AU2017409719B2 - Adhesive compositions and methods for coating objects - Google Patents
Adhesive compositions and methods for coating objects Download PDFInfo
- Publication number
- AU2017409719B2 AU2017409719B2 AU2017409719A AU2017409719A AU2017409719B2 AU 2017409719 B2 AU2017409719 B2 AU 2017409719B2 AU 2017409719 A AU2017409719 A AU 2017409719A AU 2017409719 A AU2017409719 A AU 2017409719A AU 2017409719 B2 AU2017409719 B2 AU 2017409719B2
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- Australia
- Prior art keywords
- composition
- adhesive coating
- alternatively
- core shell
- substrate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 252
- 239000000853 adhesive Substances 0.000 title claims abstract description 112
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 112
- 239000011248 coating agent Substances 0.000 title claims description 107
- 238000000576 coating method Methods 0.000 title claims description 107
- 238000000034 method Methods 0.000 title claims description 38
- 239000000654 additive Substances 0.000 claims abstract description 72
- 239000000758 substrate Substances 0.000 claims abstract description 62
- 239000011258 core-shell material Substances 0.000 claims abstract description 58
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- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims abstract description 35
- 238000004519 manufacturing process Methods 0.000 claims abstract description 34
- 229920000642 polymer Polymers 0.000 claims description 55
- 229920005989 resin Polymers 0.000 claims description 54
- 239000011347 resin Substances 0.000 claims description 54
- -1 polypenylsulfone Polymers 0.000 claims description 38
- 239000000178 monomer Substances 0.000 claims description 30
- 239000002131 composite material Substances 0.000 claims description 23
- 229920006337 unsaturated polyester resin Polymers 0.000 claims description 11
- 239000000945 filler Substances 0.000 claims description 10
- 229920000049 Carbon (fiber) Polymers 0.000 claims description 8
- 239000004734 Polyphenylene sulfide Substances 0.000 claims description 8
- 239000004917 carbon fiber Substances 0.000 claims description 8
- 229920000069 polyphenylene sulfide Polymers 0.000 claims description 8
- 239000000080 wetting agent Substances 0.000 claims description 8
- 239000004676 acrylonitrile butadiene styrene Substances 0.000 claims description 7
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- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims description 5
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 claims description 5
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- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 4
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- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical group COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 10
- 239000000565 sealant Substances 0.000 description 10
- 239000003054 catalyst Substances 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 8
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 8
- 150000002978 peroxides Chemical class 0.000 description 8
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical group O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 239000003973 paint Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 6
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 239000008199 coating composition Substances 0.000 description 6
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- 239000003112 inhibitor Substances 0.000 description 6
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 239000004850 liquid epoxy resins (LERs) Substances 0.000 description 6
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 6
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 6
- 229920000647 polyepoxide Polymers 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
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- 238000006243 chemical reaction Methods 0.000 description 5
- 125000005442 diisocyanate group Chemical group 0.000 description 5
- 229910003475 inorganic filler Inorganic materials 0.000 description 5
- 229920000573 polyethylene Polymers 0.000 description 5
- 229920005862 polyol Polymers 0.000 description 5
- 229960004063 propylene glycol Drugs 0.000 description 5
- 238000011160 research Methods 0.000 description 5
- 239000006254 rheological additive Substances 0.000 description 5
- 230000009974 thixotropic effect Effects 0.000 description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 5
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 4
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 4
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical group O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 4
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 4
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 4
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- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 description 4
- 150000002118 epoxides Chemical class 0.000 description 4
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- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 4
- 239000003999 initiator Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical group O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
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- 238000012545 processing Methods 0.000 description 4
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
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- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 description 3
- QZPSOSOOLFHYRR-UHFFFAOYSA-N 3-hydroxypropyl prop-2-enoate Chemical compound OCCCOC(=O)C=C QZPSOSOOLFHYRR-UHFFFAOYSA-N 0.000 description 3
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 3
- 241000870659 Crassula perfoliata var. minor Species 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
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- FHLPGTXWCFQMIU-UHFFFAOYSA-N [4-[2-(4-prop-2-enoyloxyphenyl)propan-2-yl]phenyl] prop-2-enoate Chemical class C=1C=C(OC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OC(=O)C=C)C=C1 FHLPGTXWCFQMIU-UHFFFAOYSA-N 0.000 description 2
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Classifications
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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
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- C09J175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- 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
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- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
- C08G18/633—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers onto polymers of compounds having carbon-to-carbon double bonds
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
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- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- 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
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- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
- C08G18/7621—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring being toluene diisocyanate including isomer mixtures
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- 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
- C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
- C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
- C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L63/10—Epoxy resins modified by unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C08L75/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- 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
- C08G2190/00—Compositions for sealing or packing joints
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Manufacturing & Machinery (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Laminated Bodies (AREA)
- Paints Or Removers (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Sealing Material Composition (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US2017/027746 WO2018190876A1 (fr) | 2017-04-14 | 2017-04-14 | Composition adhésive et procédé pour revêtir des objets |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU2017409719A1 AU2017409719A1 (en) | 2019-10-31 |
| AU2017409719B2 true AU2017409719B2 (en) | 2023-04-27 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2017409719A Active AU2017409719B2 (en) | 2017-04-14 | 2017-04-14 | Adhesive compositions and methods for coating objects |
Country Status (10)
| Country | Link |
|---|---|
| EP (1) | EP3609970A4 (fr) |
| JP (1) | JP7453906B2 (fr) |
| KR (1) | KR102300463B1 (fr) |
| CN (1) | CN110506092B (fr) |
| AU (1) | AU2017409719B2 (fr) |
| BR (1) | BR112019021114B1 (fr) |
| CA (1) | CA3059186A1 (fr) |
| MY (1) | MY193513A (fr) |
| NZ (1) | NZ757870A (fr) |
| WO (1) | WO2018190876A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| KR102439513B1 (ko) | 2021-03-16 | 2022-09-01 | 김용태 | 복합재료의 결합력 강화 도구 및 복합재료의 결합력 강화 방법 |
| CN113274296B (zh) * | 2021-05-25 | 2022-02-11 | 四川大学 | 光固化温敏变色粘合剂、粘合组合物及其制备与应用 |
| CZ309502B6 (cs) * | 2021-08-19 | 2023-03-01 | Výzkumný A Zkušební Ústav Plzeň S.R.O. | Způsob výroby komponenty s povrchovým povlakem |
| CN114231238A (zh) * | 2021-12-29 | 2022-03-25 | 厦门捌斗新材料科技有限公司 | 一种柔性防蚀带及其制备方法和应用 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4948822A (en) * | 1989-02-27 | 1990-08-14 | National Starch And Chemical Investment Holding Corporation | Laminating adhesives |
| WO1997043339A1 (fr) * | 1996-05-10 | 1997-11-20 | Crc For Polymers Pty. Ltd. | Resines ester vinyliques renforcees |
| US20030196753A1 (en) * | 2002-03-15 | 2003-10-23 | Rainer Schoenfeld | Epoxy adhesive having improved impact resistance |
| US7307123B2 (en) * | 2002-04-19 | 2007-12-11 | Huntsman Advanced Materials Americas Inc. | Photocurable compositions containing reactive particles |
| US20140275423A1 (en) * | 2008-08-11 | 2014-09-18 | Dow Global Technologies Llc | One-part structural epoxy resin adhesives containing elastomeric tougheners capped with phenols and hydroxy-terminated acrylates or hydroxy-terminated methacrylates |
| WO2017044381A1 (fr) * | 2015-09-09 | 2017-03-16 | Carbon3D, Inc. | Résines époxydes à polymérisation duale pour une fabrication additive |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004051665A (ja) * | 2002-07-16 | 2004-02-19 | Mitsubishi Rayon Co Ltd | 光学的立体造形用樹脂組成物、及び立体造形物 |
| JP2006002110A (ja) * | 2004-06-21 | 2006-01-05 | Mitsubishi Rayon Co Ltd | 光学的立体造形用樹脂組成物、及び立体造形物 |
| WO2007025007A1 (fr) * | 2005-08-24 | 2007-03-01 | Henkel Kommanditgesellschaft Auf Aktien | Compositions d'epoxyde presentant une resistance superieure aux chocs |
| US9109069B2 (en) | 2009-06-09 | 2015-08-18 | Kaneka Corporation | Vinyl ester resin composition that contains minute polymer particles, process for production of same, and cured products of same |
| JPWO2011152404A1 (ja) * | 2010-06-01 | 2013-08-01 | リケンテクノス株式会社 | 塗料および接着剤組成物、接着方法ならびに積層体 |
| CN103351582A (zh) * | 2012-12-03 | 2013-10-16 | 上纬（上海）精细化工有限公司 | 一种高韧性环氧乙烯基酯树脂组合物 |
| CN103756533A (zh) * | 2013-12-30 | 2014-04-30 | 苏州市邦成电子科技有限公司 | 金属非金属通用紫外光固化水性涂料及其制备方法 |
| JP2015189007A (ja) * | 2014-03-27 | 2015-11-02 | セイコーエプソン株式会社 | 造形物の製造方法 |
| JP6478313B2 (ja) * | 2014-07-17 | 2019-03-06 | 日本化薬株式会社 | 液晶シール剤及びそれを用いた液晶表示セル |
| CN105038514B (zh) * | 2015-08-27 | 2017-08-01 | 珠海天威飞马打印耗材有限公司 | 三维成型物体表面处理液、制备方法及三维物体成型方法 |
-
2017
- 2017-04-14 BR BR112019021114-4A patent/BR112019021114B1/pt active IP Right Grant
- 2017-04-14 KR KR1020197033502A patent/KR102300463B1/ko active IP Right Grant
- 2017-04-14 AU AU2017409719A patent/AU2017409719B2/en active Active
- 2017-04-14 EP EP17905641.1A patent/EP3609970A4/fr active Pending
- 2017-04-14 JP JP2020506706A patent/JP7453906B2/ja active Active
- 2017-04-14 MY MYPI2019005137A patent/MY193513A/en unknown
- 2017-04-14 NZ NZ757870A patent/NZ757870A/en unknown
- 2017-04-14 WO PCT/US2017/027746 patent/WO2018190876A1/fr active Application Filing
- 2017-04-14 CN CN201780089595.4A patent/CN110506092B/zh active Active
- 2017-04-14 CA CA3059186A patent/CA3059186A1/fr active Pending
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4948822A (en) * | 1989-02-27 | 1990-08-14 | National Starch And Chemical Investment Holding Corporation | Laminating adhesives |
| WO1997043339A1 (fr) * | 1996-05-10 | 1997-11-20 | Crc For Polymers Pty. Ltd. | Resines ester vinyliques renforcees |
| US20030196753A1 (en) * | 2002-03-15 | 2003-10-23 | Rainer Schoenfeld | Epoxy adhesive having improved impact resistance |
| US7307123B2 (en) * | 2002-04-19 | 2007-12-11 | Huntsman Advanced Materials Americas Inc. | Photocurable compositions containing reactive particles |
| US20140275423A1 (en) * | 2008-08-11 | 2014-09-18 | Dow Global Technologies Llc | One-part structural epoxy resin adhesives containing elastomeric tougheners capped with phenols and hydroxy-terminated acrylates or hydroxy-terminated methacrylates |
| WO2017044381A1 (fr) * | 2015-09-09 | 2017-03-16 | Carbon3D, Inc. | Résines époxydes à polymérisation duale pour une fabrication additive |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2018190876A1 (fr) | 2018-10-18 |
| CN110506092A (zh) | 2019-11-26 |
| BR112019021114B1 (pt) | 2022-11-29 |
| MY193513A (en) | 2022-10-17 |
| JP2020516762A (ja) | 2020-06-11 |
| CN110506092B (zh) | 2023-03-14 |
| KR102300463B1 (ko) | 2021-09-08 |
| BR112019021114A2 (pt) | 2020-05-12 |
| EP3609970A4 (fr) | 2020-11-25 |
| KR20200037131A (ko) | 2020-04-08 |
| CA3059186A1 (fr) | 2018-10-18 |
| EP3609970A1 (fr) | 2020-02-19 |
| AU2017409719A1 (en) | 2019-10-31 |
| JP7453906B2 (ja) | 2024-03-21 |
| NZ757870A (en) | 2023-07-28 |
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