TW200909482A - Polydiorganosiloxane polyamide copolymers having organic soft segments - Google Patents
Polydiorganosiloxane polyamide copolymers having organic soft segments Download PDFInfo
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- TW200909482A TW200909482A TW97122923A TW97122923A TW200909482A TW 200909482 A TW200909482 A TW 200909482A TW 97122923 A TW97122923 A TW 97122923A TW 97122923 A TW97122923 A TW 97122923A TW 200909482 A TW200909482 A TW 200909482A
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- 239000004952 Polyamide Substances 0.000 title abstract description 8
- 229920002647 polyamide Polymers 0.000 title abstract description 8
- 229920001577 copolymer Polymers 0.000 claims abstract description 105
- 238000000034 method Methods 0.000 claims abstract description 104
- -1 polyoxypropylene residue Polymers 0.000 claims description 133
- 125000000217 alkyl group Chemical group 0.000 claims description 126
- 125000003118 aryl group Chemical group 0.000 claims description 122
- 239000000203 mixture Substances 0.000 claims description 99
- 239000002243 precursor Substances 0.000 claims description 90
- 239000000463 material Substances 0.000 claims description 84
- 238000006243 chemical reaction Methods 0.000 claims description 76
- 150000004985 diamines Chemical class 0.000 claims description 65
- 125000004432 carbon atom Chemical group C* 0.000 claims description 56
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 45
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 44
- 125000003545 alkoxy group Chemical group 0.000 claims description 42
- 125000002947 alkylene group Chemical group 0.000 claims description 38
- 239000000853 adhesive Substances 0.000 claims description 35
- 229920005989 resin Polymers 0.000 claims description 35
- 239000011347 resin Substances 0.000 claims description 35
- 230000001070 adhesive effect Effects 0.000 claims description 34
- 239000001257 hydrogen Substances 0.000 claims description 32
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 32
- 239000000758 substrate Substances 0.000 claims description 32
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 31
- 101100294106 Caenorhabditis elegans nhr-3 gene Proteins 0.000 claims description 30
- 125000001188 haloalkyl group Chemical group 0.000 claims description 25
- 229910052757 nitrogen Inorganic materials 0.000 claims description 23
- 238000002156 mixing Methods 0.000 claims description 22
- 229910052799 carbon Inorganic materials 0.000 claims description 21
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
- 125000000623 heterocyclic group Chemical group 0.000 claims description 20
- 238000002360 preparation method Methods 0.000 claims description 15
- 125000003342 alkenyl group Chemical group 0.000 claims description 14
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 14
- 125000005843 halogen group Chemical group 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 claims description 12
- 239000006227 byproduct Substances 0.000 claims description 11
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 10
- 235000006408 oxalic acid Nutrition 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 239000007789 gas Substances 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 7
- 125000000524 functional group Chemical group 0.000 claims description 7
- 238000010923 batch production Methods 0.000 claims description 6
- 239000002131 composite material Substances 0.000 claims description 6
- 238000010924 continuous production Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 150000002923 oximes Chemical class 0.000 claims description 4
- 125000003107 substituted aryl group Chemical group 0.000 claims description 3
- 238000011437 continuous method Methods 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- ZIYVHBGGAOATLY-UHFFFAOYSA-N methylmalonic acid Chemical compound OC(=O)C(C)C(O)=O ZIYVHBGGAOATLY-UHFFFAOYSA-N 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 229920001400 block copolymer Polymers 0.000 abstract description 22
- 229920000768 polyamine Polymers 0.000 description 59
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- 239000002904 solvent Substances 0.000 description 34
- 150000001875 compounds Chemical class 0.000 description 33
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- 150000001412 amines Chemical class 0.000 description 29
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- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 24
- 229920000620 organic polymer Polymers 0.000 description 22
- 238000000576 coating method Methods 0.000 description 21
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- 239000011248 coating agent Substances 0.000 description 18
- 239000001301 oxygen Substances 0.000 description 18
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- 230000008569 process Effects 0.000 description 16
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
- 229920001451 polypropylene glycol Polymers 0.000 description 15
- 239000000376 reactant Substances 0.000 description 15
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- WTFAGPBUAGFMQX-UHFFFAOYSA-N 1-[2-[2-(2-aminopropoxy)propoxy]propoxy]propan-2-amine Chemical compound CC(N)COCC(C)OCC(C)OCC(C)N WTFAGPBUAGFMQX-UHFFFAOYSA-N 0.000 description 13
- 125000003277 amino group Chemical group 0.000 description 13
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 13
- 150000001721 carbon Chemical group 0.000 description 12
- 239000003795 chemical substances by application Substances 0.000 description 11
- 229920001971 elastomer Polymers 0.000 description 11
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 10
- 230000003287 optical effect Effects 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 238000006482 condensation reaction Methods 0.000 description 9
- 239000004205 dimethyl polysiloxane Substances 0.000 description 9
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 9
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 9
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 9
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- 125000004404 heteroalkyl group Chemical group 0.000 description 7
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 7
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- 125000004122 cyclic group Chemical group 0.000 description 6
- 239000013013 elastic material Substances 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
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- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 5
- 239000004698 Polyethylene Substances 0.000 description 5
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
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- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 229920002633 Kraton (polymer) Polymers 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 125000004965 chloroalkyl group Chemical group 0.000 description 4
- 238000010276 construction Methods 0.000 description 4
- WYACBZDAHNBPPB-UHFFFAOYSA-N diethyl oxalate Chemical compound CCOC(=O)C(=O)OCC WYACBZDAHNBPPB-UHFFFAOYSA-N 0.000 description 4
- 125000003709 fluoroalkyl group Chemical group 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
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- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- CXQXSVUQTKDNFP-UHFFFAOYSA-N octamethyltrisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C CXQXSVUQTKDNFP-UHFFFAOYSA-N 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
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- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
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- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
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- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 3
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- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
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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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/452—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences
- C08G77/455—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences containing polyamide, polyesteramide or polyimide sequences
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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
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/54—Nitrogen-containing linkages
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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
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- C08J5/18—Manufacture of films or sheets
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/10—Block- or graft-copolymers containing polysiloxane sequences
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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
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/04—Polysiloxanes
- C09J183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
-
- 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
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/10—Block or graft copolymers containing polysiloxane sequences
-
- 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
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/10—Block or graft copolymers containing polysiloxane sequences
- C09J183/12—Block or graft copolymers containing polysiloxane sequences containing polyether sequences
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- C—CHEMISTRY; METALLURGY
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
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- 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
- Y10T428/14—Layer or component removable to expose adhesive
- Y10T428/1424—Halogen containing compound
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- 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
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- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/14—Layer or component removable to expose adhesive
- Y10T428/1462—Polymer derived from material having at least one acrylic or alkacrylic group or the nitrile or amide derivative thereof [e.g., acrylamide, acrylate ester, etc.]
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- 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
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- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
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- 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]
- Y10T428/31652—Of asbestos
- Y10T428/31663—As siloxane, silicone or silane
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Birds (AREA)
- Materials Engineering (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polyamides (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
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| US7705103B2 (en) * | 2007-06-22 | 2010-04-27 | 3M Innovative Properties Company | Polydiorganosiloxane polyoxamide copolymers |
| US7705101B2 (en) * | 2007-06-22 | 2010-04-27 | 3M Innovative Properties Company | Branched polydiorganosiloxane polyamide copolymers |
| US8063166B2 (en) * | 2007-06-22 | 2011-11-22 | 3M Innovative Properties Company | Polydiorganosiloxane polyamide copolymers having organic soft segments |
| US20080318065A1 (en) * | 2007-06-22 | 2008-12-25 | Sherman Audrey A | Mixtures of polydiorganosiloxane polyamide-containing components and organic polymers |
| US8431671B2 (en) * | 2008-03-26 | 2013-04-30 | 3M Innovative Properties Company | Structured polydiorganosiloxane polyamide containing devices and methods |
| ES2606401T3 (es) * | 2008-12-17 | 2017-03-23 | 3M Innovative Properties Company | Aditivos de procesamiento de polímero basados en silicona termoplástica para aplicaciones de moldeo por inyección |
| JP5770734B2 (ja) * | 2009-09-21 | 2015-08-26 | スリーエム イノベイティブ プロパティズ カンパニー | シリコーンポリオキサミド及びシリコーンポリオキサミド−ヒドラジドコポリマー |
| KR101788345B1 (ko) * | 2009-12-30 | 2017-10-19 | 쓰리엠 이노베이티브 프로퍼티즈 캄파니 | 습기-경화형 실록산-함유 및 플루오로탄소-함유 화합물 및 그로부터 형성되는 중합체 |
| EP2519560B1 (en) | 2009-12-30 | 2017-06-28 | 3M Innovative Properties Company | Copolymers with perfluoropolyether segment and multiple aminooxalylamino groups |
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| US8552124B2 (en) | 2009-12-30 | 2013-10-08 | 3M Innovative Properties Company | Copolymers with perfluoropolyether segment and polydiorganosiloxane segment |
| EP2519563B1 (en) | 2009-12-30 | 2013-11-06 | 3M Innovative Properties Company | Methods of making polydiorganosiloxane polyoxamide copolymers |
| US20110202028A1 (en) * | 2010-02-16 | 2011-08-18 | Carlo Toro | Release sheet material |
| CN103747951B (zh) * | 2011-08-11 | 2016-11-23 | 3M创新有限公司 | 包含聚二有机硅氧烷-聚酰胺的非织造幅材和多组分纤维以及熔喷方法 |
| CN104755542B (zh) | 2012-09-07 | 2017-12-26 | 3M创新有限公司 | 有机硅组合物及相关方法 |
| EP2912083B8 (en) * | 2012-10-29 | 2016-12-14 | 3M Innovative Properties Company | Polydiorganosiloxane polyurethane |
| CN105579494B (zh) * | 2013-09-30 | 2018-04-27 | 3M创新有限公司 | 有机硅-聚醚共聚物、包含其的粘合剂和医用制品及其制备方法 |
| US20160228297A1 (en) * | 2013-10-04 | 2016-08-11 | 3M Innovative Properties Company | Multi-component fibers, nonwoven webs, and articles comprising a polydiorganosiloxane polyamide |
| CN103642048B (zh) * | 2013-12-02 | 2016-04-13 | 浙江科技学院 | 聚酰胺基有机硅热塑性弹性体及其制备方法 |
| EP2886581A1 (en) * | 2013-12-20 | 2015-06-24 | Siegwerk Druckfarben AG & Co. KGaA | Polyamide and its use in a release lacquer |
| EP3086145B1 (en) * | 2013-12-20 | 2018-12-05 | LG Chem, Ltd. | Optical film |
| US10763004B2 (en) | 2014-03-12 | 2020-09-01 | 3M Innovative Properties Company | Conductive polymeric material |
| DE102014104513A1 (de) * | 2014-03-31 | 2015-10-01 | Evonik Degussa Gmbh | Polymerzusammensetzung, Faserverbundhalbzeug und Verfahren zur Herstellung desselben |
| US10487180B2 (en) | 2014-12-08 | 2019-11-26 | 3M Innovative Properties Company | Compounds comprising modified diorganosiloxane polymers |
| US10233285B2 (en) | 2014-12-08 | 2019-03-19 | 3M Innovative Properties Company | Fluorinated silane compounds, compositions, and articles |
| WO2016105986A1 (en) | 2014-12-22 | 2016-06-30 | 3M Innovative Properties Company | Free radically polymerizable siloxanes and siloxane polymers |
| US9673127B2 (en) * | 2015-09-16 | 2017-06-06 | International Business Machines Corporation | Silicone-based thermal interface materials |
| CN108699249B (zh) | 2016-02-24 | 2021-01-12 | 3M创新有限公司 | 用紫外光对硅氧烷聚乙二酰胺共聚物进行改性 |
| JP2019529596A (ja) | 2016-07-28 | 2019-10-17 | スリーエム イノベイティブ プロパティズ カンパニー | セグメント化シリコーンポリアミドブロックコポリマー及びそれを含む物品 |
| WO2018022680A1 (en) * | 2016-07-28 | 2018-02-01 | 3M Innovative Properties Company | Segmented silicone polyamide block copolymers and articles containing the same |
| US10941252B2 (en) | 2016-11-03 | 2021-03-09 | 3M Innovative Properties Company | Silicone copolymers, methods of making, and articles |
| US11492491B2 (en) | 2017-08-28 | 2022-11-08 | 3M Innovative Properties Company | Solid siloxane polymers as delivery agents for siloxane tackifying resins |
| CN111051388B (zh) * | 2017-08-31 | 2022-09-09 | 3M创新有限公司 | 超支化聚二有机硅氧烷-聚乙二酰胺聚合物 |
| EP3700994B1 (en) | 2017-10-26 | 2025-08-13 | 3M Innovative Properties Company | Composition containing a silicone-based adhesive and cellulose nanocrystals, and methods and articles |
| WO2019087099A2 (en) | 2017-11-02 | 2019-05-09 | 3M Innovative Properties Company | Coextruded ribbon for roller surfaces background |
| CN107892897B (zh) * | 2017-12-12 | 2020-11-10 | 苏州铂邦胶业有限公司 | 一种强黏结力硅酮密封胶及其制备方法 |
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| US12060502B2 (en) | 2018-05-25 | 2024-08-13 | 3M Innovative Properties Company | Phase separated articles |
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| US12612492B2 (en) | 2019-12-19 | 2026-04-28 | 3M Innovative Properties Company | Silicone polyoxamide copolymers with amine-based end groups |
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| CN112080248B (zh) * | 2020-09-24 | 2022-05-17 | 中山沃硅化工科技有限公司 | 一种复合阻燃绝缘电子密封胶及其制备方法 |
| US20230323124A1 (en) | 2020-09-30 | 2023-10-12 | 3M Innovative Properties Company | Compositions and Foam Compositions Including Silicone Components, Foam Gaskets, Articles, and Methods |
| CN116390990B (zh) * | 2020-10-13 | 2026-04-03 | 瓦克化学股份公司 | 用草酸聚醚预交联的氨基官能化有机聚硅氧烷的水性分散体 |
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| WO2022213377A1 (en) | 2021-04-09 | 2022-10-13 | Dow Silicones Corporation | Process for preparing a solventless polyorganosiloxane pellet and a waterborne dispersion of a silicone pressure sensitive adhesive base |
| CN113429782B (zh) * | 2021-06-24 | 2022-04-22 | 华峰集团有限公司 | 一种透明聚酰胺树脂及其制备方法 |
| JP7343714B2 (ja) | 2021-07-21 | 2023-09-12 | ダウ グローバル テクノロジーズ エルエルシー | シリコーン感圧接着剤ベースの水性分散液及び分散液の調製及び使用方法 |
| WO2025099507A1 (en) | 2023-11-10 | 2025-05-15 | Solventum Intellectual Properties Company | Method of using a negative pressure wound therapy dressing |
| CN118440316B (zh) * | 2024-05-10 | 2024-11-08 | 江苏盛邦新材股份有限公司 | 一种纺丝级聚对苯二甲酰对苯二胺聚合物及其纤维的制备方法 |
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| US2532011A (en) | 1946-09-07 | 1950-11-28 | Minnesota Mining & Mfg | Liners and adhesive tapes having low adhesion polyvinyl carbamate coatings |
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| US2736721A (en) | 1952-10-08 | 1956-02-28 | Optionally | |
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| BE786656A (fr) | 1971-07-30 | 1973-01-24 | Ici Ltd | Siloxanes |
| US3890269A (en) | 1972-08-11 | 1975-06-17 | Stauffer Chemical Co | Process for preparing aminofunctional polysiloxane polymers |
| US4119615A (en) | 1976-09-24 | 1978-10-10 | Texaco Development Corporation | Thermoplastic adhesive polyoxamide from polyoxypropylene polyamine |
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-
2007
- 2007-06-22 US US11/821,575 patent/US8063166B2/en not_active Expired - Fee Related
-
2008
- 2008-06-06 EP EP08770284.1A patent/EP2167567B1/en not_active Not-in-force
- 2008-06-06 WO PCT/US2008/066047 patent/WO2009002681A1/en not_active Ceased
- 2008-06-06 JP JP2010513321A patent/JP5351148B2/ja not_active Expired - Fee Related
- 2008-06-06 CN CN2008800214821A patent/CN101687998B/zh not_active Expired - Fee Related
- 2008-06-19 TW TW97122923A patent/TW200909482A/zh unknown
-
2011
- 2011-10-05 US US13/253,620 patent/US8361626B2/en not_active Expired - Fee Related
-
2012
- 2012-12-20 US US13/721,370 patent/US8623988B2/en not_active Expired - Fee Related
-
2013
- 2013-12-03 US US14/095,328 patent/US9018331B2/en active Active
-
2015
- 2015-03-23 US US14/665,243 patent/US9290684B2/en not_active Expired - Fee Related
-
2016
- 2016-02-10 US US15/040,598 patent/US9527965B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| US9290684B2 (en) | 2016-03-22 |
| US20120027976A1 (en) | 2012-02-02 |
| US20130109828A1 (en) | 2013-05-02 |
| JP5351148B2 (ja) | 2013-11-27 |
| EP2167567A4 (en) | 2012-03-07 |
| EP2167567B1 (en) | 2014-05-07 |
| US8623988B2 (en) | 2014-01-07 |
| US20150197675A1 (en) | 2015-07-16 |
| JP2010530920A (ja) | 2010-09-16 |
| US20080318058A1 (en) | 2008-12-25 |
| US20140094584A1 (en) | 2014-04-03 |
| EP2167567A1 (en) | 2010-03-31 |
| US9018331B2 (en) | 2015-04-28 |
| US8361626B2 (en) | 2013-01-29 |
| CN101687998A (zh) | 2010-03-31 |
| US9527965B2 (en) | 2016-12-27 |
| CN101687998B (zh) | 2012-11-21 |
| WO2009002681A1 (en) | 2008-12-31 |
| US20160159987A1 (en) | 2016-06-09 |
| US8063166B2 (en) | 2011-11-22 |
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