JP3425857B2 - ポリアミド系複合材用接着剤 - Google Patents
ポリアミド系複合材用接着剤Info
- Publication number
- JP3425857B2 JP3425857B2 JP32192097A JP32192097A JP3425857B2 JP 3425857 B2 JP3425857 B2 JP 3425857B2 JP 32192097 A JP32192097 A JP 32192097A JP 32192097 A JP32192097 A JP 32192097A JP 3425857 B2 JP3425857 B2 JP 3425857B2
- Authority
- JP
- Japan
- Prior art keywords
- polyester
- block
- polyamide
- aliphatic
- terminated
- 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.)
- Expired - Fee Related
Links
- 229920002647 polyamide Polymers 0.000 title claims description 60
- 239000004952 Polyamide Substances 0.000 title claims description 59
- 239000000853 adhesive Substances 0.000 title claims description 41
- 230000001070 adhesive effect Effects 0.000 title claims description 41
- 239000002131 composite material Substances 0.000 title claims description 33
- 229920000728 polyester Polymers 0.000 claims description 71
- 229920006149 polyester-amide block copolymer Polymers 0.000 claims description 62
- 238000009833 condensation Methods 0.000 claims description 44
- 230000005494 condensation Effects 0.000 claims description 44
- 239000002243 precursor Substances 0.000 claims description 42
- 150000002009 diols Chemical class 0.000 claims description 40
- 229920000642 polymer Polymers 0.000 claims description 32
- -1 alicyclic diamines Chemical class 0.000 claims description 21
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 20
- 125000001931 aliphatic group Chemical group 0.000 claims description 17
- 239000012778 molding material Substances 0.000 claims description 16
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 claims description 15
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 12
- 230000032050 esterification Effects 0.000 claims description 12
- 238000005886 esterification reaction Methods 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 238000000465 moulding Methods 0.000 claims description 10
- 238000001125 extrusion Methods 0.000 claims description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 8
- 239000000539 dimer Substances 0.000 claims description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 8
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
- 150000002148 esters Chemical class 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 229920006018 co-polyamide Polymers 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 claims description 5
- 150000001991 dicarboxylic acids Chemical class 0.000 claims description 5
- 150000003951 lactams Chemical class 0.000 claims description 5
- 229920001610 polycaprolactone Polymers 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 239000004632 polycaprolactone Substances 0.000 claims description 4
- 229920000515 polycarbonate Polymers 0.000 claims description 4
- 239000004417 polycarbonate Substances 0.000 claims description 4
- 229920001634 Copolyester Polymers 0.000 claims description 3
- 239000000835 fiber Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 229920001281 polyalkylene Polymers 0.000 claims description 3
- 229920001169 thermoplastic Polymers 0.000 claims description 3
- 239000004416 thermosoftening plastic Substances 0.000 claims description 3
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 2
- 230000004888 barrier function Effects 0.000 claims description 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 229920005862 polyol Polymers 0.000 claims 2
- 150000003077 polyols Chemical class 0.000 claims 2
- ORLQHILJRHBSAY-UHFFFAOYSA-N [1-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1(CO)CCCCC1 ORLQHILJRHBSAY-UHFFFAOYSA-N 0.000 claims 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-L adipate(2-) Chemical compound [O-]C(=O)CCCCC([O-])=O WNLRTRBMVRJNCN-UHFFFAOYSA-L 0.000 claims 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 claims 1
- 150000004291 polyenes Chemical class 0.000 claims 1
- 229920000139 polyethylene terephthalate Polymers 0.000 claims 1
- 239000005020 polyethylene terephthalate Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000010410 layer Substances 0.000 description 21
- PBLZLIFKVPJDCO-UHFFFAOYSA-N 12-aminododecanoic acid Chemical compound NCCCCCCCCCCCC(O)=O PBLZLIFKVPJDCO-UHFFFAOYSA-N 0.000 description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- WMRCTEPOPAZMMN-UHFFFAOYSA-N 2-undecylpropanedioic acid Chemical compound CCCCCCCCCCCC(C(O)=O)C(O)=O WMRCTEPOPAZMMN-UHFFFAOYSA-N 0.000 description 7
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 6
- 239000000155 melt Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000009864 tensile test Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229920000299 Nylon 12 Polymers 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000004985 diamines Chemical class 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- 229920002959 polymer blend Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000004831 Hot glue Substances 0.000 description 2
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 238000000071 blow moulding Methods 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 239000011229 interlayer Substances 0.000 description 2
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920000098 polyolefin Polymers 0.000 description 2
- 229920000909 polytetrahydrofuran Polymers 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000012763 reinforcing filler Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- MRERMGPPCLQIPD-NBVRZTHBSA-N (3beta,5alpha,9alpha,22E,24R)-3,5,9-Trihydroxy-23-methylergosta-7,22-dien-6-one Chemical compound C1C(O)CCC2(C)C(CCC3(C(C(C)/C=C(\C)C(C)C(C)C)CCC33)C)(O)C3=CC(=O)C21O MRERMGPPCLQIPD-NBVRZTHBSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229920003232 aliphatic polyester Polymers 0.000 description 1
- 150000001408 amides Chemical group 0.000 description 1
- 238000007098 aminolysis reaction Methods 0.000 description 1
- 229920006020 amorphous polyamide Polymers 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- WIHMDCQAEONXND-UHFFFAOYSA-M butyl-hydroxy-oxotin Chemical compound CCCC[Sn](O)=O WIHMDCQAEONXND-UHFFFAOYSA-M 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 229920006039 crystalline polyamide Polymers 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 229920006228 ethylene acrylate copolymer Polymers 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 230000013595 glycosylation Effects 0.000 description 1
- 238000006206 glycosylation reaction Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000016507 interphase Effects 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 239000012764 mineral filler Substances 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 238000007056 transamidation reaction Methods 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
- C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
- C09J177/12—Polyester-amides
-
- 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
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/44—Polyester-amides
-
- 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
- C09J177/00—Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
- C09J177/02—Polyamides derived from omega-amino carboxylic acids or from lactams thereof
-
- 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
- C09J2467/00—Presence of polyester
- C09J2467/006—Presence of polyester in the substrate
-
- 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
- C09J2477/00—Presence of polyamide
- C09J2477/006—Presence of polyamide in the substrate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/13—Hollow or container type article [e.g., tube, vase, etc.]
- Y10T428/1352—Polymer or resin containing [i.e., natural or synthetic]
- Y10T428/139—Open-ended, self-supporting conduit, cylinder, or tube-type article
- Y10T428/1393—Multilayer [continuous layer]
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
- Y10T428/31728—Next to second layer of polyamide
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31725—Of polyamide
- Y10T428/31736—Next to polyester
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyamides (AREA)
- Laminated Bodies (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19643143.3 | 1996-10-18 | ||
| DE19643143A DE19643143C2 (de) | 1996-10-18 | 1996-10-18 | Haftvermittler für Polyamid-Verbunde, Verfahren zu deren Herstellung sowie deren Verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH10226777A JPH10226777A (ja) | 1998-08-25 |
| JP3425857B2 true JP3425857B2 (ja) | 2003-07-14 |
Family
ID=7809180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32192097A Expired - Fee Related JP3425857B2 (ja) | 1996-10-18 | 1997-10-17 | ポリアミド系複合材用接着剤 |
Country Status (8)
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19820661C2 (de) * | 1998-05-08 | 2002-10-24 | Inventa Ag | Weichmacherfreies Polyamid und Formmasse und dessen Verwendung |
| US6265081B1 (en) * | 1998-06-08 | 2001-07-24 | Mitsubishi Engineering Plastics Corporation | Integrally molded articles of polyamide resins |
| DE19920336C2 (de) * | 1999-05-03 | 2002-10-24 | Brueggemann Kg Sprit Und Chem | Verfahren zur Aufkondensierung von Polyamiden |
| ATE272497T1 (de) | 1999-06-29 | 2004-08-15 | Degussa | Mehrschichtverbund |
| JP2002188786A (ja) * | 2000-10-05 | 2002-07-05 | Ube Ind Ltd | ナイロン樹脂成形品の接着用継手及び接着方法 |
| JP2003089783A (ja) * | 2001-09-18 | 2003-03-28 | Ube Ind Ltd | ナイロン樹脂成形品用接着剤 |
| JP4024046B2 (ja) * | 2002-01-10 | 2007-12-19 | 宇部興産株式会社 | ナイロン樹脂パイプとナイロン樹脂継手の接着方法 |
| JP2003287165A (ja) * | 2002-01-24 | 2003-10-10 | Tokai Rubber Ind Ltd | 燃料用ホース |
| DE10316996A1 (de) * | 2003-04-11 | 2004-10-28 | Degussa Ag | Leitungssystem für Fluide und Gase in einer Brennstoffzelle |
| CN1910221B (zh) | 2004-01-20 | 2010-12-08 | 旭化成电子材料株式会社 | 树脂和树脂组合物 |
| ATE454429T1 (de) * | 2006-04-21 | 2010-01-15 | Ems Chemie Ag | Transparente polyamid-formmassen |
| FR2909674B1 (fr) * | 2006-12-08 | 2012-08-24 | Arkema France | Copolymere a blocs polyamide, polyester et polyether |
| FR2909675B1 (fr) * | 2006-12-08 | 2012-10-12 | Arkema France | Copolymere a blocs polyamide, polyester et polyether |
| EP1942128B1 (en) * | 2006-12-29 | 2016-09-14 | Abbott Laboratories Vascular Enterprises Limited | Modified polyamides |
| DE102007011287A1 (de) | 2007-03-08 | 2008-09-11 | Evonik Degussa Gmbh | Druckbremsleitung |
| AT505186A1 (de) | 2007-05-10 | 2008-11-15 | Isovolta | Verwendung eines kunststoffverbundes für die herstellung photovoltaischer module |
| EP1990357A1 (en) * | 2007-05-10 | 2008-11-12 | Abbott Laboratories Vascular Enterprises Limited | Co-polymer of a polyamide and a polycarbonate diamine |
| EP1990356A1 (en) * | 2007-05-10 | 2008-11-12 | Abbott Laboratories Vascular Enterprises Limited | Co-polymer of a modifed polyamide and a polycarbonate |
| EP1990358B1 (en) * | 2007-05-10 | 2018-06-13 | Abbott Laboratories Vascular Enterprises Limited | Co-polymer of a modifed polyamide and a polyether |
| EP2422976B1 (de) | 2010-07-30 | 2017-03-08 | Ems-Patent Ag | Photovoltaikmodul-Mehrschichtrückfolie sowie deren Herstellung und Verwendung bei der Produktion photovoltaischer Module |
| DE102011084518A1 (de) * | 2011-10-14 | 2013-04-18 | Evonik Industries Ag | Verwendung einer Mehrschichtfolie mit Polyamid- und Polyesterschichten fürdie Herstellung photovoltaischer Module |
| US8905083B2 (en) | 2012-01-27 | 2014-12-09 | Titeflex Corporation | Energy dissipative tubes and methods of fabricating and installing the same |
| CN104892933A (zh) * | 2014-03-04 | 2015-09-09 | 上海凯赛生物技术研发中心有限公司 | 聚酰胺改性聚酯及其制备方法以及由该聚酰胺改性聚酯制得的纤维 |
| JP6629659B2 (ja) * | 2015-05-18 | 2020-01-15 | 株式会社神戸製鋼所 | 表面処理アルミニウム材及びその製造方法、並びに複合成形体及びその製造方法 |
| WO2017185218A1 (zh) * | 2016-04-25 | 2017-11-02 | 苏州大学张家港工业技术研究院 | 一种亲水性聚己内酯薄膜的制备方法 |
| FR3096684B1 (fr) * | 2019-05-29 | 2022-03-04 | Arkema France | Copolymère à blocs à résistance améliorée au sébum |
| CN110452373B (zh) * | 2019-07-23 | 2021-08-20 | 福建百宏高新材料实业有限公司 | 一种环保聚酯热封膜的生产方法 |
| CN115243892B (zh) * | 2020-03-30 | 2024-05-24 | 东洋纺株式会社 | 双轴拉伸聚酰胺膜 |
| JP7648504B2 (ja) * | 2021-10-21 | 2025-03-18 | 株式会社東海理化電機製作所 | 射出成形方法及び成形用樹脂組成物 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1495832A1 (de) * | 1963-09-10 | 1972-04-06 | Firestone Tire & Rubber Co | Polyamid-Polyester-Blockmischpolymerisate |
| GB1140463A (en) * | 1965-07-02 | 1969-01-22 | Ici Ltd | Block polyester polyamides |
| US3849514A (en) * | 1967-11-17 | 1974-11-19 | Eastman Kodak Co | Block polyester-polyamide copolymers |
| US3650999A (en) * | 1970-06-15 | 1972-03-21 | Monsanto Co | Poly(ester-amide) block copolymer hot melt adhesives |
| GB1360996A (en) * | 1970-06-15 | 1974-07-24 | Hitachi Ltd | Semiconductor device and method for manufacture |
| US4129715A (en) * | 1977-06-03 | 1978-12-12 | The Upjohn Company | Polyester amides suitable for injection molding |
| EP0042008B1 (en) * | 1979-12-21 | 1986-04-09 | Toray Industries, Inc. | Polyester amides and adhesives therefrom |
| US4417031A (en) * | 1982-01-07 | 1983-11-22 | Allied Corporation | Process for preparing graft and block copolymers |
| CA1236242A (en) * | 1982-12-01 | 1988-05-03 | Richard L. Mcconnell | Copolyester adhesive blends |
| JPS6110411A (ja) * | 1984-06-19 | 1986-01-17 | Daicel Chem Ind Ltd | 樹脂組成物 |
| DE3435053A1 (de) * | 1984-09-25 | 1986-04-03 | Hüls AG, 4370 Marl | Verwendung von blockcopolyesteramiden als textilschmelzkleber |
| DE4108874A1 (de) * | 1991-03-19 | 1992-09-24 | Atochem Deutschland Gmbh | Polyetheresteramide, verfahren zu ihrer herstellung und deren verwendung |
| DE4444948C2 (de) * | 1994-12-16 | 2000-02-24 | Inventa Ag | Teilkristalline Block-Copolyesterpolyamide und Verwendung |
-
1996
- 1996-10-18 DE DE19643143A patent/DE19643143C2/de not_active Expired - Fee Related
-
1997
- 1997-10-14 IN IN604BO1997 patent/IN189096B/en unknown
- 1997-10-17 DE DE59702341T patent/DE59702341D1/de not_active Expired - Fee Related
- 1997-10-17 US US08/954,344 patent/US5932686A/en not_active Expired - Lifetime
- 1997-10-17 KR KR1019970053198A patent/KR100311964B1/ko not_active Expired - Fee Related
- 1997-10-17 EP EP97118071A patent/EP0837088B1/de not_active Expired - Lifetime
- 1997-10-17 JP JP32192097A patent/JP3425857B2/ja not_active Expired - Fee Related
- 1997-10-17 ES ES97118071T patent/ES2151702T3/es not_active Expired - Lifetime
- 1997-10-17 BR BR9705084A patent/BR9705084A/pt not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| EP0837088B1 (de) | 2000-09-13 |
| DE59702341D1 (de) | 2000-10-19 |
| EP0837088A1 (de) | 1998-04-22 |
| DE19643143A1 (de) | 1998-04-23 |
| ES2151702T3 (es) | 2001-01-01 |
| IN189096B (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 2002-12-14 |
| JPH10226777A (ja) | 1998-08-25 |
| US5932686A (en) | 1999-08-03 |
| DE19643143C2 (de) | 2002-06-20 |
| BR9705084A (pt) | 1999-07-06 |
| KR100311964B1 (ko) | 2002-04-24 |
| KR19980032914A (ko) | 1998-07-25 |
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