CA2396983A1 - Adhesive composition and block copolymer suitable for the same - Google Patents

Adhesive composition and block copolymer suitable for the same Download PDF

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Publication number
CA2396983A1
CA2396983A1 CA002396983A CA2396983A CA2396983A1 CA 2396983 A1 CA2396983 A1 CA 2396983A1 CA 002396983 A CA002396983 A CA 002396983A CA 2396983 A CA2396983 A CA 2396983A CA 2396983 A1 CA2396983 A1 CA 2396983A1
Authority
CA
Canada
Prior art keywords
polymer block
block
unit
block copolymer
conjugated diene
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002396983A
Other languages
French (fr)
Other versions
CA2396983C (en
Inventor
Yoshihiro Morishita
Hiromichi Nakata
Kenichi Hamada
Kazushige Ishiura
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kuraray Co Ltd
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2396983A1 publication Critical patent/CA2396983A1/en
Application granted granted Critical
Publication of CA2396983C publication Critical patent/CA2396983C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J153/02—Vinyl aromatic monomers and conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F297/00—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer
    • C08F297/02—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type
    • C08F297/04—Macromolecular compounds obtained by successively polymerising different monomer systems using a catalyst of the ionic or coordination type without deactivating the intermediate polymer using a catalyst of the anionic type polymerising vinyl aromatic monomers and conjugated dienes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • C08F8/04—Reduction, e.g. hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L53/00—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L53/02—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes
    • C08L53/025—Compositions of block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers of vinyl-aromatic monomers and conjugated dienes modified
    • 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
    • C09J153/00—Adhesives based on block copolymers containing at least one sequence of a polymer obtained by reactions only involving carbon-to-carbon unsaturated bonds; Adhesives based on derivatives of such polymers
    • C09J153/02—Vinyl aromatic monomers and conjugated dienes
    • C09J153/025—Vinyl aromatic monomers and conjugated dienes modified
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Graft Or Block Polymers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

A block copolymer having at least one polymer block (A) consisting mainly of a- methylstyrene units and at least one polymer block (B) which consists mainly of conjugated diene units and in which at least part of the carbon-carbon double bonds may have been hydrogenated; and a pressure-sensitive adhesive o r an adhesive which each contains the block copolymer. The pressure-sensitive adhesive or the adhesive has excellent holding power (cohesive force) at hig h temperatures.

Claims (11)

1. An adhesive composition containing a block copolymer, wherein said block copolymer has a polymer block (A) which is principally composed of a .alpha.-methyl styrene unit, and a polymer block (B) which is principally composed of a conjugated diene unit and of which at least part of the carbon-carbon unsaturated double bonds may be hydrogenated.
2. The adhesive composition according to claim 1, wherein the conjugated diene unit in the polymer block (B) is principally a 1,3-butadiene unit.
3. The adhesive composition according to claim 1,characterized in that the block copolymer has:

(1) a polymer block (A) which has a number-average molecular weight of 1,000 to 300,000; and (2) a polymer block (B) including: a polymer block (b1) which has a number-average molecular weight of 500 to 10,000 and of which 1,4-bond content is less than 30 %; and a polymer block (b2) which has a number-average molecular weight of 10,000 to 400,000 and of which 1,4-bond content is not less than 30 %, and in that the block copolymer has at least one (A-b1-b2) structure.
4. The adhesive composition according to claim 1 or 3, characterized in that the block copolymer includes at least one (A-b1-b2) structure obtained by:

(1) forming a polymer block (A) by polymerizing .alpha.-methyl styrene of a 5 to 50 % by weight concentration at a temperature from -30 °C
to 30 °C in the presence of a polar compound of 0.1 to 10 % by weight concentration using a organic lithium compound as an initiator in a nonpolar solvent; then (2) forming a polymer block (b1) by polymerizing 1 to 100 mol equivalent of conjugated diene with respect to living poly-.alpha.
-methyl styryl lithium; and thereafter (3) forming a polymer block (b2) by polymerizing remaining conjugated dienes at a temperature higher than 30°C.
5. The adhesive composition according to any one of claims 1, 3, and 4, wherein the conjugated diene unit in the polymer block (B) is principally a 1,3-butadiene unit and/or an isoprene unit.
6. The adhesive composition according to claim 5, wherein the conjugated diene unit in the polymer block (B) is principally a 1,3-butadiene unit.
7. The adhesive composition according any one of claims 1 to 6, wherein at least part of the carbon-carbon unsaturated double bonds of the polymer block (B) are hydrogenated.
8. A block copolymer, having a polymer block (A) which is principally composed of a .alpha.-methyl styrene unit, and a polymer block (B) which is principally composed of a conjugated diene unit and of which at least part of the carbon-carbon unsaturated double bonds may be hydrogenated, wherein said block copolymer includes:

(1) a polymer block (A) having a number-average molecular weight of 1,000 to 300,000; and (2) a polymer block (B) containing a polymer block (b1) having a number-average molecular weight of 500 to 10,000 and a 1,4-bond content of less than 30%, and a polymer block (b2) having a number-average molecular weight of 10,000 to 400,000 and a 1,4-bond content of not less than 30 %, and said block copolymer includes at least one (A-b1-b2) structure.
9. The block copolymer according to claim 8, wherein the conjugated diene units forming the block b1 and the block b2 are 1,3-butadiene unit and/or isoprene unit.
10. The block copolymer according to claim 9, wherein each of the conjugated diene units forming the block b1 and the block b2 is 1,3-butadiene unit.
11. The block copolymer according to any one of claims 8 to 10, wherein at least part of the carbon-carbon unsaturated double bonds resulting from the conjugated diene unit of the polymer block (B) are hydrogenated.
CA2396983A 2000-11-20 2001-11-20 Adhesive composition and block copolymer suitable for the same Expired - Lifetime CA2396983C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
JP2000352696 2000-11-20
JP2000-352696 2000-11-20
JP2001-189762 2001-06-22
JP2001189762 2001-06-22
PCT/JP2001/010122 WO2002040611A1 (en) 2000-11-20 2001-11-20 Pressure-sensitive adhesive/adhesive and block copolymer suitable for use therein

Publications (2)

Publication Number Publication Date
CA2396983A1 true CA2396983A1 (en) 2002-05-23
CA2396983C CA2396983C (en) 2011-05-03

Family

ID=26604281

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2396983A Expired - Lifetime CA2396983C (en) 2000-11-20 2001-11-20 Adhesive composition and block copolymer suitable for the same

Country Status (10)

Country Link
US (2) US6806317B2 (en)
EP (1) EP1352940B1 (en)
JP (1) JP3947105B2 (en)
CN (1) CN1236001C (en)
AT (1) ATE427987T1 (en)
AU (1) AU2002224054A1 (en)
CA (1) CA2396983C (en)
DE (1) DE60138305D1 (en)
ES (1) ES2325529T3 (en)
WO (1) WO2002040611A1 (en)

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Also Published As

Publication number Publication date
EP1352940A1 (en) 2003-10-15
US20030050395A1 (en) 2003-03-13
EP1352940B1 (en) 2009-04-08
JPWO2002040611A1 (en) 2004-03-25
CN1395603A (en) 2003-02-05
US6806317B2 (en) 2004-10-19
ES2325529T3 (en) 2009-09-08
AU2002224054A1 (en) 2002-05-27
US20050038198A1 (en) 2005-02-17
CA2396983C (en) 2011-05-03
EP1352940A4 (en) 2005-04-20
JP3947105B2 (en) 2007-07-18
DE60138305D1 (en) 2009-05-20
ATE427987T1 (en) 2009-04-15
US7358298B2 (en) 2008-04-15
WO2002040611A1 (en) 2002-05-23
CN1236001C (en) 2006-01-11

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