36, No. 8 (1992) vol. 388 (page 343; Section 3) ) And the like can be used. Products marketed as aqueous dispersions of zinc oxide can also be used.
  • the content of zinc oxide is not particularly limited, but the solid content in the black mouth plain latex is not limited. From 10 to 10 parts by mass is more preferable, more preferably from 3 to 10 parts by mass, and particularly preferably from 3 to 7 parts by mass with respect to 100 parts by mass of the form. When the amount of zinc oxide added is set within this range, the adhesive strength after vulcanization adhesion is sufficient, and the adhesive itself is difficult to separate.
  • Vulcanizing water-based adhesives include tackifying resins, thickeners, metal oxides other than zinc oxide, fillers, film-forming aids, ultraviolet absorbers, and antioxidants according to the required performance.
  • a plasticizer, a vulcanizing agent other than sulfur, a vulcanization accelerator, an antifoaming agent and the like can be optionally added.
  • the use of the vulcanized water-based adhesive is not particularly limited, but cement, mortar, slate, cloth, wood, synthetic rubber material, polyurethane material, polychlorinated bur material, polyolefin resin It can be suitably used when bonding various materials such as materials. In particular, it can be suitably used as a vulcanizing adhesive when producing canvas shoes.
  • a cloth upper part is made into an upper by sewing, gluing or the like.
  • the upper is bonded to the insole by a so-called lasting operation and shaped.
  • the coating amount at this time, while securing a sufficient adhesive strength to prevent the protrusion boundary surface force also show, and preferably 100 to 300 g / cm 2, particularly preferably set in a range of 0.99 to 250 g / cm 2 Les.
  • the material coated with these vulcanized water-based adhesives is dried at 60 to 100 ° C, preferably 70 to 90 ° C for 5 to 30 minutes. After 100-; 150. C, preferably 120-; 140. It is preferred to complete by vulcanizing with C for 0.5 to 2 hours.
  • the obtained adhesive was applied to a natural rubber unvulcanized rubber sheet (20 ⁇ 120 mm) and canvas (20 ⁇ 120 mm). After drying at 90 ° C for 2 minutes, the unvulcanized rubber sheet and canvas were bonded together. The bonded adherends were vulcanized at 120 ° C for 1 hour in a vulcanizer.
  • the vulcanized adherend was allowed to stand at room temperature for 24 hours, and the peel strength was measured at a pulling rate of 200 mm / min.
  • Tests were carried out in the same manner as in Example 1 except that the amounts of the aqueous sulfur dispersion and the aqueous zinc oxide dispersion were changed as shown in Table 1.
  • MF indicates that the material destruction of the rubber sheet has been confirmed
  • mf indicates that material destruction has occurred on a part of the rubber sheet
  • AC indicates that interface peeling or cohesive failure of the adhesive surface has been confirmed. It represents that.
  • the vulcanized water-based adhesive obtained by the present invention does not contain an organic solvent and exhibits sufficient adhesive strength while suppressing the risk of protein allergy due to natural rubber latex. It can be suitably used as a vulcanized adhesive for canvas shoes and the like. It should be noted that the Japanese Patent Application No. 2006-230000 filed on August 28, 2006, the entire contents of the description, claims, drawings, and abstract described herein are incorporated herein by reference. It is incorporated as a document disclosure.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)

Abstract

L'invention concerne un adhésif aqueux vulcanisable qui ne contient aucun solvant organique et ne présente aucun problème lié à l'allergie aux protéines, notamment un adhésif aqueux vulcanisable contenant un latex de polymère de chloroprène, du soufre et de l'oxyde de zinc. Il est préférable que l'adhésif contienne de 2 à 5 parties en masse de soufre et de 3 à 10 parties en masse d'oxyde de zinc pour 100 parties en masse de la matière solide du latex de polymère de chloroprène. L'adhésif est utile pour la fabrication de chaussures en toile, pour la liaison par vulcanisation d'une semelle extérieure, d'un dessus en tissu et d'une talonnette.
PCT/JP2007/065382 2006-08-28 2007-08-06 Adhésif aqueux vulcanisable et son utilisation WO2008026429A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2006-230000 2006-08-28
JP2006230000A JP2008050511A (ja) 2006-08-28 2006-08-28 加硫型水性接着剤及びその用途

Publications (1)

Publication Number Publication Date
WO2008026429A1 true WO2008026429A1 (fr) 2008-03-06

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2007/065382 WO2008026429A1 (fr) 2006-08-28 2007-08-06 Adhésif aqueux vulcanisable et son utilisation

Country Status (5)

Country Link
JP (1) JP2008050511A (fr)
KR (1) KR20090042923A (fr)
CN (1) CN101506322A (fr)
TW (1) TW200817485A (fr)
WO (1) WO2008026429A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102471543A (zh) * 2009-07-06 2012-05-23 电气化学工业株式会社 聚氯丁二烯胶乳组合物及其制造方法以及成型体
CN103539948A (zh) * 2012-07-12 2014-01-29 中国石油天然气股份有限公司 一种高强力粘合型粉末氯丁橡胶的制备方法
WO2022167972A1 (fr) * 2021-02-03 2022-08-11 3M Innovative Properties Company Bande contenant une couche réactive et procédé de fabrication de la bande

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CN101831257A (zh) * 2010-05-06 2010-09-15 尚盟运动用品(惠阳)有限公司 一种新型胶水及其用途
RU2455330C1 (ru) * 2010-11-30 2012-07-10 Федеральное государственное унитарное предприятие "Научно-производственное предприятие "Прогресс" (ФГУП "НПП "Прогресс") Клеевая композиция
CN103653537A (zh) * 2013-11-26 2014-03-26 际华三五一五皮革皮鞋有限公司 注射模压鞋专用组装中底
CN106433510B (zh) * 2016-09-09 2018-07-24 珠海市泽涛粘合制品有限公司 一种通用型硫化鞋水性胶硬化剂及其制备方法

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JPH07280038A (ja) * 1994-04-11 1995-10-27 Bando Chem Ind Ltd 接着剤およびそれを用いてなる動力伝動ベルト
JP2002060711A (ja) * 2000-08-23 2002-02-26 Denki Kagaku Kogyo Kk 水系接着剤及びそれを用いた接着方法及び接着構造体
JP2006077038A (ja) * 2004-09-07 2006-03-23 Denki Kagaku Kogyo Kk ポリクロロプレンラテックス組成物および接着剤組成物

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JP2004352921A (ja) * 2003-05-30 2004-12-16 Denki Kagaku Kogyo Kk ポリクロロプレン２液型水系接着剤組成物
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JPH0666301U (ja) * 1993-02-26 1994-09-20 株式会社クミアイゴム 外被が編、織布からなる防水ブーツ
JPH07280038A (ja) * 1994-04-11 1995-10-27 Bando Chem Ind Ltd 接着剤およびそれを用いてなる動力伝動ベルト
JP2002060711A (ja) * 2000-08-23 2002-02-26 Denki Kagaku Kogyo Kk 水系接着剤及びそれを用いた接着方法及び接着構造体
JP2006077038A (ja) * 2004-09-07 2006-03-23 Denki Kagaku Kogyo Kk ポリクロロプレンラテックス組成物および接着剤組成物

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102471543A (zh) * 2009-07-06 2012-05-23 电气化学工业株式会社 聚氯丁二烯胶乳组合物及其制造方法以及成型体
US8436102B2 (en) 2009-07-06 2013-05-07 Denki Kagaku Kogyo Kabushiki Kaisha Polychloroprene latex composition, process for production of same, and products of forming thereof
CN105017592A (zh) * 2009-07-06 2015-11-04 电气化学工业株式会社 聚氯丁二烯胶乳组合物及其制造方法以及浸渍成型体
CN103539948A (zh) * 2012-07-12 2014-01-29 中国石油天然气股份有限公司 一种高强力粘合型粉末氯丁橡胶的制备方法
CN103539948B (zh) * 2012-07-12 2016-01-20 中国石油天然气股份有限公司 一种高强力粘合型粉末氯丁橡胶的制备方法
WO2022167972A1 (fr) * 2021-02-03 2022-08-11 3M Innovative Properties Company Bande contenant une couche réactive et procédé de fabrication de la bande

Also Published As

Publication number Publication date
JP2008050511A (ja) 2008-03-06
KR20090042923A (ko) 2009-05-04
TW200817485A (en) 2008-04-16
CN101506322A (zh) 2009-08-12

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