CN1214071A - Hot-melt adhesives with copolymer base having epox functions - Google Patents

Hot-melt adhesives with copolymer base having epox functions Download PDF

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Publication number
CN1214071A
CN1214071A CN97193171A CN97193171A CN1214071A CN 1214071 A CN1214071 A CN 1214071A CN 97193171 A CN97193171 A CN 97193171A CN 97193171 A CN97193171 A CN 97193171A CN 1214071 A CN1214071 A CN 1214071A
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CN
China
Prior art keywords
methyl
tackiness agent
multipolymer
acrylate
parts
Prior art date
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Pending
Application number
CN97193171A
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Chinese (zh)
Inventor
J·勒贝兹
J·－M·皮尔罗特
E·拉迪贡
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.)
Arkema France SA
Original Assignee
Elf Atochem SA
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Filing date
Publication date
Application filed by Elf Atochem SA filed Critical Elf Atochem SA
Publication of CN1214071A publication Critical patent/CN1214071A/en
Pending legal-status Critical Current

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    • 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
    • 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
    • C09J123/0846—Copolymers of ethene with unsaturated hydrocarbons containing other atoms than carbon or hydrogen atoms
    • C09J123/0869—Acids or derivatives thereof
    • C09J123/0884—Epoxide containing 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
    • 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
    • C09J133/062—Copolymers with monomers not covered by C09J133/06
    • C09J133/068—Copolymers with monomers not covered by C09J133/06 containing glycidyl groups
    • 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

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

Abstract

The invention concerns a hot-melt adhesive with a base of a copolymer (A) comprising the following units: ethylene, optionally a monomer selected among vinyl esters or alkyl (meth) acrylate, at least an unsaturate epoxy. It can be formularized with a tackifying resin and a wax. Ethylene copolymers, n-butyl acrylate and glycidyl methacrylate are advantageously used.

Description

Hotmelt based on the multipolymer that contains epoxide functional groups
The present invention relates to the hotmelt based on the multipolymer that contains epoxide functional groups, more particularly, relate to based on ethene and a kind of hotmelt that contains the monomeric multipolymer of epoxide functional groups, wherein this monomer can be used for grafting or copolymerization.
Hotmelt is to be solid-state under the room temperature, then becomes the thermoplastic material of thickness liquid state during heating.This kind thick liquid is imposed on the first bottom thing, subsequently, covers second surface on it again.By cooling, between this bottom thing and second surface, just realized bonding.The open time is, imposed on the time that tackiness agent on the bottom thing at room temperature remains viscosity, that is to say, for second surface is added up, and realizes bonding between bottom thing and second surface by cooling--the time that this a series of operation is allowed.
Cross the terminal point of open time, just no longer may between bottom thing and second surface, obtain enough adhesive powers.
Be set time, and after bottom thing and second surface combined, adhesive power reaches between the two was enough to keep them to be in the numerical value required time of tight bond.
If tackiness agent contains crosslinkable groups, for example crosslinked group can take place in isocyanic ester and so under ambient moisture, and then adhesive power can further increase in passing in time.
Except the adhesive power between bottom thing and the second surface, this can utilize outside stripping strength measures, and hotmelt can also characterize (SAFT test: the shear adhesion fail temperature) with the temperature variant rule of its shearing resistance.
This class hotmelt contains two kinds of main components usually: thermoplastic polymer--giving its favorable mechanical and thermal properties--and tackifying resin relates to adhesive power, thermal viscosity, flowability and wetting properties.In most cases, also add multiple additives in addition, for example wax, stablizer and filler.Wax (for example paraffin) can be used to influence liquidity, open time and set time.Most popular thermoplastic polymer is: ethylene (to call EVA in the following text), ethene/(methyl) alkyl acrylate copolymer; Randompoly-(APAO), thermoplastic elastomer or the like.Tackifying resin can be divided into 3 big classes in principle: rosin (colophanes) (and derivative), terpine resin and the resin (aliphatic series and aromatics and so on) that is converted by oil.
European patent 547 798, United States Patent (USP) 4 874 804 and United States Patent (USP) 5 242 980 have been described such hotmelt based on the positive butyl ester multipolymer of ethylene/acrylic acid.
European patent 380 379 and European patent 600767 have been described can be under wet environment crosslinked hotmelt, and it is based on the prepolymer that contains free isocyanate groups group.
United States Patent (USP) 5 242 980 has been described and can have been utilized heating to carry out crosslinked hotmelt, by the ethylene copolymer that contains hydroxy-acid group, constitutes with the linking agent that contains at least two epoxide functional groups, and described linking agent is such as dihydroxyphenyl propane-diglycidyl ether.For preventing in tackiness agent heating so that crosslinking reaction takes place in the process on the paint bottom thing too early, need be to linking agent packing in addition.Have now found that, adopt to comprise the unitary ethylene copolymer of epoxide, can make the binder performance of acquisition be better than tackiness agent based on ethene/(methyl) alkyl acrylate.Particularly, under uniform temp, the stripping strength of tackiness agent on aluminium based on ethylene/butyl acrylate/glycidyl methacrylate copolymer will be higher than the tackiness agent based on ethylene/butylacrylate copolymer.
The present invention relates to a kind of hotmelt based on the multipolymer (A) that comprises the following units:
-ethene;
-randomly, be selected from the monomer of vinyl ester and (methyl) alkyl acrylate;
-at least a unsaturated epoxide.
The vinyl ester that can enumerate comprises the vinyl ester of the saturated carboxylic acid that contains 2～6 carbon atoms, for example vinyl-acetic ester or propionate.
(methyl) alkyl acrylate that can enumerate comprises, its alkyl contains those of 1～10 carbon atom, for example (methyl) methyl acrylate, (methyl) ethyl propenoate, (methyl) n-butyl acrylate, (methyl) isobutyl acrylate and (methyl) 2-ethylhexyl acrylate.To use n-butyl acrylate comparatively favourable.
The example of unsaturated epoxide that can be used as the composition of polymkeric substance (A) comprises, particularly:
-aliphatic glycidyl esters and ether, the glycidyl ester of the glycidyl ester of allyl glycidyl ether, vinyl glycidyl ether, toxilic acid and methylene-succinic acid, vinylformic acid and methacrylic acid for example, and
-alicyclic glycidyl ester and ether, for example 2-tetrahydrobenzene-1-glycidyl ether, tetrahydrobenzene-4, suitable-two ring [the 2.2.1]-5-heptene-2 of 5-diglycidyl carboxylicesters, tetrahydrobenzene-4-glycidyl carboxylicesters, 5-norbornylene-2-methyl-2-glycidyl carboxylicesters and bridge, 3-diglycidyl dicarboxylic ester.
Unsaturated epoxide can carry out copolymerization with ethene and other monomers, perhaps is grafted on ethene and other the monomeric multipolymers.
To use glycidyl methacrylate comparatively favourable.
The content of unsaturated epoxide can account for maximum 10% (weight) of multipolymer (A), advantageously accounts for 0.1～8% (weight), preferred 0.5～5% (weight) [unless point out separately, percentage ratio in this specification sheets and umber all refer to weight].
The content of comonomer (vinyl ester and (methyl) alkyl acrylate) can account for 0～50%, preferred 25～40% of multipolymer (A).
Melt index can be any numerical value, as long as can be mixed with a kind of hotmelt, and so BROOKFIELD (Bu Luoke Field) viscosity of the tackiness agent of preparation (is measured under 170 ℃ and following condition: according to ASTM D 3236, rotor number 27 and 10 rpm) between 1000～10,000 mpa.s is preferably between 2000～8000.
Advantageously, melt index is 0.1～1500, preferably in 50-900 (g/10 minute, according to ASTM D1238,190 ℃, 2.16 kg pressure).
(A) softening temperature also is called global temperature, presses ASTM E28 standard test, can be at 60～110 ℃, advantageously 70～90 ℃ of scopes.
According to a particular form of the present invention, multipolymer (A) can be the mixture of polymkeric substance (B) and polymkeric substance (A1), polymkeric substance (B) is an ethene and be selected from least a monomeric multipolymer in vinyl ester and (methyl) alkyl acrylate, and polymkeric substance (A1) is the multipolymer of following ingredients:
-ethene;
-be selected from least a monomer in vinyl ester and (methyl) alkyl acrylate, and
-at least a unsaturated epoxide.
The corresponding monomer of having mentioned above this vinyl ester and (methyl) alkyl acrylate can be selected from.These monomers can be identical in polymkeric substance (A1) and (B).
Polymkeric substance (A1) with (B) can be any kind, interior as long as the ratio of epoxide and MI value are advantageously located at the scope of (A) defined.
Contained epoxy group(ing) is not polymers grafted (B) and multipolymer (A) as yet, can be by preparing in the existence of radical initiator such as superoxide and the Raolical polymerizable under 500～2800 bar pressures.Grafted multipolymer (A) has taken place in institute's ring-containing oxide, for example can make it in the presence of initiator such as superoxide, contact and prepare by from the multipolymer of ethene with a kind of optional monomers that is selected from vinyl ester and (methyl) alkyl acrylate with unsaturated epoxide.Preparation process can be finished in molten state or in solvent.
Advantageously, multipolymer (A) is, contained (methyl) alkyl acrylate of 1～4 carbon atom and accounted for 25～35% the glycidyl methacrylate of (methyl) acrylate, the multipolymer that 0.8～5% epoxide is constituted by ethene, its alkyl, its melt index is 180～250.Advantageously, should (methyl) alkyl acrylate be n-butyl acrylate.
Advantageously, tackiness agent of the present invention can further contain one or more tackifying resins, wax, softening agent, filler and stablizer.
Suitable tackifying resin comprises, for example rosin, rosin ester, staybelite, polyterpene and derivative thereof, aromatics or aliphatic petroleum resin, hydrogenation of cyclic resin.This resinoid classical ring bulb temperature is 25 ℃～180 ℃, is preferably 50 ℃～135 ℃.
The consumption of tackifying resin by per 100 parts of multipolymers (A), is 50～180 parts, is preferably 100～150 parts.
This kind wax can reclaim between the refining period of petroleum fractions and obtain.The product that is recovered to for example is, the wax of forming by paraffinic hydrocarbon basically, and contain quantity and be enough to make side chain, ring-type and the aromatic hydrocarbon of degree of crystallinity much smaller than the wax crystal degree.Synthetic wax as FISCHER TROPSCH wax, also can use.
Advantageously, the melting point of paraffin wax of using in the tackiness agent of the present invention is higher than 50 ℃, preferably between 60 ℃～70 ℃.
The consumption of wax, by per 100 parts of multipolymers (A), can be between 30～80 parts.
Good composition by per 100 parts of multipolymers (A), comprises 120～130 parts of tackifying resins and 45～65 parts of waxes.
Operable softening agent comprises in the tackiness agent of the present invention, for example mineral oil, paraffin oil, aromatic hydrocarbon oil or naphthenic oil.They are mainly used in and reduce viscosity and viscosity is provided.Plasticizer dosage by per 100 parts of multipolymers (A), can be 10～30 parts.
As the example of filler, can enumerate silicon-dioxide, glass, granulated glass sphere, lime carbonate, fiber and metal hydroxides.Employed filler must not cause the viscosity of the tackiness agent that applies up or mechanical property to descend.The consumption of filler by per 100 parts of multipolymers (A), mostly is 100 parts most.
Suggestion adds the stablizer such as oxidation inhibitor, can use traditional thermoplastic material oxidation inhibitor.
The global temperature of tackiness agent of the present invention, with 50 ℃～100 ℃ comparatively favourable, preferably at 60 ℃～80 ℃.
Advantageously, the cloud point of tackiness agent of the present invention is lower than 180 ℃, more favourablely is lower than 65 ℃.
The measuring method of cloud point is as follows: tackiness agent is heated to 175 ℃, drips one and drop on the glass envelope of ASTM thermometer, write down the temperature that occurs the muddy moment in the process of cooling then.The cloud point height shows that tackiness agent is made of incompatible component, therefore applies the various heating of process and has the tendency that is separated into some phases during the cooling period at it.
The preparation method of hotmelt of the present invention is material to be mixed under the molten state of 130 ℃～200 ℃ of temperature, until the thing that is uniformly mixed.Mixed sustainable 30 minutes～3 hours.Use traditional hot plastic material equipment, for example extruding machine, roller plasticator, Banbury mixer or Brabender mixing machine.
SAFT test (ASTM D4498) is the test of measuring the top temperature that can bear to adhesive bond under the constant load.Adopt following test procedure: at the end face of 25 mm wide sample boards, on 130 ℃ of deposit each about 1 millimeter of two diameter, each other at a distance of about 15 millimeters tackiness agent lines.Immediately the second piece sample board identical with first is stained with, allows then rely on viscosity in conjunction with the subassembly cooling that forms.The bond area that so obtains is for about: 2.5 * 2.5=6.25 square centimeter.Then, the subassembly of tacky adhesion vertically is suspended in the stove, adds the loading of 500 gram masses, make it accept to handle from 25 ℃ of temperature-rise periods that rise to 200 ℃ subsequently with 0.4 ℃ of/minute speed.The SAFT value is that subassembly destroys temperature constantly.This test will be after bonding, 23 ℃ continue at least 4 hours down.
Embodiment
In the following embodiments, a kind of multipolymer (A) of use comprises the ethene of 28% n-butyl acrylate, 1% glycidyl methacrylate and all the other quantity, and MI is 175 (190 ℃-2.16 kilograms), is referred to as LOTADER A.In following ratio it is allocated:
35 parts of LOTADER A, ELF ATOCHEM company produces,
45 parts of FORAL-AX, perhydrogenated rosin, HERCULES company produces,
20 parts of fusing points are 68/70 ℃ paraffin, have wherein added 0.5 ppm IRGANOX, 1010 phenol oxidation inhibitor, and CIBA company produces.
Use the tackiness agent of as above preparation and the tackiness agent of forming by LOTADER A separately.
Also used a kind of multipolymer (A), it comprises 28% n-butyl acrylate, 5% glycidyl methacrylate, all the other are alkene, and MI is 175, is referred to as LOTADER (B).
In addition, for comparing, used a kind of multipolymer, it comprises 28% n-butyl acrylate and 72% ethene, MI is 166 (190 ℃-2.16 kilograms), is referred to as LOTRYL A, with this multipolymer according to the ratio identical and adopt identical added ingredients to allocate with LOTADER A, subsequently, use the tackiness agent of so preparation and the tackiness agent of forming by LOTRYL A separately.
The result provides in following table 1.
LOTRYL (A) is pure LOTRYL (A) formulation LOTADER (A) is pure LOTADER (A) formulation LOTADER (B) is pure
190 ℃/2.16kg of melt index ASTM-D-1238 ????g/10 ????min. ????166 ????171 ????175
Cloud point ????℃ ????60 ????60
170 ℃ of ASTM D of Brookfield viscosity, 3236 10rmp-rotors numbers 27 ????mPa.s ????1150 ????1250
Ring and ball softening point ASTM-E28 ????℃ ????89.9 ????70.9 ????86.5 ????69.0 ????79
?S.A.F.T.(ALU) ????500?G ?ASTM?D?4498 ????℃ ????85.3 ????68.8 ????82.8 ????66.1 ????75.5
23 ℃ of T types are peeled off 50 ℃ and are destroyed type ASTM D1876.72 destruction type ????N/cm ????N/cm ????1.1(0.2) ????AF?Alu ?0.2(0.1) ????AF?Alu ????3.4(0.2) ????AF?Alu ????0.3(0) ????AF?Alu ????2.8(0.3) ????AF?Alu ????1.6(0.4) ????AF?Alu ????4.3(0.3) ????AF?Alu ???0.5(0.1) ????AF?Alu ????36 ????5
Numerical value is standard deviation in table 1 bracket

Claims (5)

1. based on the hotmelt of the multipolymer (A) that comprises the following units:
-ethene,
-randomly, be selected from the monomer of vinyl ester and (methyl) alkyl acrylate,
-at least a unsaturated epoxide.
2. according to the tackiness agent of claim 1, wherein (A) contains 1～4 carbon atom (methyl) alkyl acrylate by ethene, its alkyl and accounts for 25～35% glycidyl methacrylate of this (methyl) acrylate weight, and 0.8～5% (weight) multipolymer that epoxide constituted, its melt index is 180～250.
3. according to the tackiness agent of one of above claim, comprise by weight:
-100 parts of multipolymers (A),
-50～180 parts of tackifying resins.
4. according to the tackiness agent of claim 3, also comprise 30～80 parts of paraffin.
5. according to any one tackiness agent in the above claim, wherein (methyl) alkyl acrylate is a n-butyl acrylate.
CN97193171A 1996-11-26 1997-11-18 Hot-melt adhesives with copolymer base having epox functions Pending CN1214071A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR96/14452 1996-11-26
FR9614452 1996-11-26

Publications (1)

Publication Number Publication Date
CN1214071A true CN1214071A (en) 1999-04-14

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CN97193171A Pending CN1214071A (en) 1996-11-26 1997-11-18 Hot-melt adhesives with copolymer base having epox functions

Country Status (7)

Country Link
EP (1) EP0879269A1 (en)
JP (1) JP2000505837A (en)
KR (1) KR19990082035A (en)
CN (1) CN1214071A (en)
AU (1) AU5226398A (en)
CA (1) CA2244972A1 (en)
WO (1) WO1998023698A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1313535C (en) * 2002-10-29 2007-05-02 株式会社钟化 Thickener for thermoplastic polyester resin, thermoplastic polyester resin composition containing the same, and molded object obtained therefrom
CN102115642A (en) * 2010-12-31 2011-07-06 广州鹿山新材料股份有限公司 EVA (ethylene vinyl-acetate copolymer) adhesive film capable of simplifying packaging structure of solar battery
CN101233205B (en) * 2005-07-29 2011-08-03 泰科电子有限公司 Hot melt adhesive for PTFE

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JP2000144082A (en) * 1998-11-16 2000-05-26 Minnesota Mining & Mfg Co <3M> Thermosetting adhesive composition, adhesive and preparation of adhesive
AU2002364409A1 (en) * 2001-11-29 2003-06-10 Atofina Thermoformable multilayer film based on acrylic polymer for protecting substrates and resulting objects
AR056299A1 (en) * 2005-04-04 2007-10-03 Du Pont MIXTURES OF ETHYLENE ACRYLATE COPOLYMERS WITH ETHYLENE WAX FOR ASPHALT MODIFICATION
KR100751946B1 (en) * 2007-01-18 2007-08-27 구자은 Non-stick adhesive composition
JP5858576B2 (en) 2011-04-21 2016-02-10 東洋ゴム工業株式会社 Hot melt adhesive sheet for laminated polishing pad and support layer with adhesive layer for laminated polishing pad
JP5893479B2 (en) 2011-04-21 2016-03-23 東洋ゴム工業株式会社 Laminated polishing pad
EP4245810A3 (en) 2015-08-07 2023-09-27 Dow Global Technologies LLC Modified asphalt using phosphorous acid
CN116355557B (en) * 2023-03-16 2024-01-26 广东壹诺科技股份有限公司 Low-temperature hot melt adhesive and preparation method thereof

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1309748A (en) * 1969-05-08 1973-03-14 Ici Ltd Window glazing assemblies
JPS61168680A (en) * 1985-01-21 1986-07-30 Nippon Telegr & Teleph Corp <Ntt> Adhesive for reinforcing connection portion of optical fiber
ATE86645T1 (en) * 1986-01-29 1993-03-15 Fuller H B Licensing Financ HEAT-FUSABLE ADHESIVE CONTAINING AN ADDITIVE.

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1313535C (en) * 2002-10-29 2007-05-02 株式会社钟化 Thickener for thermoplastic polyester resin, thermoplastic polyester resin composition containing the same, and molded object obtained therefrom
CN101233205B (en) * 2005-07-29 2011-08-03 泰科电子有限公司 Hot melt adhesive for PTFE
CN102115642A (en) * 2010-12-31 2011-07-06 广州鹿山新材料股份有限公司 EVA (ethylene vinyl-acetate copolymer) adhesive film capable of simplifying packaging structure of solar battery
CN102115642B (en) * 2010-12-31 2013-01-16 广州鹿山新材料股份有限公司 EVA (ethylene vinyl-acetate copolymer) adhesive film capable of simplifying packaging structure of solar battery

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WO1998023698A1 (en) 1998-06-04
KR19990082035A (en) 1999-11-15
JP2000505837A (en) 2000-05-16
CA2244972A1 (en) 1998-06-04
EP0879269A1 (en) 1998-11-25
AU5226398A (en) 1998-06-22

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