CN1285694C - Method for prolonging the pot life of two-part water-based polychloroprene adhesive - Google Patents
Method for prolonging the pot life of two-part water-based polychloroprene adhesive Download PDFInfo
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- CN1285694C CN1285694C CNB028227840A CN02822784A CN1285694C CN 1285694 C CN1285694 C CN 1285694C CN B028227840 A CNB028227840 A CN B028227840A CN 02822784 A CN02822784 A CN 02822784A CN 1285694 C CN1285694 C CN 1285694C
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
- C09J11/06—Non-macromolecular additives organic
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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
- C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
- C09J11/02—Non-macromolecular additives
-
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L11/00—Compositions of homopolymers or copolymers of chloroprene
- C08L11/02—Latex
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- Organic Chemistry (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Two-part water-based adhesives of the prior art wherein isocyanates were used in order to improve the bond strength and the workability often exhibited such short pot lives as to become a problem in practical use. According to the invention, the pot life of a two-part water-based polychloroprene adhesive comprising a polychloroprene latex as the chief material and a polyisocyanate compound as the curing agent can be prolonged to a practically unproblematic level by adding an alkyl diphenyl ether disulfonic acid salt and/or a polyoxyethylene alkyl ether sulfate salt to the adhesive.
Description
Technical field
To the present invention relates to improve with the polychloroprene latex be host, be the methods of 2 liquid type aqueous adhesives of solidifying agent with the polymeric polyisocyanate in the working lipe of the mixed tackiness agent of isocyanic ester.
Background technology
Great majority use in the field of Solvent Adhesive in the past, consider that from operator's safety and sanitation and operating environment hope can change and be aqueous adhesive.But aqueous adhesive is aspect bond strength and operation, and existing many is the place of tackiness agent not as good as solvent.
In order to improve these aspects, proposed also to use 2 liquid type aqueous adhesives of isocyanic ester, but at present because of the reason of prescription, the problem of the practical aspect such than weak point working lipe appears in 2 liquid type tackiness agents often.
The announcement of invention
The present invention its objective is to provide and can control the method that sovprene is the working lipe of 2 liquid type aqueous adhesives in view of present situation.
The present inventor conscientiously studies the back in order to achieve the above object and finds, by being host with the polychloroprene latex, being to add specific tensio-active agent in the 2 liquid type tackiness agents of solidifying agent with the polymeric polyisocyanate, can be extended to realistic scale the working lipe of this aqueous adhesive, thereby finish the present invention.
Promptly, the present invention is the prolongation method of the working lipe of 2 liquid type tackiness agents, the feature of this method is, is being host with the polychloroprene latex, is being to add alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate and/or polyoxyethylene alkyl ether sulfate salt in the 2 liquid type tackiness agents of solidifying agent with the polyisocyanate compounds.
The best mode that carries out an invention
Below, content of the present invention is elaborated.Sovprene of the present invention is meant the homopolymer of chlorbutadiene (hereinafter referred to as chloroprene), or chloroprene and can with the monomeric multipolymer of chloroprene copolymerization.Described multipolymer is also included within sovprene and exists down, makes other monomer-grafted polymerization and the graft copolymer that forms.
Above-mentionedly can exemplify 2 with the monomer preferably of chloroprene copolymerization, 3-two chloro-1,3-divinyl, 1-chloro-1,3-butadiene, divinyl, isoprene, vinylbenzene, vinyl cyanide, vinylformic acid or its ester class, methacrylic acid or its ester class etc. can more than 2 kinds and be used as required.
The polymerization process that obtains sovprene is not particularly limited, generally adopts the method for emulsion polymerization, very easy.If adopt the method for emulsion polymerization, then the gained polychloroprene latex can be directly used in the present invention.
Among the present invention, when except emulsion polymerization, adopting other method to obtain sovprene, after employing is dissolved in organic solvent with the gained sovprene, this solution is scattered in the emulsion, remove the method for organic solvent then, so also can obtain polychloroprene latex, but increase operation, cost also can improve.
Emulsifying agent and/or dispersion agent to the emulsion polymerization that is used for polychloroprene latex are not particularly limited, and can adopt the various anionics and/or the nonionic emulsifier that are generally used for chloroprene latex.
As anionic emulsifier, comprise carboxylic acid type, sulfonic acid type, sulfuric acid ester type etc., for example, the condenses of alkylsulfonate, alkyl aryl sulfate, sodium naphthalene sulfonate and the formaldehyde of an alkali metal salt of citronellic acid, carbonatoms 8～20 etc.The object lesson of non-ionic type (for example can exemplify polyvinyl alcohol or its multipolymer, multipolymer with acrylamide), polyvinyl ether or its multipolymer are (for example, multipolymer with toxilic acid), polyvinylpyrrolidone or its multipolymer are (for example, or cellulose-based derivative (Natvosol) etc. multipolymer with vinyl acetate) or the modifier of these polymkeric substance (multipolymer) etc..Wherein, being particularly suitable for of the present invention is above-mentioned lemongrass hydrochlorate.
Sovprene of the present invention is that the addition of emulsifying agent in the latex and/or dispersion agent is corresponding to initial chloroprene monomer 100 mass parts (under the situation of chloroprene homopolymer) that add, or measure 100 mass parts (under the situation of chloroprene copolymer) corresponding to the initial chloroprene monomer that adds and the total of comonomer, be preferably 0.5～20 mass parts.Under the situation less than 0.5 mass parts, emulsifying capacity is abundant inadequately, surpasses under the situation of 20 mass parts the defective that exists water-resistant bonding power to descend.
Polymerization temperature when being latex to obtaining sovprene of the present invention is not particularly limited, and carries out smoothly for making polyreaction, and polymerization temperature is preferably 0～50 ℃.Polymerization starter can adopt persulphates such as Potassium Persulphate, organo-peroxides such as tertbutyl peroxide etc., but be not particularly limited.
Kind to the polymeric chain-transfer agent that is used to obtain sovprene is not particularly limited, and can adopt the reagent of the emulsion polymerization that is generally used for chloroprene.For example can adopt the isometric chain alkyl thioalcohol class of n-dodecyl mercaptan and uncle's lauryl mercaptan, curing dialkyl group xanthate classes such as dithiodiisopropyl xanthate and ethyl persulfide xanthate, known chain-transfer agent such as iodoform.Kind to the polymerization retarder (agent is forbidden in polymerization) of sovprene is not particularly limited, and for example can adopt 2,6 di tert butyl 4 methyl phenol, thiodiphenylamine, azanol etc.
Final percent polymerization to sovprene is not particularly limited, and can regulate arbitrarily.Unreacted monomer can be removed by the demonomerization operation, but its method is not particularly limited.
To sovprene of the present invention is that latex concentrates or adds water etc. and diluted, and can be controlled at necessary concentration with forming branch concentration admittedly.Can adopt concentrating under reduced pressure etc. as concentration method, but be not particularly limited.
To sovprene of the present invention is that the proterties of latex is not particularly limited, by suitably selecting controlled polymerization temperature, polymerization starter, chain-transfer agent, polymerization retarder, final percent polymerization, demonomerization and concentrated condition etc., can adjust solid branch concentration, the molecular weight that dissolves in the part of toluene, the toluene insoluble composition (gel content) etc. of forming.
Consider that from initial stage bounding force and the bonding equilibrium of forces of normality sovprene is that the gel content of chloroprene (being total to) polymkeric substance in the latex better is adjusted into 3～60 quality %.
Used alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate such as the following Chemical formula 1 of the present invention represented.In the formula, R represents that carbonatoms is preferably 6～20 alkyl, and B better represents alkalimetal ions such as potassium, sodium, ammonium ion etc.Its better example can exemplify dodecyl diphenyl ether disodium sulfonate or dipotassium, octadecyl diphenyl ether disodium sulfonate or dipotassium etc., but it is not particularly limited.
Being used for polyoxyalkylene alkyl vitriol of the present invention such as following Chemical formula 2 represents.In the formula, R1 represent carbonatoms be preferably 6～20, good especially be 10～16 alkyl.R2 represent carbonatoms be preferably 2～6, good especially be 2～4 alkylidene group.B represents alkalimetal ions such as sodium, potassium, ammonium ion etc.Better example can exemplify polyoxyethylene lauryl ether vitriolic sodium salt or sylvite, polyoxyethylene octadecyl ether vitriolic sodium salt or sylvite etc., but it is not particularly limited.
R1-(O-R2-)
n-SO
4The B Chemical formula 2
Addition to alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate and/or polyoxyethylene alkyl ether sulfate salt is not particularly limited, and corresponding to the sovprene of 100 mass parts, better is below 5 mass parts.If addition greater than 5 mass parts, then may produce detrimentally affect to adhesion characteristic.Be more preferably the sovprene corresponding to 100 mass parts, addition is 0.01～2 mass parts.
Addition means to alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate and/or polyoxyethylene alkyl ether sulfate salt is not particularly limited, and easier method is the method for directly adding or adding as the aqueous solution.The interpolation time to alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate and/or polyoxyethylene alkyl ether sulfate salt is not particularly limited, as long as before adding polymeric polyisocyanate, but its homogeneous is disperseed.
In addition, the prolongation effect of working lipe is to display first by the tensio-active agent that interpolation has an ad hoc structure shown in the present, is not that any tensio-active agent can both manifest this effect.
Polyisocyanate compounds of the present invention is the compound that has the isocyanate group more than 2 in the molecule.Can exemplify tolylene diisocyanate (TDI), xylylene diisocyanate (XDI), 1, two (isocyanic acid methyl) hexanaphthenes of 3-, 1, hexamethylene-diisocyanate (HDI), norbornylene vulcabond (NBDI), tetramethyl xylylene diisocyanate, isophorone diisocyanate (IPDI), 4,4 '-diphenylmethanediisocyanate (MDI), trimethyl hexamethylene diisocyanate (TMDI), PPDI (PPDI), lysinediisocyanate (LDI), naphthalene diisocyanate (NDI), cyclohexyl diisocyanate (CHDI), triphenyl methane-4,4 ', 4 " triisocyanates; tri o cresyl thiophosphate (to the isocyanic acid phenylester) etc.
In addition, the so-called blocked isocyanate that the isocyanate group of these polyisocyanate compounds is sheltered by the block agent, by these polyisocyanate compounds deutero-polyurethane prepolymers, under the situation that contains 2 above isocyanic ester, be also included within the polyisocyanate compounds of the present invention.
Consider from dispersiveness, generally preferably adopt in the aqueous adhesive and give the nonionic hydrophilic group and the soap-free water-dispersible polyisocyanates of the structure of the be scattered in water that obtains polyisocyanate compounds.
Sovprene of the present invention is in the 2 liquid type tackiness agents, remove outside the necessary composition, also can add arbitrarily and give fusible resin, tackifier, metal oxide, weighting agent, film coalescence aid, UV light absorber, oxidation inhibitor, softening agent, vulcanizing agent, vulcanization accelerator, defoamer etc.By adding these additives, can make characteristics such as initial stage bounding force, water-resistant bonding power, bonding hold-time more be tending towards practical balance.
When fusible resin is given in blending in aqueous adhesive, its kind is not particularly limited.Specifically can exemplify Gum Rosin, polymerized rosin resin, α-Pai Xishuzhi, beta-pinene resin, terpene phenolic resin, C
5Cut through-stone oleo-resinous, C
9Cut through-stone oleo-resinous, C
5/ C
9Cut through-stone oleo-resinous, DCPD through-stone oleo-resinous, alkyl phenol resin, xylene resin, coumarone resin, coumarone-indene resin etc.In order to obtain enough initial stage bounding forces, be preferably softening point temperature and be 50～160 ℃ resin.
The addition means of giving fusible resin is not particularly limited, disperses, preferably add as water-based emulsion for making the resin homogeneous.
Give the method for making of the water-based emulsion of fusible resin, comprising with emulsifying agent makes resin be dissolved in organic solvents such as toluene and after emulsifying soln/dispersion of forming, the method that adds the heat extraction organic solvent while reducing pressure, and pulverizing makes the method for its emulsification/dispersion etc. again for particulate, because preceding a kind of method can make the littler emulsion of particle, so better.
By being to sneak into tackifier in the latex composition at sovprene of the present invention, can regulate its viscosity arbitrarily.Concrete tackifier can exemplify polyvinyl alcohol (PVA), sodium polyacrylate, aqurous ployurethane, association type polyurethane series emulsion, alkali swelling type acrylic acid series emulsion, carboxymethyl cellulose (CMC), methylcellulose gum (MC), Natvosol (HEC), hydroxypropylcellulose (HPC), polyvinyl alcohol and synthetic montmorillonite etc.
The proportional quantity of tackifier divides in solid formation, is that latex is 0.01～10 mass parts (being scaled solid formation branch) corresponding to the sovprene of 100 mass parts, is preferably 0.01～2 mass parts.Sneak into tackifier and can not cause detrimentally affect to bonding rerum natura in this scope, can regulate sovprene is the viscosity of latex composition.
The scope of application of prolongation method that to sovprene of the present invention is the working lipe of 2 liquid type aqueous adhesives is not particularly limited all purposes that can be used for bond strength is had higher requirements.Specifically comprise shoemaking industry, Cabinetmaker field, clothes processing, roof Material, automobile with and various uses such as for building.
Embodiment
Reach comparative example by the following examples effect of the present invention is elaborated, but the present invention is not limited in these embodiment.Below if no special instructions, part and % represent quality criteria.
[synthesis example 1]
Reactor with 3 liters of internal volumes, under nitrogen gas stream, pack into after the sodium salt of 100 parts of water, 5 parts of disproportionation citronellic acids, 0.6 part of sodium hydroxide, 0.7 part of potassium hydroxide, 0.3 part of formaldehyde naphthalene sulfonic acid condenses, 0.3 part of sodium bisulfite and the dissolving, add 100 parts of chloroprene monomers and 0.14 part of n-dodecyl mercaptan while stir.Initiator uses Potassium Persulphate, carries out polymerization in 10 ℃ in nitrogen atmosphere, reaches the emulsion that 90% back adds thiodiphenylamine at percent polymerization polymerization is stopped.Remove unreacted monomer under the decompression, obtain polychloroprene latex.Then, moisture evaporation is concentrated, will form branch admittedly and be adjusted into 50 quality %.
[embodiment 1]
Adopt the polychloroprene latex of synthesis example 1 gained,, in polychloroprene latex, sneak into emulsion, zinc oxide emulsion, dodecyl diphenyl ether disodium sulfonate and the stirring of giving fusible resin according to the ratio shown in the table 1.Then, add tackifier, viscosity is adjusted in the scope of 1000～1500mPas, form the host of aqueous adhesive.
According to ratio shown in the table 1, in this host, add polyisocyanate compounds and stirring, modulate 2 liquid type aqueous adhesives.
The blending ratio here is corresponding to the sovprene in 100 parts of whole chloroprene latexes, and each mixing element is divided the umber that converts by solid formation.
Embodiment 1 synthetic tackiness agent is carried out following working lipe and bond test.
In addition, the sample that is used for bond test is modulated in the following order.
On the surface of canvas (#9), with 300g/m
2The tackiness agent that makes more than the ratio of (using solid formation to divide conversion) is coated with hairbrush.Place after 20 minutes, 2 canvas of cutting out out from the gained canvas are fit together with the opposed state of tackiness agent face, with pulling the cylinder pressing.Maintenance was carried out bond test to it after 5 days.
[test working lipe]
Carry out outward appearance observation (having or not coagulum) and viscosimetric analysis after adding polymeric polyisocyanate at once.Estimate and divide 3 levels.With add polymeric polyisocyanate before compare that variation is very for a short time to be judged to be normal (zero), but viscosity slightly rise but be judged to be in use range but (△) for usage level, have coagulum to occur or the viscosity increase is big, use the condition judgement of difficulty for can not use (*).
[evaluation test of normality bounding force]
To 5 days sample of maintenance, at room temperature carry out the mensuration of T type stripping strength with tensile testing machine with the draw speed of 200mm/min.
[heat-resisting bounding force evaluation test]
To 5 days sample of maintenance, in 80 ℃ atmosphere, carry out the mensuration of T type stripping strength with the draw speed of 200mm/min with tensile testing machine.
[evaluation test of water-resistant bonding power]
Under the room temperature, 5 days sample of maintenance is immersed in the pure water, last 2 days.After 2 days, wipe the moisture on the sample of taking-up gently away, at room temperature carry out the mensuration of T type stripping strength at once with tensile testing machine with the draw speed of 200mm/min.
[embodiment 2 and comparative example 1～5]
Except the adhesive formula that uses table 1 record, operation similarly to Example 1, the bond test result of gained sample is as shown in table 1.
Table 1
| Embodiment | Comparative example | ||||||
| 1 | 2 | 1 | 2 | 3 | 4 | 5 | |
| Adhesive formula [part] | |||||||
| CR latex | 100 | 100 | 100 | 100 | 100 | 100 | 100 |
| Resin emulsion (1) | 50 | 50 | 50 | 50 | 50 | 50 | 50 |
| Zinc oxide emulsion (2) | 1 | 1 | 1 | 1 | 1 | 1 | 1 |
| Pelex SS-H(3) | 0.4 | - | - | - | - | - | - |
| Emal D-3-D(4) | - | 0.4 | - | - | - | - | - |
| Emal 10(5) | - | - | - | 0.4 | - | - | - |
| Neopelex No.25(6) | - | - | - | - | 0.4 | - | - |
| Pelex CS(7) | - | - | - | - | - | 0.4 | - |
| Emulgen E-220(8) | - | - | - | - | - | - | 0.4 |
| Tackifier A-20L (9) | In right amount | In right amount | In right amount | In right amount | In right amount | In right amount | In right amount |
| Takenate WD-730(10) | 4 | 4 | 4 | 4 | 4 | 4 | 4 |
| Test working lipe (11) | |||||||
| After 1 hour | ○ | ○ | ○ | △ | ○ | ○ | ○ |
| After 3 hours | ○ | ○ | △ | × | ○ | ○ | ○ |
| After 6 hours | ○ | ○ | × | × | × | △ | × |
| After 24 hours | △ | △ | × | × | × | × | × |
| Bounding force [N/mm] | |||||||
| The normality bounding force | 5.0 | 4.5 | 4.2 | 4.3 | 4.6 | 4.4 | 4.3 |
| Heat-resisting bounding force | 2.2 | 2.1 | 2.2 | 2.1 | 2.1 | 1.9 | 1.9 |
| Water-resistant bonding power | 3.0 | 2.8 | 2.7 | 2.7 | 2.6 | 2.6 | 1.9 |
(1) Tamanol E-100 (dividing 53%)/Arakawa Chemical Industries, Ltd.'s system Gu form
(2) AZ-SW (dividing 50%)/big rugged Industrial Co., Ltd system Gu form
(3) alkyl diphenyl base ether sulfonic acid disodium/Kao Corp's system
(4) polyxyethylated (C10-16) ether sodium sulfate/Kao Corp's system
(5) sodium lauryl sulphate/Kao Corp's system
(6) Sodium dodecylbenzene sulfonate/Kao Corp's system
(7) dioctyl sodium sulphosuccinate/Kao Corp's system
(8) polyoxyethylene cetyl ether/Kao Corp's system
(9) Aron A-20L/ Toagosei Co., Ltd system
(10) aqueous dispersion type polymeric polyisocyanate/Mitsui Takeda Chemical Co., Ltd's system
(11) working lipe test evaluation: zero the expression slightly change △: viscosity increases to some extent, but can use, *: can not use
The possibility of utilizing on the industry
2 liquid type adhesives take polychloroprene latex as host, take polyisocyanate compounds as curing agent of the present invention, by adding therein alkyl diphenyl base ether disulfonate and/or polyoxyethylene alkyl ether sulfate salt, can not produce harmful effect to bonding physical property, can prolong polychlorobutadiene is the effective time of 2 liquid type adhesives.
Claims (7)
1.2 the prolongation method of the working lipe of liquid type aqueous adhesive, it is characterized in that, be host with the polychloroprene latex, be to add alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate in the 2 liquid type aqueous adhesives of solidifying agent with the polyisocyanate compounds, wherein, polychloroprene latex is by the emulsification of lemongrass phosphate-gallate series emulsifying agent.
2. the method for claim 1, its feature also is, also adds polyoxyethylene alkyl ether sulfate salt.
3. the method for claim 1, its feature is that also corresponding to the polychloroprene latex (being scaled solid formation branch) of 100 mass parts, the addition of alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate is below 5 mass parts.
4. the method for claim 1, its feature also be, in polychloroprene latex, mix polyisocyanate compounds before, in polychloroprene latex, add alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate.
5. the method for claim 1, its feature also be, alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate such as following Chemical formula 1 represent,
In the formula, R represents alkyl, and B represents alkalimetal ion, ammonium ion.
6. method as claimed in claim 5, its feature are that also alkyl diphenyl base ether stilbene-4,4'-bis-(1-azo-3, 4-dihydroxy-benzene)-2,2'-disulfonate is a dodecyl diphenyl ether disodium sulfonate.
7. the prolongation method of working lipe as claimed in claim 2, its feature also be, polyoxyethylene alkyl ether sulfate salt such as following Chemical formula 2 represent,
R1-(O-R2-)
n-SO
4The B Chemical formula 2
In the formula, R1 represents alkyl, and R2 represents alkylidene group, and B represents alkalimetal ion, ammonium ion.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2001349955 | 2001-11-15 | ||
| JP349955/2001 | 2001-11-15 |
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| CNB2005101161092A Division CN100352878C (en) | 2001-11-15 | 2002-11-15 | Method for prolonging the pot life of two-part water-based polychloroprene adhesive |
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| CN1589303A CN1589303A (en) | 2005-03-02 |
| CN1285694C true CN1285694C (en) | 2006-11-22 |
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| CNB028227840A Expired - Fee Related CN1285694C (en) | 2001-11-15 | 2002-11-15 | Method for prolonging the pot life of two-part water-based polychloroprene adhesive |
| CNB2005101161092A Expired - Fee Related CN100352878C (en) | 2001-11-15 | 2002-11-15 | Method for prolonging the pot life of two-part water-based polychloroprene adhesive |
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| JP (1) | JP4256261B2 (en) |
| KR (1) | KR20040066102A (en) |
| CN (2) | CN1285694C (en) |
| TW (1) | TW200300164A (en) |
| WO (1) | WO2003042314A1 (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005139266A (en) * | 2003-11-05 | 2005-06-02 | Nippon A & L Kk | Copolymer latex for adhesive and adhesive |
| JP4584135B2 (en) * | 2004-12-24 | 2010-11-17 | 電気化学工業株式会社 | Method for producing chloroprene polymer |
| JP2007332207A (en) * | 2006-06-13 | 2007-12-27 | Denki Kagaku Kogyo Kk | Aqueous polychloroprene adhesive |
| JP5110873B2 (en) * | 2006-12-26 | 2012-12-26 | コニシ株式会社 | Water-based adhesive composition |
| JPWO2011004805A1 (en) * | 2009-07-06 | 2012-12-20 | 電気化学工業株式会社 | Polychloroprene latex composition, method for producing the same, and molded article |
| JP5583692B2 (en) * | 2009-11-30 | 2014-09-03 | 昭和電工株式会社 | Chloroprene-based polymer latex composition and use thereof |
| JP5411915B2 (en) * | 2011-11-29 | 2014-02-12 | 電気化学工業株式会社 | Adhesive composition |
| WO2020189456A1 (en) * | 2019-03-15 | 2020-09-24 | デンカ株式会社 | Rubber latex and water-based adhesive composition |
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| US5977242A (en) * | 1992-11-24 | 1999-11-02 | Konishi Co., Ltd. | Two-part emulsion adhesive |
| JP3718867B2 (en) * | 1994-05-09 | 2005-11-24 | 東ソー株式会社 | Latex for adhesive and chloroprene adhesive composition using the same |
| JPH08188761A (en) * | 1995-01-06 | 1996-07-23 | Tosoh Corp | Latex for heat resistance-improved adhesive and chloroprene-based adhesive composition using the same |
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| JPH10183091A (en) * | 1996-12-24 | 1998-07-07 | Tosoh Corp | Two-component chloroprene rubber latex adhesive composition |
| JPH10237404A (en) * | 1996-12-24 | 1998-09-08 | Tosoh Corp | Chloroprene rubber latex adhesive composition |
| JPH10279908A (en) * | 1997-04-09 | 1998-10-20 | Tosoh Corp | Chloroprene rubber latex 2-pack type adhesive composition and bonding thereof |
| JPH11209437A (en) * | 1998-01-19 | 1999-08-03 | Takeda Chem Ind Ltd | Copolymer latex, its production, and re-releasable pressure-sensitive adhesive composition prepared by using same |
| JP5034146B2 (en) * | 2001-07-17 | 2012-09-26 | 東ソー株式会社 | Chloroprene rubber latex adhesive composition for bonding sponges and jerseys |
-
2002
- 2002-11-15 CN CNB028227840A patent/CN1285694C/en not_active Expired - Fee Related
- 2002-11-15 KR KR10-2004-7005430A patent/KR20040066102A/en not_active Application Discontinuation
- 2002-11-15 JP JP2003544140A patent/JP4256261B2/en not_active Expired - Fee Related
- 2002-11-15 WO PCT/JP2002/011947 patent/WO2003042314A1/en active Application Filing
- 2002-11-15 TW TW091133543A patent/TW200300164A/en not_active IP Right Cessation
- 2002-11-15 CN CNB2005101161092A patent/CN100352878C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN100352878C (en) | 2007-12-05 |
| KR20040066102A (en) | 2004-07-23 |
| JP4256261B2 (en) | 2009-04-22 |
| JPWO2003042314A1 (en) | 2005-03-10 |
| TWI302560B (en) | 2008-11-01 |
| CN1589303A (en) | 2005-03-02 |
| CN1763143A (en) | 2006-04-26 |
| WO2003042314A1 (en) | 2003-05-22 |
| TW200300164A (en) | 2003-05-16 |
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Granted publication date: 20061122 Termination date: 20171115 |