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WO2008032965A1 - Composition d'adhésif pour polyester possédant une excellente transmittance - Google Patents

Composition d'adhésif pour polyester possédant une excellente transmittance Download PDF

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Publication number
WO2008032965A1
WO2008032965A1 PCT/KR2007/004367 KR2007004367W WO2008032965A1 WO 2008032965 A1 WO2008032965 A1 WO 2008032965A1 KR 2007004367 W KR2007004367 W KR 2007004367W WO 2008032965 A1 WO2008032965 A1 WO 2008032965A1
Authority
WO
WIPO (PCT)
Prior art keywords
polyester
adhesive composition
adhesive
light transmittance
mixture
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.)
Ceased
Application number
PCT/KR2007/004367
Other languages
English (en)
Inventor
Jeoung Jun Hwang
Tae Young Kim
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.)
SK Chemicals Co Ltd
Original Assignee
SK Chemicals Co 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 SK Chemicals Co Ltd filed Critical SK Chemicals Co Ltd
Publication of WO2008032965A1 publication Critical patent/WO2008032965A1/fr
Anticipated expiration legal-status Critical
Ceased 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
    • 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
    • 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
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; 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
    • C09J127/00—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 a halogen; Adhesives based on derivatives of such polymers
    • C09J127/02—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 a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
    • C09J127/12—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 a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms

Definitions

  • the present invention relates to an adhesive composition for polyester having excellent light transmittance, and, more particularly, to an adhesive composition for polyester having excellent light transmittance, which can exhibit adhesivity equal to or greater than the adhesivity exhibited when conventional acrylate or polycarbonate is bonded, and which prevent a phase separation phenomenon from occurring between solvents, thus exhibiting excellent light transmittance.
  • polyester Since polyester has excellent mechanical strength, heat resistance, transparency and gas barrier properties, it is suitable for use as a material for a container for beverages, such as juice, soft drinks, carbonated drinks, and the like, a packing film, a film for audio, a film for video, or the like, and thus polyester is used in large quantities. Further, polyester is also used as an industrial material, such as medical fibers, tire cords, and the like in large quantities on a worldwide scale.
  • polyester has high chemical resistance
  • methylene chloride and chloroform as an adhesive
  • the methylene chloride and chloroform do not exhibit good adhesivity, and the bonded portion of the polyester product is easily damaged.
  • an epoxy adhesive and an acrylate adhesive which are commercially available as adhesives
  • the bonded portion of the polyester product is also easily damaged. The reason that these adhesives do not exhibit good adhesivity and the bonded portion of the polyester product is easily damaged is determined to be because the solubility and compatibility of these adhesives to polyester are not good.
  • a solvent adhesive is used for bonding the molded polyester product, if the molded polyester product requires the same kind of adhesive or a different kind of adhesive having compatibility similar thereto. Examples of such a solvent adhesive are known as follows.
  • Japanese Unexamined Patent Publication No.1999-311421 discloses an adhesive for polyethylene terephthalate (hereinafter, referred to as "PET”), in which a PET-soluble solvent, for example, methyl ethyl ketone, is mixed with alcohols (methanol or ethanol).
  • PET polyethylene terephthalate
  • alcohols methanol or ethanol
  • 2000-008017 discloses an adhesive for a PET resin, in which, as an adhesive for bonding a resin formed of an amorphous polyester copolymer including PET as a basic structure, methyl ethyl ketone is used as a main solvent, and the main solvent is mixed with a ketone subsidiary solvent having a relatively high boiling point.
  • typical examples of the ketone subsidiary solvent may include acetone, methyl iso-butyl ketone, and cyclohexanone.
  • Japanese Unexamined Patent Publication No. 2000-144081 discloses an adhesive for polyester including a straight-chain alcohol bonded with 4 or more fluorine atoms as a main component.
  • this adhesive for polyester may be used by diluting it with a commonly-used solvent.
  • the straight-chain alcohol bonded with 4 or more fluorine atoms may include tetrafluoropropanol, octafluoropentanol, and dodecafluoroheptanol.
  • the adhesives mentioned in the above patent documents are modified to improve the adhesive strength thereof and prevent blanching, but are problematic in that they are also required to be further modified in the peel resistance of the bonded portion. This means that, when the adhesive is adhered to a molded product and the molded product is carried, the molded product is in danger of being easily broken even by a small impact.
  • the present inventors have discovered unique adhesive compositions for polyester, which exhibit adhesivity equal to the adhesivity exhibited when acrylate or polycarbonate is bonded using methylene chloride, and are economical, and have found a method of stably using the unique adhesive compositions for polyester even when a phase separation phenomenon occurs in the unique adhesive compositions for polyester.
  • the present invention has been completed based on these facts.
  • an object of the present invention is to provide an adhesive composition for polyester having excellent light transmittance, which can exhibit adhesivity equal to the adhesivity of a conventional adhesive and can prevent the phase separation phenomenon from occurring between solvents.
  • the present invention provides an adhesive composition for polyester, including 100 parts by weight of a solvent composition including 2 ⁇ 98% by weight of tetrachloroethane, orthochlorophenol, or a mixture thereof, and 98 ⁇ 2% by weight of hexafluoroisopropanol, trifluoroacetic acid, or a mixture thereof; and 5 ⁇ 30 parts by weight of polyester.
  • the adhesive composition for polyester according to the present invention can prevent the phase separation phenomenon from occurring between solvents, has excellent light transmittance, and can maintain excellent adhesivity. [Best Mode]
  • the present invention provides an adhesive composition for polyester having excellent light transmittance, which can exhibit adhesivity equal to the adhesivity exhibited when acrylate or polycarbonate is bonded using methylene chloride, and can prevent the phase separation phenomenon from occurring between solvents.
  • group F hexafluoroisopropanol
  • TFA trifluoroacetic acid
  • group C a chloro group consisting of tetrachloroethane
  • TCE tridecyl styrene
  • OCP orthochlorophenol
  • the present invention further provides a method of improving light transmittance and simultaneously increasing adhesivity by adjusting the dissolution amount of polyester and thus preventing the above phase separation phenomenon.
  • the mixing ratio of each of the mixture may be in any range.
  • the polyester that is dissolved is required to prevent the phase separation phenomenon, and the amount thereof may be 5 ⁇ 30 parts by weight, based on 100 parts by weight of total solvent.
  • the polyester that is dissolved is amorphous, it is easily dissolved, and a large amount of the polyester can be dissolved.
  • the amount of the polyester is below 5 parts by weight, the adhesivity of the adhesive composition is decreased.
  • the polyester that is dissolved is amorphous and has an intrinsic viscosity of 0.55 ⁇ 0.85 d£/g, and preferably 0.75—0.82 d#/g.
  • the intrinsic viscosity of the polyester is below 0.55 d#/g, the adhesivity of the adhesive composition is decreased.
  • the productivity in the manufacturing of the adhesive is decreased.
  • Table 1 shows the dissolution amount of the polyester, which is dissolved to prevent the phase separation phenomenon from occurring between the solvent group F and group C.
  • the polyester product that is dissolved is BR, manufactured by SK Chemicals Co., Ltd. [Table 1]
  • HFIP and 8Og of TCE were put into a flask, magnetically stirred for 10 minutes, put into a quartz container having a thickness of 5 mm, and then the light transmittance thereof was measured.
  • Two test pieces extruded from BR which is a polyester resin manufactured by SK Chemicals Co., Ltd., having a width of 2.5 cm, a length of 7.5 cm and a thickness of 2 mm, were provided, and then the two BR test pieces were bonded to each other so that they overlapped each other by 5mm each. Subsequently, the bonded BR test pieces were left for one week, and then the tensile strength of the BR test pieces was measured. The results thereof are given in Table 2.
  • Example 1 2Og of HFP and 80g of TCE were put into a flask, 5g of amorphous BR, manufactured by SK Chemicals Co., Ltd., was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution.
  • the mixed solution was put into a quartz container having a thickness of 5 mm, and then the light transmittance thereof was measured.
  • Example 2 2Og of HFIP and 8Og of TCE were put into a flask, 1Og of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 3 2Og of HFIP and 80g of TCE were put into a flask, 15g of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 4 2Og of HFIP and 80g of TCE were put into a flask, 15g of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 4 2Og of HFIP and 80g of TCE were put into a flask, 15g of amorphous BR was added thereto, and then the mixture was magnetic
  • Example 5 2Og of HFIP and 80g of TCE were put into a flask, 2Og of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 5 2Og of HFIP and 80g of TCE were put into a flask, 2Og of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 5 2Og of HFIP and 80g of TCE were put into a flask, 2Og of amorphous BR was added thereto, and then the
  • Example 8 1Og of TFA and 9Og of TCE were put into a flask, 1Og of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 9 1Og of TFA and 9Og of TCE were put into a flask, 15g of amorphous BR was added thereto, and then the mixture was magnetically stirred for 60 minutes, thereby obtaining a mixed solution. Thereafter, the light transmittance of the mixed solution and the tensile strength of the BR test pieces were measured using the same method as in Example 1. The results thereof are given in Table 2.
  • Example 10 1Og of TFA and 9Og of TCE were put into a flask, 1Og of amorphous BR was added thereto, and then the mixture
  • the light transmittance of the adhesive solution prepared using the adhesive composition for polyester according to the present invention was about 90%, that is, the phase separation phenomenon did not occur. Further, from Examples, in which test pieces were bonded using the adhesive composition, it can be seen that the adhesive composition for polyester according to the present invention exhibits excellent adhesivity.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne une composition d'adhésif pour polyester qui possède une excellente transmittance et permet de coller un polymère de polyester, qui présente une haute résistance chimique par comparaison avec d'autres polymères amorphes utilisés couramment, tels que le polycarbonate, l'acrylate et similaire, et ne permet donc pas d'obtenir un collage facile au moyen des adhésifs à solvant courants utilisés pour le polycarbonate ou l'acrylate. La composition d'adhésif selon l'invention présente ainsi une meilleure adhésivité et une meilleure aptitude à la mise en oeuvre que les adhésifs classiques et permet d'empêcher l'apparition d'un phénomène de séparation de phases entre solvants, ce qui lui confère une excellente transmittance.
PCT/KR2007/004367 2006-09-11 2007-09-10 Composition d'adhésif pour polyester possédant une excellente transmittance Ceased WO2008032965A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1020060087470A KR101249596B1 (ko) 2006-09-11 2006-09-11 우수한 광투과도를 갖는 폴리에스테르용 접착 조성물
KR10-2006-0087470 2006-09-11

Publications (1)

Publication Number Publication Date
WO2008032965A1 true WO2008032965A1 (fr) 2008-03-20

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Application Number Title Priority Date Filing Date
PCT/KR2007/004367 Ceased WO2008032965A1 (fr) 2006-09-11 2007-09-10 Composition d'adhésif pour polyester possédant une excellente transmittance

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KR (1) KR101249596B1 (fr)
WO (1) WO2008032965A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101522556B1 (ko) * 2014-10-13 2015-05-26 주식회사 휴트리 친환경 접착제 조성물의 제조방법 및 이에 의해 제조된 친환경 접착제 조성물

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR970002309B1 (ko) * 1993-10-20 1997-02-27 주식회사 에스 · 케이 · 씨 폴리에스테르 필름
US5851616A (en) * 1995-05-31 1998-12-22 Tomoegawa Paper Co., Ltd. Adhesive tape for electronic parts and liquid adhesive
EP0974438A1 (fr) * 1998-01-27 2000-01-26 Teijin Limited Preforme en polyester aromatique, moulages par soufflage et procede de production de ladite preforme
EP0999252A1 (fr) * 1998-05-19 2000-05-10 Sony Chemicals Corporation Adhesif ininflammable, film adhesif ininflammable fabrique avec ledit adhesif, et cable plat
WO2006009285A1 (fr) * 2004-07-22 2006-01-26 Teijin Limited Acide polylactique et son processus de production
WO2006016683A1 (fr) * 2004-08-11 2006-02-16 Toyo Seikan Kaisha, Ltd. Résine de polyester pour moulage sous pression, processus de fabrication d'ébauches et ébauches

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS56125472A (en) * 1980-03-10 1981-10-01 Ricoh Elemex Corp Adhesive for polyester
JP3281000B2 (ja) * 1991-07-31 2002-05-13 三菱樹脂株式会社 ポリエステルシートを用いたケースの成形方法
DE4133627A1 (de) * 1991-10-10 1993-04-15 Hoechst Ag Transparent verklebte folie aus polyester
JP2000144081A (ja) * 1998-11-13 2000-05-26 Kosuke Iida ポリエステル用接着剤

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR970002309B1 (ko) * 1993-10-20 1997-02-27 주식회사 에스 · 케이 · 씨 폴리에스테르 필름
US5851616A (en) * 1995-05-31 1998-12-22 Tomoegawa Paper Co., Ltd. Adhesive tape for electronic parts and liquid adhesive
EP0974438A1 (fr) * 1998-01-27 2000-01-26 Teijin Limited Preforme en polyester aromatique, moulages par soufflage et procede de production de ladite preforme
EP0999252A1 (fr) * 1998-05-19 2000-05-10 Sony Chemicals Corporation Adhesif ininflammable, film adhesif ininflammable fabrique avec ledit adhesif, et cable plat
WO2006009285A1 (fr) * 2004-07-22 2006-01-26 Teijin Limited Acide polylactique et son processus de production
WO2006016683A1 (fr) * 2004-08-11 2006-02-16 Toyo Seikan Kaisha, Ltd. Résine de polyester pour moulage sous pression, processus de fabrication d'ébauches et ébauches

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Publication number Publication date
KR20080023502A (ko) 2008-03-14
KR101249596B1 (ko) 2013-04-01

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