WO2012095826A2 - Removable adhesive/sealant composition - Google Patents
Removable adhesive/sealant composition Download PDFInfo
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- WO2012095826A2 WO2012095826A2 PCT/IB2012/050188 IB2012050188W WO2012095826A2 WO 2012095826 A2 WO2012095826 A2 WO 2012095826A2 IB 2012050188 W IB2012050188 W IB 2012050188W WO 2012095826 A2 WO2012095826 A2 WO 2012095826A2
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- WO
- WIPO (PCT)
- Prior art keywords
- composition according
- adhesive
- composition
- present
- methyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 53
- 239000000853 adhesive Substances 0.000 title claims abstract description 40
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 40
- 239000000565 sealant Substances 0.000 title claims abstract description 24
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 15
- 229920000570 polyether Polymers 0.000 claims abstract description 15
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 20
- 239000000758 substrate Substances 0.000 claims description 15
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical group O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 claims description 12
- 239000006254 rheological additive Substances 0.000 claims description 12
- 238000007789 sealing Methods 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 8
- 238000004040 coloring Methods 0.000 claims description 8
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical group CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims description 8
- 229910021485 fumed silica Inorganic materials 0.000 claims description 8
- 102100035474 DNA polymerase kappa Human genes 0.000 claims description 7
- 101710108091 DNA polymerase kappa Proteins 0.000 claims description 7
- 230000003115 biocidal effect Effects 0.000 claims description 7
- 239000003139 biocide Substances 0.000 claims description 7
- 229920002647 polyamide Polymers 0.000 claims description 7
- 239000000377 silicon dioxide Substances 0.000 claims description 7
- 239000003381 stabilizer Substances 0.000 claims description 7
- -1 Dimethoxy (methyl) Chemical group 0.000 claims description 6
- 230000002209 hydrophobic effect Effects 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000004014 plasticizer Substances 0.000 claims description 6
- 239000004408 titanium dioxide Substances 0.000 claims description 6
- 239000002318 adhesion promoter Substances 0.000 claims description 5
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims description 4
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 4
- 239000006096 absorbing agent Substances 0.000 claims description 4
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 claims description 4
- HORIEOQXBKUKGQ-UHFFFAOYSA-N bis(7-methyloctyl) cyclohexane-1,2-dicarboxylate Chemical compound CC(C)CCCCCCOC(=O)C1CCCCC1C(=O)OCCCCCCC(C)C HORIEOQXBKUKGQ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 239000004806 diisononylester Substances 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000012974 tin catalyst Substances 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 2
- XQBCVRSTVUHIGH-UHFFFAOYSA-L [dodecanoyloxy(dioctyl)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCCCCCC)(CCCCCCCC)OC(=O)CCCCCCCCCCC XQBCVRSTVUHIGH-UHFFFAOYSA-L 0.000 claims description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 claims description 2
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004359 castor oil Substances 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- 239000008119 colloidal silica Substances 0.000 claims description 2
- 239000004035 construction material Substances 0.000 claims description 2
- 239000000945 filler Substances 0.000 claims description 2
- 238000009472 formulation Methods 0.000 claims description 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
- SWCBJPFUUHBWJP-UHFFFAOYSA-N methyl(silylmethoxy)carbamic acid Chemical compound [SiH3]CON(C(O)=O)C SWCBJPFUUHBWJP-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000003556 assay Methods 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- 239000002023 wood Substances 0.000 description 5
- 239000000919 ceramic Substances 0.000 description 4
- 235000008331 Pinus X rigitaeda Nutrition 0.000 description 3
- 235000011613 Pinus brutia Nutrition 0.000 description 3
- 241000018646 Pinus brutia Species 0.000 description 3
- 239000013466 adhesive and sealant Substances 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 230000007246 mechanism Effects 0.000 description 3
- 150000003254 radicals Chemical class 0.000 description 3
- 229910002015 Aerosil® 150 Inorganic materials 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OCWYEMOEOGEQAN-UHFFFAOYSA-N bumetrizole Chemical compound CC(C)(C)C1=CC(C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O OCWYEMOEOGEQAN-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 description 1
- 229920001651 Cyanoacrylate Polymers 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 1
- 239000004904 UV filter Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- LGBAGUMSAPUZPU-UHFFFAOYSA-N bis(9-methyldecyl) benzene-1,2-dicarboxylate Chemical compound CC(C)CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCC(C)C LGBAGUMSAPUZPU-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 239000011111 cardboard Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- QSAWQNUELGIYBC-UHFFFAOYSA-N cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)C1CCCCC1C(O)=O QSAWQNUELGIYBC-UHFFFAOYSA-N 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 239000011087 paperboard Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000003566 sealing material Substances 0.000 description 1
- JACKKJPYEOIETD-UHFFFAOYSA-N silylmethoxymethyl carbamate Chemical compound C(N)(OCOC[SiH3])=O JACKKJPYEOIETD-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
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
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
- C09J171/02—Polyalkylene oxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
-
- 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
- C09J171/00—Adhesives based on polyethers obtained by reactions forming an ether link in the main chain; Adhesives based on derivatives of such polymers
Definitions
- the present invention relates to the field of adhesives.
- the present invention relates to a composition characterised in that it is simultaneously adhesive and sealant, and, moreover, it is removable.
- the present invention also relates to the process of obtaining it and to the different uses thereof.
- an adhesive is defined as a mixture of substances that is useful to keep two substrates bonded by means of surface interactions. These interactions may be physical or chemical (chemical bonds) .
- the bonding mechanism of an adhesive is based on an equilibrium between two forces:
- Adhesive force (Af) this is the force that must be exerted in order to separate the adhesive from the surface .
- a good adhesive is characterised by causing cohesive-type breakages, i.e. the adhesive must be broken before separating from the substrate. In some cases, it may be of interest that breakages of the substrate occur (for structural adhesives) .
- a cohesive breakage is characterised by ocurring in a system wherein Cf ⁇ Af .
- sealants or sealers are products that, when applied on a joint, form a barrier against the passage of certain substances or materials. By definition, it is a mixture of substances with the purpose of binding two substrates, but maintaining their independence of movement; normally, a sealant is selected when a watertight joint between two substrates is necessary to be created.
- the bonding mechanisms of a sealant are the same as the mechanisms for an adhesive.
- Sealants are usually characterised by having Cf ⁇ Af, for which reason they become deformed prior to being removed .
- the force module necessary to deform the material is usually called elastic modulus of the sealant.
- a first objective is to disclose a composition that contributes to overcome the problem of obtaining elastic bonds (whether bonded by adhesion or sealing) , by means of a single product which makes it possible to separate the bonded parts and remove the hardened sealing joint by simply applying a removal force perpendicular to the sealed joint, when necessary, without using chemical products or tools that may damage the substrate.
- a composition is provided which is simultaneously adhesive and sealing, being able to act only as an adhesive, only as a sealant or simultaneously as both, and which, in addition, is removable.
- the adhesive/sealant composition of the present invention provides adhesive breakages, since the Cf of the cured product > Af, i.e.
- the cured product is removed prior to becoming deformed; this makes it possible to remove it from the substrate without leaving any residues. Nonetheless, the system ensures adhesive forces that are sufficiently high to ensure a minimum adhesion resistance, in the event that it is used as an adhesive, or a minimum adhesion to the substrate, in the event that it is used as a sealant, thereby guaranteeing a correct behaviour for the user.
- the resulting product provides sufficiently high tensile strength and adherences, such that it exceeds a lower strength limit (valued at 15 kg/cm 2 ), but maintaining the property of being easily removable.
- a second objective is to provide a process for the manufacturing of the composition of the present invention.
- a third objective is to disclose the different uses of the composition of the present invention.
- the present invention relates to an adhesive and/or sealant composition
- the present invention also relates to the process for the preparation of the composition of the present invention.
- the present invention relates to the use of the composition of the present invention.
- Figure la schematically represents an adhesive bond .
- Figure lb schematically represents an adhesive breakage where the adhesive force is lower than the cohesive force (Af ⁇ Cf) .
- Figure lc schematically represents a cohesive breakage where the adhesive force is higher than the cohesive force (Cf ⁇ Af) .
- Figure 2 represents a dumbbell test strip used in the examples.
- the present invention relates to an adhesive and/or sealant composition
- an adhesive and/or sealant composition comprising a polyether containing silane groups in the end of the chain or a polyether containing alcoxysilane radicals, which is removable. Therefore the composition of the present invention has itself both properties as adhesive and sealant and can be used as an adhesive composition, a sealant composition or an adhesive and sealant composition.
- the present composition presents also the property that is removable as defined below. In order to contribute to construe the meaning of the different terms used in the present invention, we indicate below the meaning used within the context thereof .
- adheresive within the context of the present invention, refers to the ability of the composition of the present invention to keep two substrates bonded by means of surface interactions.
- composition of the present invention refers to the ability of the composition of the present invention to bind two substrates, but maintaining their independence of movement .
- removable or “removability” refers to the ability to extract the adhesive/sealant composition in a simple manner, manually, by applying a stress perpendicular to the surface over which the adhesive/sealant composition has been applied, in order to thereby recover the object or objects.
- polyether containing silane groups in the end of the chain refers to a structure of the type that has a main chain of dimethoxysilyl-terminated polypropylene oxide.
- polyether containing alcoxysilane radical refers to a structure of the dimethoxy (methyl ) silylmethylcarbamate-terminated polyether type .
- the composition of the present invention further comprises at least a hydrophobic precipitated silica, at least one plasticiser, at least one polyamide-based rheology modifier, at least one moisture absorber, at least one aminosilane-type adhesion promoter, at least one colouring agent and at least one ultraviolet filter.
- at least means that each of these components may have different types included within the same concept, i.e. there may be, for example, a type A colouring agent and a type B colouring agent.
- the composition of the present invention comprises, in addition to the components indicated in the preceding paragraph, one or more of at least the following: at least one biocide, at least one rheological additive with a hydrophilic pyrogenic silica base, at least one tin catalyst and at least one dimensional stabiliser for silica.
- the composition may contain at least one of the following additional components: biocide, rheological additive with a hydrophilic pyrogenic silica base, tin catalyst and dimensional stabiliser for silica.
- the term "at least” means that each of these additional components may have different types included within the same concept, i.e.
- biocide there may be a type A biocide and a type B biocide. It is also worth noting that these additional components are mutually independent, i.e., for example, there may be a combination of two of them, of three of them, etc. or of all of them.
- dimensional stabiliser for silica is understood to be a wetting and dispersing additive based on a solution of a copolymer containing charge-affinic groups in a solvent of the methoxypropyl acetate type, commercially Disperbyk 103.
- Ultraviolet filter is understood to mean a low- molecular-weight HALS-type (Hindered Amine Light Stabilizer) light stabiliser or a benzotriazole-based UV- radiation absorbing filter.
- the plasticiser used in the composition according to the embodiments of the present invention is selected from DINP, DINCH, DIUP and benzoates, where DINP represents di-isononylphthalate, DINCH represents 1 , 2-cyclohexane dicarboxylic acid and DIUP represents di-isoundecylphthalate .
- the rheology modifier used in the composition according to the embodiments of the present invention is selected from micronised polyamide and heat-activateable castor oil derivatives.
- the colouring agent used in the composition according to the embodiments of the present invention is selected from titanium dioxide and an iron oxide-based pigment.
- composition presents the following formulation, comprising (% by weight) :
- Another aspect of the present invention relates to a process for the preparation of the composition according to the embodiments of the present invention, which comprises the step of mixing the different components. Said mixing is preferably performed in a planetary mixer.
- Another aspect of the present invention relates to the use of the composition according to the embodiments of the present invention in the adhesive bonding of objects on any substrate, allowing for the extraction of the objects when necessary.
- the present invention also relates to the use of the composition according to the embodiments of the present invention in the flexible sealing of low-movement joints.
- low-movement joints are understood to mean joints with a constant movement lower than 12.5%.
- the present invention also relates to the use of the composition according to the embodiments of the present invention in the temporary protective sealing of internal or external joints against moisture.
- the present invention also relates to the use of the composition according to the embodiments of the present invention in the bonding or sealing of construction materials, such as, for example, ceramics, metal, wood, plastics, synthetic materials, natural stone.
- construction materials such as, for example, ceramics, metal, wood, plastics, synthetic materials, natural stone.
- TINUVIN 326® 1. 23 1 .10 1. 00 1 .03
- SILOPHOBIC 200® Hydrophobic colloidal precipitated pyrogenic silica
- AEROSIL 150® Rheological additive with a hydrophilic pyrogenic silica base
- STRENGTH N/mm 2 ) , BEECHWOOD/BEECHWOOD, 2 cm 2 , 1 week 23°C: tensile shear assay in dynamometric equipment. According to an internal assay method, 2 cm 2 of 2 beechwood pieces are overlapped and allowed to cure for 1 week under controlled temperature conditions. Subsequently, they are subjected to traction in order to evaluate the breakage strength of the bond.
- 2-mm-thick product extensions are prepared and allowed to cure completely for 7 days at 23°C.
- Dumbbell test strips are die-cut ( Figure 2) and subjected to traction in a dynamometric equipment in order to evaluate the deformation % of the film until breakage and the break Force.
- the surface hardness is evaluated on the basis of the elastic reaction thereof when a perpendicular puncture force is applied.
- This assay is performed using a SHORE A Durometer and it supplies hardness data on a scale from 0 to 100, 0 being the minimum and 100 being the maximum hardness.
- the applied force in order to separate and remove the product from the surfaces assayed is evaluated.
- the data supplied refer to joints between a vitrified ceramic substrate and solid pine wood strips.
- the product of the invention is applied longitudinally on the joint to be assayed and smoothened with a soapy finger, leaving the joint perfectly watertight and sealed.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
Abstract
The present invention relates to an adhesive and/or sealant composition comprising a polyether containing silane groups in the end of the chain or a polyether containing alcoxysilane radicals, which is removable. Furthermore, the present invention relates to the manufacturing process and the uses thereof.
Description
REMOVABLE ADHESIVE/SEALANT COMPOSITION
FIELD OF THE INVENTION The present invention relates to the field of adhesives. In particular, the present invention relates to a composition characterised in that it is simultaneously adhesive and sealant, and, moreover, it is removable. The present invention also relates to the process of obtaining it and to the different uses thereof.
BACKGROUND
The importance of adhesives in the modern world is well-known, at both the industrial and professional levels, and for children. They are used in multiple manufacturing processes to create bonds, for example, in sectors such as the graphic arts, paper and cardboard conversion, packing and packaging, furniture and wood, the automobile industry, etc. They are also very important in the installation or bonding of materials, especially in construction (adhesives for pavings and coatings such as fitted carpets, PVC, linoleum, etc.) . Even at the domestic or children's level, their use is quite widespread. Obviously, due to this large variety of fields of application, their composition is quite variable. Thus, we may have solid, liquid, acrylic-type, cyanoacrylate, epoxy, etc., adhesives.
At the technical level, an adhesive is defined as a mixture of substances that is useful to keep two substrates bonded by means of surface interactions. These interactions may be physical or chemical (chemical bonds) . The bonding mechanism of an adhesive is based on an equilibrium between two forces:
- Adhesive force (Af) : this is the force that must
be exerted in order to separate the adhesive from the surface .
- Cohesive force (Cf) : this is the force that must be exerted in order to break the internal structure of the adhesive.
A good adhesive is characterised by causing cohesive-type breakages, i.e. the adhesive must be broken before separating from the substrate. In some cases, it may be of interest that breakages of the substrate occur (for structural adhesives) .
A cohesive breakage is characterised by ocurring in a system wherein Cf < Af .
This may be achieved by using adhesives with a low Cf: low-resistance bonds or systems that supply very high Afs (by incorporating adhesion promoters, for example) .
On the other hand, another type of substances related to adhesion are sealants or sealers. These are products that, when applied on a joint, form a barrier against the passage of certain substances or materials. By definition, it is a mixture of substances with the purpose of binding two substrates, but maintaining their independence of movement; normally, a sealant is selected when a watertight joint between two substrates is necessary to be created.
The bonding mechanisms of a sealant are the same as the mechanisms for an adhesive.
Sealants are usually characterised by having Cf < Af, for which reason they become deformed prior to being removed .
The force module necessary to deform the material is usually called elastic modulus of the sealant.
Moreover, a good sealant must not undergo shrinkage or contraction, and must maintain its technical properties and aesthetic appearance for as long as possible.
At the market level, there currently already exist polyvalent adhesives, sealants with different elastic moduli and products that combine both properties. This technology is very valued by consumers, since it makes it possible to have the maximum versatility in a single product and to form adhesive bonds on different materials, as well as create flexible hermetic joints between two elements .
However, there are applications which, for technical reasons (need to replace the bonded material, recycling of elements bonded by adhesion or sealing) or aesthetic reasons (visual degradation of the sealing material) , require that the applied product have a bond that is removable from the substrate. Consequently, there is a need in the state of the art for a product that is simultaneously adhesive and sealing, and, therefore, may act only as an adhesive, only as a sealant or use both properties, and, moreover, is removable, i.e. that the parts initially bonded may be recovered (in the event that it is used as an adhesive) , or the hardened flange applied on a joint may be easily removed, leaving the substrates clean of sealing product (in the event that it is used as a sealant) .
Therefore, a first objective is to disclose a composition that contributes to overcome the problem of obtaining elastic bonds (whether bonded by adhesion or sealing) , by means of a single product which makes it possible to separate the bonded parts and remove the hardened sealing joint by simply applying a removal force perpendicular to the sealed joint, when necessary, without using chemical products or tools that may damage the substrate. In other words, a composition is provided which is simultaneously adhesive and sealing, being able to act only as an adhesive, only as a sealant or simultaneously as both, and which, in addition, is removable.
The adhesive/sealant composition of the present invention provides adhesive breakages, since the Cf of the cured product > Af, i.e. the cured product is removed prior to becoming deformed; this makes it possible to remove it from the substrate without leaving any residues. Nonetheless, the system ensures adhesive forces that are sufficiently high to ensure a minimum adhesion resistance, in the event that it is used as an adhesive, or a minimum adhesion to the substrate, in the event that it is used as a sealant, thereby guaranteeing a correct behaviour for the user.
The resulting product provides sufficiently high tensile strength and adherences, such that it exceeds a lower strength limit (valued at 15 kg/cm2), but maintaining the property of being easily removable.
A second objective is to provide a process for the manufacturing of the composition of the present invention.
A third objective is to disclose the different uses of the composition of the present invention.
Summary of the invention
The present invention relates to an adhesive and/or sealant composition comprising a polyether containing silane groups in the end of the chain or a polyether containing alcoxysilane radicals, which is removable .
The present invention also relates to the process for the preparation of the composition of the present invention.
Moreover, the present invention relates to the use of the composition of the present invention.
Brief description of the figures
Figure la) schematically represents an adhesive bond .
Figure lb) schematically represents an adhesive breakage where the adhesive force is lower than the cohesive force (Af < Cf) .
Figure lc) schematically represents a cohesive breakage where the adhesive force is higher than the cohesive force (Cf < Af) .
Figure 2 represents a dumbbell test strip used in the examples.
Description of the invention
The present invention relates to an adhesive and/or sealant composition comprising a polyether containing silane groups in the end of the chain or a polyether containing alcoxysilane radicals, which is removable. Therefore the composition of the present invention has itself both properties as adhesive and sealant and can be used as an adhesive composition, a sealant composition or an adhesive and sealant composition. The present composition presents also the property that is removable as defined below. In order to contribute to construe the meaning of the different terms used in the present invention, we indicate below the meaning used within the context thereof .
The term "adhesive", within the context of the present invention, refers to the ability of the composition of the present invention to keep two substrates bonded by means of surface interactions.
The term "sealer" or "sealant", within the context of the present invention, refers to the ability of the composition of the present invention to bind two
substrates, but maintaining their independence of movement .
The term "removable" or "removability" refers to the ability to extract the adhesive/sealant composition in a simple manner, manually, by applying a stress perpendicular to the surface over which the adhesive/sealant composition has been applied, in order to thereby recover the object or objects.
The term "polyether containing silane groups in the end of the chain" refers to a structure of the type that has a main chain of dimethoxysilyl-terminated polypropylene oxide.
The term "polyether containing alcoxysilane radical" refers to a structure of the dimethoxy (methyl ) silylmethylcarbamate-terminated polyether type .
In a preferred embodiment, the composition of the present invention further comprises at least a hydrophobic precipitated silica, at least one plasticiser, at least one polyamide-based rheology modifier, at least one moisture absorber, at least one aminosilane-type adhesion promoter, at least one colouring agent and at least one ultraviolet filter. The term "at least" means that each of these components may have different types included within the same concept, i.e. there may be, for example, a type A colouring agent and a type B colouring agent.
In another preferred embodiment, the composition of the present invention comprises, in addition to the components indicated in the preceding paragraph, one or more of at least the following: at least one biocide, at least one rheological additive with a hydrophilic pyrogenic silica base, at least one tin catalyst and at least one dimensional stabiliser for silica. This means that, in addition to the components of the preceding paragraph, the composition may contain at least one of the
following additional components: biocide, rheological additive with a hydrophilic pyrogenic silica base, tin catalyst and dimensional stabiliser for silica. The term "at least" means that each of these additional components may have different types included within the same concept, i.e. there may be a type A biocide and a type B biocide. It is also worth noting that these additional components are mutually independent, i.e., for example, there may be a combination of two of them, of three of them, etc. or of all of them.
In the present invention, "dimensional stabiliser for silica" is understood to be a wetting and dispersing additive based on a solution of a copolymer containing charge-affinic groups in a solvent of the methoxypropyl acetate type, commercially Disperbyk 103.
"Ultraviolet filter" is understood to mean a low- molecular-weight HALS-type (Hindered Amine Light Stabilizer) light stabiliser or a benzotriazole-based UV- radiation absorbing filter.
In a more preferred embodiment, the plasticiser used in the composition according to the embodiments of the present invention is selected from DINP, DINCH, DIUP and benzoates, where DINP represents di-isononylphthalate, DINCH represents 1 , 2-cyclohexane dicarboxylic acid and DIUP represents di-isoundecylphthalate .
In another preferred embodiment, the rheology modifier used in the composition according to the embodiments of the present invention is selected from micronised polyamide and heat-activateable castor oil derivatives.
In another preferred embodiment, the colouring agent used in the composition according to the embodiments of the present invention is selected from titanium dioxide and an iron oxide-based pigment.
In a more preferred embodiment, the composition
presents the following formulation, comprising (% by weight) :
50-57 : Dimethoxy (methyl) silylmethylcarbamate- terminated polyether ( Silane-terminated polyether) 0-1.5: Hidrophilic pyrogenic silica with a specific surface area of 150 m2/g (rheological additive with a Hidrophylic pyrogenic silica base) 14-20: Hydrophobic amorphous colloidal silica
(Si02 80%-90%, polyalkylsiloxane 10%-20%) (hydrophobic precipitated silica)
0-0.25: Dioctyl tin dilaurate (catalyst)
8-15: DINP (plasticiser)
0.1-5: Micronised polyamide (rheology modifier)
2-5: Vinyltrimethoxysilane (moisture absorber) 1-2: N-Dimethoxy (methyl ) silylmethyl-O-methyl carbamate (stabiliser)
0.1-0.5 3-Aminopropyltrimethoxysilane (adhesion promoter)
0-2: Solution of a copolymer with a filler made of affinic groups (dimensional stabiliser)
3- 10: Titanium dioxide (colouring agent)
1-2: Bis (2, 2, 6, 6, -tetramethyl-4-piperidyl) sebacate and phenol, 2- (5-chloro-2H-benzotriazole-2- yl) -6- (1, 1-dimethylethyl) -4 -methyl (UV filters)
0-2: Biocide(s)
Another aspect of the present invention relates to a process for the preparation of the composition according to the embodiments of the present invention, which comprises the step of mixing the different components. Said mixing is preferably performed in a planetary mixer.
Another aspect of the present invention relates to the use of the composition according to the embodiments of the present invention in the adhesive bonding of objects on any substrate, allowing for the extraction of the objects when necessary.
The present invention also relates to the use of the composition according to the embodiments of the present invention in the flexible sealing of low-movement joints. Thus, it is possible to replace the sealant without the need to use tools or chemical cleaning products. In this context, "low-movement joints" are understood to mean joints with a constant movement lower than 12.5%.
The present invention also relates to the use of the composition according to the embodiments of the present invention in the temporary protective sealing of internal or external joints against moisture.
The present invention also relates to the use of the composition according to the embodiments of the present invention in the bonding or sealing of construction materials, such as, for example, ceramics, metal, wood, plastics, synthetic materials, natural stone. Thus, it is possible to recover them for their selective management as waste or for the re-use thereof.
EXAMPLES
The following Examples are provided to explain and illustrate the present invention, and are not intended to limit the scope thereof.
COMPOSITION
(over 100 parts
of polymer) 1 2 3 4
GENIOSIL STPE10® 50 55 .23 52 .53 51 .06
SILOPHOBIC 200® 17 .20 15 .39 14 .01 14 .47
AEROSIL 150® 0 .00 0 .22 0 .50 0 .52
DINP 8.88 13 .20 14 .98 15 .00
CRAYVALLAC SLX® 1 .84 2 .20 2 .50 2 .58
DYNASYLAN VTMO® 2.46 4.40 3.99 4.14
GENIOSIL XL65® 0. 62 0 .82 1. 00 1 .03
TITANIUM DIOXIDE 3. 68 7 .00 5. 99 6 .03
GENIOSIL GF96® 0. 12 0 .22 0. 40 0 .41
TIBKAT 216® 0. 25 0 .22 0. 20 0 .20
TINUVIN 326® 1. 23 1 .10 1. 00 1 .03
SOCAL 312® 14. 40 0 .00 2. 91 2 .56
RESULTS
Evaluation of
removal capacity
(Pine wood and
vitrified
ceramics )
++ Correct The material is easily removed with a
REMOVAL lever, without leaving any residues
+ Sufficient
Correct removal, but too much leverage REMOVAL
required
+ - COHESIVE
Incorrect removal, because it leaves REMOVAL
residues on the surface
-- INCORRECT The product is
REMOVAL not suitable
COMPOSITION
1 2 3 4
In order to facilitate the identification of the components, we indicate below the relationship between the components and the general definition thereof:
GENIOSIL STP E-10: Silane-terminated polyether
SILOPHOBIC 200®: Hydrophobic colloidal precipitated pyrogenic silica
AEROSIL 150®: Rheological additive with a hydrophilic pyrogenic silica base
DINP: Plasticiser
CRAYVALLAC SLX®: Polyamide-based rheology modifier
DYNASYLAN VTMO®: Moisture absorber
GENIOSIL XL65®: Stabiliser
TITANIUM DIOXIDE: Colouring agent
GENIOSIL GF96®: Adhesion promoter
TIBKAT 216®: Catalyst
TINUVIN 326®: UV Filter
SOCAL 312®: Inert inorganic load
colloidal Calcium Carbonate base.
Description of the assays used:
1. STRENGTH (N/mm2) , BEECHWOOD/BEECHWOOD, 2 cm2, 1 week 23°C: tensile shear assay in dynamometric equipment. According to an internal assay method, 2 cm2 of 2 beechwood pieces are overlapped and allowed to cure for 1 week under controlled temperature conditions. Subsequently, they are subjected to traction in order to evaluate the breakage strength of the bond.
2. % Elongation at break, BEECHWOOD/BEECHWOOD, 2 cm2, 1 week 23°C: identical system to that of point 1. In this assay, the deformation % of the bond prior to breakage is evaluated .
3. % ELONGATION AT BREAKAGE, 2-mm FILM, traction 200 mm/min and
4. BREAK FORCE, 2-mm FILM, traction 200 mm/min (N/mm2).
According to an internal method, 2-mm-thick product extensions are prepared and allowed to cure completely for 7 days at 23°C. Dumbbell test strips are die-cut (Figure 2) and subjected to traction in a dynamometric equipment in order to evaluate the deformation % of the film until breakage and the break Force.
5. SHORE A assay.
On a completely cured film of elastic product, the surface hardness is evaluated on the basis of the elastic reaction thereof when a perpendicular puncture force is applied. This assay is performed using a SHORE A Durometer and it supplies hardness data on a scale from 0 to 100, 0 being the minimum and 100 being the maximum hardness. For more information about the Shore hardness assay, see
http : //es . wikipedia . org/wiki/Dureza Shore
6. Evaluation of removability,
AS AN ADHESIVE
5 Two pieces of approx. 20 cm2 overlapping 30% of the surface are bonded with the product of the invention.
From all the materials assayed, we supply information about pine wood and vitrified ceramics.
They are completely cured and a leverage is 10 exerted by means of a spatula in order to separate the bonded parts.
The applied force in order to separate and remove the product from the surfaces assayed is evaluated.
15 AS A SEALANT
Different types of 25 cm long, 90°-angle joints are created between different materials. The data supplied refer to joints between a vitrified ceramic substrate and solid pine wood strips.
20 The product of the invention is applied longitudinally on the joint to be assayed and smoothened with a soapy finger, leaving the joint perfectly watertight and sealed.
It is allowed to cure completely, for 7 days at
25 23°C, and, subsequently, the removability of the joint flange is evaluated. To this end, with the aid of a spatula, we raised the end of the flange to be removed and then exerted a force perpendicular to the surface in order to remove the entire flange. In this assay, we evaluated
30 both the ease of removal of the flange and the product residues that may remain on the surfaces.
Claims
1. Adhesive and/or sealant composition comprising a polyether containing silane groups in the end of the chain or a polyether containing alcoxysilane radicals, which is removable.
2. Composition according to claim 1, further comprising at least one hydrophobic precipitated silica, at least one plasticiser, at least one polyamide-based rheology modifier, at least one moisture absorber, at least one aminosilane-type adhesion promoter, at least one colouring agent and at least one ultraviolet filter.
3. Composition according to claim 2, wherein the plasticiser is selected from DINP, DINCH, DIUP and benzoates .
4. Composition according to any of the preceding claims, wherein the rheology modifier is selected from micronised polyamide and heat-activateable castor oil derivatives .
5. Composition according to any of the preceding claims, wherein the colouring agent is selected from titanium dioxide and an iron oxide-based pigment.
6. Composition according to any of the preceding claims, further comprising one or more of at least one biocide, at least one rheological additive with a hydrophilic pyrogenic silica base, at least one tin catalyst and at least one dimensional stabiliser for silica .
7. Composition according to any of the preceding claims, which formulation comprises (% by weight) :
50-57 : Dimethoxy (methyl) silylmethylcarbamate- terminated polyether
0-1.5: Rheological additive with a hydrophilic pyrogenic silica base, with a specific surface area of
150 m2/g
14-20: Hydrophobic amorphous colloidal silica
(Si02 80%-90%, polyalkylsiloxane 10%-20%)
0- 0.25: Dioctyl tin dilaurate
8-15: DINP
0.1-5: Micronised polyamide
2-5: Vinyltrimethoxysilane
1-2 : N-Dimethoxy (methyl) silylmethyl-O-methyl- carbamate
0.1-0.5: 3-Aminopropyltrimethoxysilane
0-2: Solution of a copolymer with a filler made of affinic groups
3- 10: Titanium dioxide
1-2: Bis (2, 2, 6, 6, -tetramethyl-4-piperidyl) sebacate and phenol, 2- (5-chloro-2H-benzotriazole-2- yl) -6- (1, 1-dimethylethyl) -4 -methyl
0-2 : Biocide (s)
8. Process for the preparation of the composition according to any of the preceding claims, comprising the step of mixing the different components.
9. Use of the composition according to any of claims 1 to 7, for the adhesion of objects on any substrate.
10. Use of the composition according to any of claims 1 to 7, for the flexible sealing of low-movement j oints .
11. Use of the composition according to any of claims 1 to 7, for the temporary protective sealing of internal or external joints against moisture.
12. Use of the composition according to any of claims 1 to 7, for the bonding or sealing of construction materials .
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES12703578.0T ES2647091T3 (en) | 2011-01-14 | 2012-01-16 | Removable adhesive / sealant composition |
| EP12703578.0A EP2663586B1 (en) | 2011-01-14 | 2012-01-16 | Removable adhesive/sealant composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ESP201130041 | 2011-01-14 | ||
| ES201130041A ES2385549B1 (en) | 2011-01-14 | 2011-01-14 | ADHESIVE / SEALING AND DISPOSABLE COMPOSITION. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2012095826A2 true WO2012095826A2 (en) | 2012-07-19 |
| WO2012095826A3 WO2012095826A3 (en) | 2013-01-03 |
Family
ID=45581939
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/IB2012/050188 WO2012095826A2 (en) | 2011-01-14 | 2012-01-16 | Removable adhesive/sealant composition |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP2663586B1 (en) |
| ES (2) | ES2385549B1 (en) |
| WO (1) | WO2012095826A2 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013143905A1 (en) * | 2012-03-30 | 2013-10-03 | Wacker Chemie Ag | Crosslinkable compositions based on organyloxysilane-terminated polymers |
| EP2840087A1 (en) | 2013-08-23 | 2015-02-25 | Evonik Degussa GmbH | Compounds containing semi-organic silicon groups with guanidine groups |
| CN109722202A (en) * | 2019-01-18 | 2019-05-07 | 广州丽豪装饰材料有限公司 | A kind of silane modified polyether fluid sealant for construction and preparation method thereof |
| CN110699024A (en) * | 2012-08-03 | 2020-01-17 | Lg化学株式会社 | Adhesive film and organic electronic device packaging product using the same |
| CN110845990A (en) * | 2019-11-21 | 2020-02-28 | 江门大光明粘胶有限公司 | Ceramic tile crack beautifying agent and preparation method thereof |
| CN113930205A (en) * | 2021-10-28 | 2022-01-14 | 广州集泰化工股份有限公司 | Sealant for refrigerated container |
| EP4324892A1 (en) | 2022-08-17 | 2024-02-21 | Henkel AG & Co. KGaA | Removable adhesive and sealant composition |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111117546B (en) * | 2019-12-17 | 2021-10-19 | 湖北回天新材料股份有限公司 | High-temperature-resistant silane modified adhesive, and preparation method and application thereof |
| CN113025253B (en) * | 2021-03-17 | 2022-05-20 | 广州市白云化工实业有限公司 | Single-component silane modified polyether sealant and preparation method and application thereof |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK0819749T3 (en) * | 1996-07-18 | 2008-05-19 | Bostik B V | Adhesive composition |
| DE102006022095A1 (en) * | 2006-05-11 | 2007-11-15 | Wacker Chemie Ag | Alkoxysilane-terminated polymers containing transparent polymer blends |
| DE102006022834A1 (en) * | 2006-05-16 | 2007-11-22 | Wacker Chemie Ag | Improvement of elastic recovery in alkoxysilane crosslinked polymers |
| WO2008123552A1 (en) * | 2007-04-03 | 2008-10-16 | Asahi Glass Company, Limited | Adhesive material, adhesive sheet, and use of the adhesive sheet |
| EP2212365B1 (en) * | 2007-11-21 | 2019-03-06 | Sika Technology AG | Moisture curable compositions having improved development of adhesion |
| JP2010100835A (en) * | 2008-09-26 | 2010-05-06 | Asahi Glass Co Ltd | Adherence substance and adhesive sheet |
| DE102008043825A1 (en) * | 2008-11-18 | 2010-05-20 | Wacker Chemie Ag | Method for sealing surfaces |
| DE102009002230A1 (en) * | 2009-04-06 | 2010-10-14 | Henkel Ag & Co. Kgaa | Curable composition |
| DE102009027333A1 (en) * | 2009-06-30 | 2011-01-05 | Henkel Ag & Co. Kgaa | Hardenable composition with silane-modified reactive diluent |
| DE102009027357A1 (en) * | 2009-06-30 | 2011-01-05 | Wacker Chemie Ag | Alkoxysilane-terminated polymers containing adhesives or sealants |
-
2011
- 2011-01-14 ES ES201130041A patent/ES2385549B1/en not_active Expired - Fee Related
-
2012
- 2012-01-16 WO PCT/IB2012/050188 patent/WO2012095826A2/en active Application Filing
- 2012-01-16 ES ES12703578.0T patent/ES2647091T3/en active Active
- 2012-01-16 EP EP12703578.0A patent/EP2663586B1/en active Active
Non-Patent Citations (1)
| Title |
|---|
| None |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013143905A1 (en) * | 2012-03-30 | 2013-10-03 | Wacker Chemie Ag | Crosslinkable compositions based on organyloxysilane-terminated polymers |
| US9493689B2 (en) | 2012-03-30 | 2016-11-15 | Wacker Chemie Ag | Crosslinkable compositions based on organyloxysilane-terminated polymers |
| CN110699024A (en) * | 2012-08-03 | 2020-01-17 | Lg化学株式会社 | Adhesive film and organic electronic device packaging product using the same |
| EP2840087A1 (en) | 2013-08-23 | 2015-02-25 | Evonik Degussa GmbH | Compounds containing semi-organic silicon groups with guanidine groups |
| DE102013216787A1 (en) | 2013-08-23 | 2015-02-26 | Evonik Degussa Gmbh | Guanidinruppen containing semi-organic silicon group-containing compounds |
| US9353225B2 (en) | 2013-08-23 | 2016-05-31 | Evonik Degussa Gmbh | Compounds having guanidine groups and containing semi-organic silicon groups |
| CN109722202A (en) * | 2019-01-18 | 2019-05-07 | 广州丽豪装饰材料有限公司 | A kind of silane modified polyether fluid sealant for construction and preparation method thereof |
| CN110845990A (en) * | 2019-11-21 | 2020-02-28 | 江门大光明粘胶有限公司 | Ceramic tile crack beautifying agent and preparation method thereof |
| CN113930205A (en) * | 2021-10-28 | 2022-01-14 | 广州集泰化工股份有限公司 | Sealant for refrigerated container |
| CN113930205B (en) * | 2021-10-28 | 2023-08-15 | 广州集泰化工股份有限公司 | Sealant for refrigerated container |
| EP4324892A1 (en) | 2022-08-17 | 2024-02-21 | Henkel AG & Co. KGaA | Removable adhesive and sealant composition |
| WO2024037868A1 (en) | 2022-08-17 | 2024-02-22 | Henkel Ag & Co. Kgaa | Removable adhesive and sealant composition |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2012095826A3 (en) | 2013-01-03 |
| ES2385549B1 (en) | 2013-05-10 |
| EP2663586B1 (en) | 2017-08-09 |
| ES2385549A1 (en) | 2012-07-26 |
| ES2647091T3 (en) | 2017-12-19 |
| EP2663586A2 (en) | 2013-11-20 |
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