JP5747037B2 - 加水分解安定性ポリアミド - Google Patents
加水分解安定性ポリアミド Download PDFInfo
- Publication number
- JP5747037B2 JP5747037B2 JP2012529196A JP2012529196A JP5747037B2 JP 5747037 B2 JP5747037 B2 JP 5747037B2 JP 2012529196 A JP2012529196 A JP 2012529196A JP 2012529196 A JP2012529196 A JP 2012529196A JP 5747037 B2 JP5747037 B2 JP 5747037B2
- Authority
- JP
- Japan
- Prior art keywords
- polyamide
- use according
- diamine
- mol
- aliphatic
- 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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- 229920002647 polyamide Polymers 0.000 title claims abstract description 66
- 239000004952 Polyamide Substances 0.000 title claims abstract description 62
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 32
- 239000000194 fatty acid Substances 0.000 claims abstract description 32
- 229930195729 fatty acid Natural products 0.000 claims abstract description 32
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 32
- 239000000539 dimer Substances 0.000 claims abstract description 25
- 150000004985 diamines Chemical class 0.000 claims abstract description 24
- 150000001412 amines Chemical class 0.000 claims abstract description 22
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 17
- 238000001746 injection moulding Methods 0.000 claims abstract description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 9
- 229920000570 polyether Polymers 0.000 claims abstract description 9
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims abstract description 7
- 125000003277 amino group Chemical group 0.000 claims abstract description 6
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 4
- 239000000203 mixture Substances 0.000 claims description 22
- -1 aliphatic dicarboxylic acids Chemical class 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 239000000049 pigment Substances 0.000 claims description 6
- 239000003963 antioxidant agent Substances 0.000 claims description 4
- 239000000155 melt Substances 0.000 claims description 3
- 150000002763 monocarboxylic acids Chemical class 0.000 claims description 3
- 239000003381 stabilizer Substances 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 238000007654 immersion Methods 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract description 7
- 239000012778 molding material Substances 0.000 description 14
- 229920000642 polymer Polymers 0.000 description 11
- 239000004831 Hot glue Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 7
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 6
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 6
- 239000000945 filler Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000007062 hydrolysis Effects 0.000 description 3
- 238000006460 hydrolysis reaction Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 229920001451 polypropylene glycol Polymers 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000002723 alicyclic group Chemical group 0.000 description 2
- 125000005263 alkylenediamine group Chemical group 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 238000006482 condensation reaction Methods 0.000 description 2
- 238000006471 dimerization reaction Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- WLJVNTCWHIRURA-UHFFFAOYSA-N pimelic acid Chemical compound OC(=O)CCCCCC(O)=O WLJVNTCWHIRURA-UHFFFAOYSA-N 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- TYFQFVWCELRYAO-UHFFFAOYSA-N suberic acid Chemical compound OC(=O)CCCCCCC(O)=O TYFQFVWCELRYAO-UHFFFAOYSA-N 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000013638 trimer Substances 0.000 description 2
- LWBHHRRTOZQPDM-UHFFFAOYSA-N undecanedioic acid Chemical compound OC(=O)CCCCCCCCCC(O)=O LWBHHRRTOZQPDM-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 1
- SWRRWODUBVHJBC-UHFFFAOYSA-N 1-(2-piperidin-1-ylpropan-2-yl)piperidine Chemical compound N1(CCCCC1)C(C)(C)N1CCCCC1 SWRRWODUBVHJBC-UHFFFAOYSA-N 0.000 description 1
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- GUOSQNAUYHMCRU-UHFFFAOYSA-N 11-Aminoundecanoic acid Chemical compound NCCCCCCCCCCC(O)=O GUOSQNAUYHMCRU-UHFFFAOYSA-N 0.000 description 1
- QFGCFKJIPBRJGM-UHFFFAOYSA-N 12-[(2-methylpropan-2-yl)oxy]-12-oxododecanoic acid Chemical compound CC(C)(C)OC(=O)CCCCCCCCCCC(O)=O QFGCFKJIPBRJGM-UHFFFAOYSA-N 0.000 description 1
- DDHUNHGZUHZNKB-UHFFFAOYSA-N 2,2-dimethylpropane-1,3-diamine Chemical compound NCC(C)(C)CN DDHUNHGZUHZNKB-UHFFFAOYSA-N 0.000 description 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 description 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical class OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000005700 Putrescine Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 1
- XZAHJRZBUWYCBM-UHFFFAOYSA-N [1-(aminomethyl)cyclohexyl]methanamine Chemical compound NCC1(CN)CCCCC1 XZAHJRZBUWYCBM-UHFFFAOYSA-N 0.000 description 1
- FDLQZKYLHJJBHD-UHFFFAOYSA-N [3-(aminomethyl)phenyl]methanamine Chemical compound NCC1=CC=CC(CN)=C1 FDLQZKYLHJJBHD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 238000004026 adhesive bonding Methods 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 description 1
- 235000020661 alpha-linolenic acid Nutrition 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- XMSVKICKONKVNM-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3,4-diamine Chemical compound C1CC2(N)C(N)CC1C2 XMSVKICKONKVNM-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- LQQCGEGRINLHDP-UHFFFAOYSA-N carboxyphosphoric acid Chemical compound OC(=O)OP(O)(O)=O LQQCGEGRINLHDP-UHFFFAOYSA-N 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- VKIRRGRTJUUZHS-UHFFFAOYSA-N cyclohexane-1,4-diamine Chemical compound NC1CCC(N)CC1 VKIRRGRTJUUZHS-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000012971 dimethylpiperazine Substances 0.000 description 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- NWOJEYNEKIVOOF-UHFFFAOYSA-N hexane-2,2-diamine Chemical compound CCCCC(C)(N)N NWOJEYNEKIVOOF-UHFFFAOYSA-N 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- GKQPCPXONLDCMU-CCEZHUSRSA-N lacidipine Chemical compound CCOC(=O)C1=C(C)NC(C)=C(C(=O)OCC)C1C1=CC=CC=C1\C=C\C(=O)OC(C)(C)C GKQPCPXONLDCMU-CCEZHUSRSA-N 0.000 description 1
- 229960004488 linolenic acid Drugs 0.000 description 1
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- MPNNLQOFVXHXOU-UHFFFAOYSA-N n",n"-dipropylmethanetriamine Chemical compound CCCN(C(N)N)CCC MPNNLQOFVXHXOU-UHFFFAOYSA-N 0.000 description 1
- ZETYUTMSJWMKNQ-UHFFFAOYSA-N n,n',n'-trimethylhexane-1,6-diamine Chemical compound CNCCCCCCN(C)C ZETYUTMSJWMKNQ-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 238000006384 oligomerization reaction Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- WTSXICLFTPPDTL-UHFFFAOYSA-N pentane-1,3-diamine Chemical compound CCC(N)CCN WTSXICLFTPPDTL-UHFFFAOYSA-N 0.000 description 1
- 238000012667 polymer degradation Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000909 polytetrahydrofuran Polymers 0.000 description 1
- 238000003672 processing method Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000001721 transfer moulding Methods 0.000 description 1
Classifications
-
- 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
-
- 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/265—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids from at least two different diamines or at least two different dicarboxylic acids
-
- 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
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
- C08G69/34—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids using polymerised unsaturated fatty acids
-
- 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
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- 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
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/20—Compounding polymers with additives, e.g. colouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/06—Polyamides derived from polyamines and polycarboxylic acids
- C08L77/08—Polyamides derived from polyamines and polycarboxylic acids from polyamines and polymerised unsaturated fatty acids
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyamides (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Description
50〜98モル%のダイマーまたはポリマー脂肪酸、
2〜50モル%のC6〜C24脂肪族または脂環式ジカルボン酸、
0〜10モル%のC12〜C18モノカルボン酸、
(合計100モル%となる)、および
100〜60モル%の脂肪族および/または脂環式ジアミン、
0〜40モル%ポリオキシアルキレンジアミン
(合計100モル%となる)。
ここでは、カルボキシ当量よりわずかに過剰のアミノ当量であるべきである。
50〜75モル%のダイマー脂肪酸、
25〜50モル%の、炭素数6〜24、特に10〜18の脂肪族若しくは脂環式ジカルボン酸、
0〜10モル%モノカルボン酸
(合計100モル%になる)からなるカルボン酸から構成されるポリアミドを使用する。
(a)結合すべき任意の部品を挿入した後、金型を閉じる。
(b)溶融成形材料を、0.5〜50barまでの圧力で、必要に応じて保持圧力をかけて金型へ射出する。
(c)成形材料を放置し、冷却により凝固させる。
(d)金型を開く。
(e)射出成形部品を金型から取り出す。
本発明の好ましい態様は、以下を包含する。
〔1〕少なくとも1種のダイマー脂肪酸、少なくとも1種の炭素数6〜24の脂肪族ジカルボン酸、ならびに脂肪族、脂環式および/またはポリエーテルジアミンの反応生成物に基づくポリアミドの使用であって、アミン基が主に末端位に含まれて、ポリアミドが2〜20mgKOH/gのアミン価を有するようにアミン成分の量を選択する、低圧射出成形法における成形部品の製造のための使用。
〔2〕ポリアミドが50〜98モル%のダイマー脂肪酸、2〜50モル%のC 6 〜C 24 脂肪族ジカルボン酸、0〜10モル%のC 14 〜C 22 モノカルボン酸、0〜40モル%のポリエーテルジアミンおよび60〜100モル%の脂肪族および/または脂環式ジアミンを含んでなる上記〔1〕に記載の使用。
〔3〕アミン成分が脂肪族ジアミンと脂環式ジアミンの混合物を含んでなる上記〔1〕または〔2〕に記載の使用。
〔4〕C 2 〜C 20 ジアミンを脂肪族アミンとして使用する上記〔1〕〜〔3〕のいずれかに記載の使用。
〔5〕ポリアミドが少なくとも2モル%のポリエーテルアミン、特にポリプロピルグリコールおよび/またはp−テトラヒドロフランに基づくポリエーテルアミンを含んでなる上記〔3〕または〔4〕に記載の使用。
〔6〕ポリアミドの重量平均分子量(Mw)が10000〜200000g/モル、特に20000〜120000g/モルである上記〔1〕〜〔5〕のいずれかに記載の使用。
〔7〕180〜240℃で測定した溶融粘度が300〜50000mPasである上記〔1〕〜〔6〕のいずれかに記載の使用。
〔8〕ポリアミドが150℃を越える軟化点を有する上記〔7〕に記載の使用。
〔9〕水に浸した場合にポリアミドが加水分解的に安定である上記〔1〕〜〔8〕のいずれかに記載の使用。
〔10〕浸水前後での引張強度の変化が20%未満である上記〔9〕に記載の使用。
〔11〕組成物がポリアミド、ならびに、付加成分として顔料、安定化剤および酸化防止剤、特に5重量%未満の顔料からなる上記〔1〕〜〔10〕のいずれかに記載の使用。
〔12〕低圧射出成形法において、必要に応じてインサートと併用する上記〔1〕〜〔10〕のいずれかに記載の使用。
62.46モル%のダイマー脂肪酸、37.54モル%のセバシン酸、10.23モル%のJeffamine D 2000、48.98モル%のピペラジンおよび40.79モル%のエチレンジアミンから、それ自体既知の方法により、反応水の除去による縮合反応によりポリアミドを調製した。
同様に、62.10モル%のダイマー脂肪酸、37.90モル%のセバシン酸、9.54モル%のJeffamine D 2000、50.95モル%のピペラジンおよび39.51モル%のエチレンジアミンから、それ自体既知の方法により、反応水の除去による縮合反応によりポリアミドを調製した。
Claims (11)
- 少なくとも1種のダイマー脂肪酸、少なくとも1種の炭素数6〜24の脂肪族ジカルボン酸、ならびに脂肪族、脂環式および/またはポリエーテルジアミンの反応生成物に基づくポリアミドの使用であって、アミン基が主に末端位に含まれて、ポリアミドが2〜20mgKOH/gのアミン価を有するようにアミン成分の量を選択し、180〜240℃で測定したポリアミドの溶融粘度が500〜5000mPasである、低圧射出成形法における成形部品の製造のための使用。
- ポリアミドが50〜98モル%のダイマー脂肪酸、2〜50モル%のC6〜C24脂肪族ジカルボン酸、0〜10モル%のC14〜C22モノカルボン酸、0〜40モル%のポリエーテルジアミンおよび60〜100モル%の脂肪族および/または脂環式ジアミンを含んでなる請求項1に記載の使用。
- アミン成分が脂肪族ジアミンと脂環式ジアミンの混合物を含んでなる請求項1または2に記載の使用。
- C2〜C20ジアミンを脂肪族アミンとして使用する請求項1〜3のいずれかに記載の使用。
- ポリアミドが少なくとも2モル%のポリエーテルアミンを含んでなる請求項3または4に記載の使用。
- ポリアミドの重量平均分子量(Mw)が10000〜200000g/モルである請求項1〜5のいずれかに記載の使用。
- ポリアミドが150℃を越える軟化点を有する請求項1〜6のいずれかに記載の使用。
- 水に浸した場合にポリアミドが加水分解的に安定である請求項1〜7のいずれかに記載の使用。
- 浸水前後での引張強度の変化が20%未満である請求項8に記載の使用。
- 組成物がポリアミド、ならびに、付加成分として顔料、安定化剤および酸化防止剤からなる請求項1〜9のいずれかに記載の使用。
- 低圧射出成形法において、インサートと併用する請求項1〜9のいずれかに記載の使用。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP09170635A EP2298830B1 (de) | 2009-09-18 | 2009-09-18 | Hydrolysestabile Polyamide |
EP09170635.8 | 2009-09-18 | ||
PCT/EP2010/062621 WO2011032822A1 (de) | 2009-09-18 | 2010-08-30 | Hydrolysestabile polyamide |
Publications (2)
Publication Number | Publication Date |
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JP2013505307A JP2013505307A (ja) | 2013-02-14 |
JP5747037B2 true JP5747037B2 (ja) | 2015-07-08 |
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JP2012529196A Active JP5747037B2 (ja) | 2009-09-18 | 2010-08-30 | 加水分解安定性ポリアミド |
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US (1) | US20120175817A1 (ja) |
EP (1) | EP2298830B1 (ja) |
JP (1) | JP5747037B2 (ja) |
KR (1) | KR101755735B1 (ja) |
CN (1) | CN102639600B (ja) |
AT (1) | ATE532813T1 (ja) |
AU (1) | AU2010294743B2 (ja) |
BR (1) | BR112012005955A2 (ja) |
CA (1) | CA2774321A1 (ja) |
ES (1) | ES2375822T3 (ja) |
WO (1) | WO2011032822A1 (ja) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
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CN102492135A (zh) * | 2011-11-30 | 2012-06-13 | 上海天洋热熔胶有限公司 | 一种二聚酸型聚酰胺热熔胶的合成方法 |
US9315625B2 (en) | 2012-05-25 | 2016-04-19 | Dsm Ip Assets B.V. | Melt-processable polyamide with high melting temperature |
JP6420581B2 (ja) * | 2014-07-15 | 2018-11-07 | 住友電気工業株式会社 | 高流動ポリアミド樹脂 |
EP3369761B1 (de) * | 2017-03-03 | 2022-06-01 | Ems-Chemie Ag | Copolyamide enthaltend dimere fettsäure als monomer |
EP3369760B1 (de) | 2017-03-03 | 2023-05-10 | Ems-Chemie Ag | Mikrowellenbeständige formkörper |
FR3109385B1 (fr) | 2020-04-17 | 2022-12-16 | Arkema France | Adhésif thermofusible résistant aux fluides automobiles |
FR3109384B1 (fr) | 2020-04-17 | 2023-09-01 | Arkema France | Adhésif thermofusible résistant aux fluides automobiles |
FR3109386B1 (fr) | 2020-04-17 | 2022-12-16 | Arkema France | Adhésif thermofusible résistant aux fluides automobiles |
FR3114815B1 (fr) | 2020-10-07 | 2023-04-28 | Bostik Sa | Composition polyamide |
FR3125534A1 (fr) * | 2021-07-22 | 2023-01-27 | Bostik Sa | Composition polyamide |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
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DE3531941A1 (de) * | 1985-09-07 | 1987-03-12 | Henkel Kgaa | Polyamidharze |
DE3723941A1 (de) * | 1987-07-20 | 1989-02-02 | Henkel Kgaa | Neue polyamide aus dimerisierten fettsaeuren und polyetherharnstoffdiaminen sowie deren verwendung als klebstoffe |
KR960704978A (ko) * | 1993-09-28 | 1996-10-09 | 메리 베스 엘리어트 | 폴리아미드 수지를 함유하는 경화성 접착제 조성물(Curable Adhesive Compositions Containing Polyamide Resins) |
DE4408277A1 (de) | 1994-03-11 | 1995-09-14 | Henkel Kgaa | Polyamid-Schmelzklebstoff |
EP0965627A1 (en) | 1998-06-16 | 1999-12-22 | Henkel Kommanditgesellschaft auf Aktien | Long open time hotmelts based on polyamides |
DE19848712A1 (de) | 1998-10-22 | 2000-04-27 | Henkel Kgaa | Komponentenschicht für Smart Cards aus Schmelzklebstoffen |
EP1013694A1 (en) * | 1998-12-21 | 2000-06-28 | Henkel Kommanditgesellschaft auf Aktien | Hotmelt adhesives based on polyamides |
JP2002080814A (ja) * | 2000-09-08 | 2002-03-22 | Harima Chem Inc | ホットメルトポリアミド接着剤 |
US7160979B2 (en) | 2003-11-24 | 2007-01-09 | Henkel Corporation | Polyamides |
JP2005263189A (ja) * | 2004-03-18 | 2005-09-29 | Bunka Jidosha Kogyo Kk | 自動車の外気温度検出センサ部材 |
JP2010511082A (ja) | 2006-11-29 | 2010-04-08 | ヘンケル・アクチェンゲゼルシャフト・ウント・コムパニー・コマンディットゲゼルシャフト・アウフ・アクチェン | ホットメルト接着剤からの成形品 |
EP2235089A4 (en) * | 2008-01-21 | 2013-07-17 | Henkel Corp | POLYAMIDE |
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2009
- 2009-09-18 EP EP09170635A patent/EP2298830B1/de active Active
- 2009-09-18 ES ES09170635T patent/ES2375822T3/es active Active
- 2009-09-18 AT AT09170635T patent/ATE532813T1/de active
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2010
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- 2010-08-30 CN CN201080041015.2A patent/CN102639600B/zh active Active
- 2010-08-30 WO PCT/EP2010/062621 patent/WO2011032822A1/de active Application Filing
- 2010-08-30 AU AU2010294743A patent/AU2010294743B2/en not_active Ceased
- 2010-08-30 KR KR1020127006900A patent/KR101755735B1/ko active IP Right Grant
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Also Published As
Publication number | Publication date |
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CN102639600B (zh) | 2014-04-23 |
ES2375822T3 (es) | 2012-03-06 |
WO2011032822A1 (de) | 2011-03-24 |
CA2774321A1 (en) | 2011-03-24 |
US20120175817A1 (en) | 2012-07-12 |
CN102639600A (zh) | 2012-08-15 |
EP2298830B1 (de) | 2011-11-09 |
EP2298830A1 (de) | 2011-03-23 |
KR101755735B1 (ko) | 2017-07-07 |
JP2013505307A (ja) | 2013-02-14 |
ATE532813T1 (de) | 2011-11-15 |
KR20120066638A (ko) | 2012-06-22 |
AU2010294743B2 (en) | 2015-03-26 |
AU2010294743A1 (en) | 2012-04-12 |
BR112012005955A2 (pt) | 2016-03-15 |
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