JP2015522675A - 注型ポリアミドを製造するための触媒、それらを製造するためのプロセス、およびそれらの使用 - Google Patents
注型ポリアミドを製造するための触媒、それらを製造するためのプロセス、およびそれらの使用 Download PDFInfo
- Publication number
- JP2015522675A JP2015522675A JP2015518947A JP2015518947A JP2015522675A JP 2015522675 A JP2015522675 A JP 2015522675A JP 2015518947 A JP2015518947 A JP 2015518947A JP 2015518947 A JP2015518947 A JP 2015518947A JP 2015522675 A JP2015522675 A JP 2015522675A
- Authority
- JP
- Japan
- Prior art keywords
- composition according
- lactam
- ester
- heteroatom
- aminocapronate
- 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.)
- Granted
Links
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- 229920002647 polyamide Polymers 0.000 title claims abstract description 28
- 238000000034 method Methods 0.000 title claims abstract description 25
- 239000003054 catalyst Substances 0.000 title claims abstract description 20
- 239000000203 mixture Substances 0.000 claims description 39
- 150000003951 lactams Chemical class 0.000 claims description 34
- -1 organic acid salt Chemical class 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 239000012190 activator Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 16
- 125000005842 heteroatom Chemical group 0.000 claims description 15
- 150000002148 esters Chemical class 0.000 claims description 12
- 150000007524 organic acids Chemical group 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 239000000654 additive Substances 0.000 claims description 11
- 150000001340 alkali metals Chemical class 0.000 claims description 11
- 229910052783 alkali metal Inorganic materials 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 7
- AKRJQFGOFJIQMW-UHFFFAOYSA-M NC(C(=O)[O-])CCCC.[Na+] Chemical compound NC(C(=O)[O-])CCCC.[Na+] AKRJQFGOFJIQMW-UHFFFAOYSA-M 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
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- 150000001342 alkaline earth metals Chemical class 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- FXWXBAZWPVUWNE-UHFFFAOYSA-N amino dodecanoate Chemical compound CCCCCCCCCCCC(=O)ON FXWXBAZWPVUWNE-UHFFFAOYSA-N 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
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- LRQKBLKVPFOOQJ-UHFFFAOYSA-N 2-aminohexanoic acid Chemical compound CCCCC(N)C(O)=O LRQKBLKVPFOOQJ-UHFFFAOYSA-N 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- WWNJVAVKXSFZSH-UHFFFAOYSA-M NC(C(=O)[O-])CCCC.[K+] Chemical compound NC(C(=O)[O-])CCCC.[K+] WWNJVAVKXSFZSH-UHFFFAOYSA-M 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
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- 125000002947 alkylene group Chemical group 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
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- 125000004494 ethyl ester group Chemical group 0.000 claims description 2
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- FTTQWKUCHHSQQX-UHFFFAOYSA-L magnesium 2-aminohexanoate Chemical compound NC(C(=O)[O-])CCCC.[Mg+2].NC(C(=O)[O-])CCCC FTTQWKUCHHSQQX-UHFFFAOYSA-L 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
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- 125000005907 alkyl ester group Chemical group 0.000 claims 1
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims 1
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- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 5
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- 125000001931 aliphatic group Chemical group 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
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- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 4
- 239000000155 melt Substances 0.000 description 4
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- NNOZGCICXAYKLW-UHFFFAOYSA-N 1,2-bis(2-isocyanatopropan-2-yl)benzene Chemical compound O=C=NC(C)(C)C1=CC=CC=C1C(C)(C)N=C=O NNOZGCICXAYKLW-UHFFFAOYSA-N 0.000 description 3
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 description 3
- 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 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
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- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 description 2
- FYVQENRFCLKKJP-UHFFFAOYSA-N 3-heptyl-1,2-bis(4-isocyanatononyl)-4-pentylcyclohexane Chemical compound CCCCCCCC1C(CCCCC)CCC(CCCC(CCCCC)N=C=O)C1CCCC(CCCCC)N=C=O FYVQENRFCLKKJP-UHFFFAOYSA-N 0.000 description 2
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- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- NJLLQSBAHIKGKF-UHFFFAOYSA-N dipotassium dioxido(oxo)titanium Chemical compound [K+].[K+].[O-][Ti]([O-])=O NJLLQSBAHIKGKF-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 229910021389 graphene Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229920005669 high impact polystyrene Polymers 0.000 description 1
- 239000004797 high-impact polystyrene Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000012693 lactam polymerization Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 description 1
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- HNHVTXYLRVGMHD-UHFFFAOYSA-N n-butyl isocyanate Chemical compound CCCCN=C=O HNHVTXYLRVGMHD-UHFFFAOYSA-N 0.000 description 1
- 239000002667 nucleating agent Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- GWLJTAJEHRYMCA-UHFFFAOYSA-N phospholane Chemical class C1CCPC1 GWLJTAJEHRYMCA-UHFFFAOYSA-N 0.000 description 1
- 150000003018 phosphorus compounds Chemical class 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 229920003208 poly(ethylene sulfide) Polymers 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000006077 pvc stabilizer Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000011144 upstream manufacturing Methods 0.000 description 1
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 239000002025 wood fiber Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/14—Lactams
- C08G69/16—Preparatory processes
- C08G69/18—Anionic polymerisation
- C08G69/20—Anionic polymerisation characterised by the catalysts used
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/08—Heat treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/26—1,4 - Benzenedicarboxylic acid
- C07C63/28—Salts thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D201/00—Preparation, separation, purification or stabilisation of unsubstituted lactams
- C07D201/14—Preparation of salts or adducts of lactams
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/0204—Polyarylenethioethers
- C08G75/025—Preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L79/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen or carbon only, not provided for in groups C08L61/00 - C08L77/00
- C08L79/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
- C08L79/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Polyamides (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Catalysts (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
a)少なくとも1種のラクタメート、および
b)少なくとも1種の、ヘテロ原子によって置換された有機酸の塩および/またはエステル、および任意選択で、
c)少なくとも1種のラクタム。
R1、R2およびR3が同一であるのが好ましい]の化合物である。
RIV、RVおよびRVIが同一であるのが好ましい]の化合物である。
R’’’は、1〜20個の炭素原子を有するアルキル基と定義される]の化合物である。
R11−(−N=C=N−R12−)m−R13 (VIII)
[式中、
mは、1〜500の整数であり、
R12は、C1〜C18−アルキレン、C5〜C18−シクロアルキレン、アリーレンおよび/またはC7〜C18−アラルキレンであり、
R11は、R12−NCO、R12−NHCONHR9、R12−NHCONR9R7、またはR12−NHCOOR8であり、
R13は、−NCO、−NHCONHR9、−NHCONR9R7、または−NHCOOR8を表すが、
ここで、R11において、R9およびR7は、同一であるか、または異なっていて、それぞれ独立して、C1〜C6−アルキル、C6〜C10−シクロアルキル、またはC7〜C18−アラルキル基であり、R8は、R11の定義の一つを有しているか、または、ポリエステル基またはポリアミド基または−(CH2)h−O−[(CH2)k−O]g−R10であり、
h=1〜3、k=1〜3、g=0〜12であり、ここで
R10は、HまたはC1〜C4−アルキルと定義される]の化合物である。
0.1〜3重量%、好ましくは0.2〜1.5重量%の本発明の組成物と、0.1〜2重量%、好ましくは0.5〜1重量%の活性化剤。
0.1〜5重量%、好ましくは0.5〜4重量%、より好ましくは1.5〜2.5重量%のナトリウム アミノカプロネートを含む、好ましくは18〜20重量%のカプロラクタム溶液としてのナトリウム ラクタメートa)を含む、0.1〜3重量%の本発明の組成物、および
活性化剤としての、カプロラクタムでブロックされたヘキサメチレン1,6−ジイソシアネートを伴うヘキサメチレン1,6−ジイソシアネート、p=6である式(V)のビウレット、および/または2,4−ジイソシアナトトルエンをベースとするウレトジオンの群から選択される0.1〜2重量%の少なくとも1種の典型的化合物。
反応剤:
乾燥カプロラクタム(EP>69℃)(Lanxess Deutschland GmbH製)、
活性化剤、ヘキサメチレン1,6−ジイソシアネート(HDI)ビウレット、N−エチルピロリドン中70%(Rhein Chemie Rheinau GmbHから市販)
カプロラクタムの中に約18%のナトリウム カプロラクタメートおよび2.0%のナトリウム アミノカプロネートを含む、触媒(A)としての本発明の組成物
カプロラクタムの中に18%のナトリウム カプロラクタメートを含む、触媒(B)としての従来技術における組成物(比較例)
以下のものからなる、溶融物を調製するために使用した装置:
・2個の三口フラスコ(500mL)、オイルバス中で加熱
・2個の精密ガラススターラー、スリーブ付き
・2個のガスキャップ、1個はねじ付き、1個はねじなし
・1台の真空ポンプ、コールドトラップおよびマノメータ付き。
・Testo 175−T3温度測定装置(IRシリアルインターフェース付き)
・熱電対、硬化させたサンプル内に残す
・600mLビーカー(高成形型)、および
・ビーカーのためのヒーター(金属ブロック、オイルバス)。
フラスコAには、196.8gのカプロラクタムおよび3.2gの活性化剤、フラスコB1/2には、192gのカプロラクタムおよび8gの触媒(A)または(B)を仕込んだ。
Claims (14)
- 組成物であって、
a)少なくとも1種のラクタメート、および
b)少なくとも1種の、ヘテロ原子によって置換された有機酸の塩および/またはエステル、および任意選択で、
c)単一のラクタムまたは2種以上のラクタムの混合物、
を含む組成物。 - 前記ラクタメートが、アルカリ金属のアルミノジラクタメートならびにアルカリ金属および/またはアルカリ土類金属のラクタメートの群から選択される少なくとも1種の化合物であることを特徴とする、請求項1に記載の組成物。
- 前記エステルb)が、アルキルエステル、好ましくはメチルエステルおよび/またはエチルエステルを含むことを特徴とする、請求項1または2に記載の組成物。
- ヘテロ原子により、好ましくはアミノ基により置換された前記有機酸の塩b)が、1〜12個の炭素原子、好ましくは4〜6個の炭素原子を有することを特徴とする、請求項1または2に記載の組成物。
- 前記ヘテロ原子が、窒素、硫黄、リン、好ましくは窒素、ならびに/またはハライド、好ましくは塩素および/もしくは臭素であることを特徴とする、請求項1〜4のいずれか一項に記載の組成物。
- ヘテロ原子によって置換された前記有機酸の塩および/またはエステルb)が、アミノカプロネートおよび/またはアミノラウレート、好ましくはアルカリ金属および/またはアルカリ土類金属のアミノカプロネートおよび/またはアミノラウレート、より好ましくはナトリウム アミノカプロネート、カリウム アミノカプロネートおよび/またはマグネシウム アミノカプロネートを含むことを特徴とする、請求項5に記載の組成物。
- 構成成分a)とb)とが、3:1〜50:1、好ましくは5:1〜40:1、より好ましくは9:1の比率で存在し、ラクタムc)の割合が、構成成分a)およびb)を基準にして、好ましくは0〜99重量%、より好ましくは50〜85重量%であることを特徴とする、請求項1〜7のいずれか一項に記載の組成物。
- ラクタムc)に相当するかまたはそれとは異なっていてもよい少なくとも1種のラクタムを、ヘテロ原子によって置換された有機酸の少なくとも1種の塩および/またはエステルb)の存在下に、アルカリ金属またはアルカリ土類金属のアルコキシドと反応させ、それに続けてかまたはそれと同時に、生成した前記アルコールを蒸留によって除去し、次いで任意選択でさらなるラクタムc)を添加することにより、前記ラクタメートa)を調製することを特徴とする、請求項1〜8のいずれか一項に記載の組成物を調製するための方法。
- ヘテロ原子によって置換された前記有機酸の塩および/またはエステルを、a)および任意選択でc)に対して、酸、水および/またはアルカリ金属および/またはアルカリ土類金属の水酸化物を添加することによって、インサイチューで調製することを特徴とする、請求項9に記載の組成物を調製するための方法。
- ラクタムを、請求項1〜8のいずれか一項に記載の少なくとも1種の組成物と共に、80〜180℃の温度で、任意選択で活性化剤および/またはさらなる添加剤および助剤の存在下に重合させることによって得ることが可能な、注型ポリアミド。
- ラクタムを、請求項1〜8のいずれか一項に記載の少なくとも1種の組成物と共に、80〜120℃、好ましくは120〜160℃の温度で、活性化剤および任意選択でさらなる添加剤および助剤の存在下に重合させることによって得ることが可能な注型ポリアミドを製造するための方法。
- 注型ポリアミドを製造するための触媒としての、請求項1〜8のいずれか一項に記載の組成物の使用。
- 好ましくは乗用エレベーターのための、ローラー、ならびに機械工学および自動車産業のための容器、ギア、筒状物、棒状物、およびシートのための半製品を製造するための、請求項1〜8のいずれか一項に記載の組成物の使用。
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JP6277575B1 (ja) * | 2017-07-03 | 2018-02-14 | 株式会社二幸技研 | アルカリ重合法によるナイロン製造方法と成型ナイロン |
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US9828128B1 (en) * | 2014-12-17 | 2017-11-28 | X Development Llc | On-demand protective structures for packaging items in a container |
WO2018041642A1 (de) | 2016-09-05 | 2018-03-08 | Basf Se | Verfahren zur herstellung eines polyamids mit kaliumlactamat |
EP3670574A1 (de) | 2018-12-20 | 2020-06-24 | L. Brüggemann GmbH & Co. KG | Verfahren zur herstellung eines katalysatorsystems, katalysatorsystem, und dessen verwendung für die herstellung von gusspolyamid |
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JP2019014862A (ja) * | 2017-07-03 | 2019-01-31 | 株式会社二幸技研 | アルカリ重合法によるナイロン製造方法と成型ナイロン |
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KR20150035804A (ko) | 2015-04-07 |
RU2640589C2 (ru) | 2018-01-10 |
RU2015103811A (ru) | 2016-08-27 |
CN104428345A (zh) | 2015-03-18 |
KR102142733B1 (ko) | 2020-08-07 |
BR112015000163A2 (pt) | 2017-06-27 |
IN2014DN11077A (ja) | 2015-09-25 |
JP6433891B2 (ja) | 2018-12-05 |
ES2689270T3 (es) | 2018-11-13 |
SI2870191T1 (sl) | 2018-12-31 |
BR112015000163B1 (pt) | 2020-07-07 |
CA2878405C (en) | 2020-01-14 |
MX360870B (es) | 2018-11-16 |
MX2014016101A (es) | 2015-07-14 |
WO2014005791A1 (de) | 2014-01-09 |
US20150322204A1 (en) | 2015-11-12 |
CA2878405A1 (en) | 2014-01-09 |
EP2870191A1 (de) | 2015-05-13 |
US9428611B2 (en) | 2016-08-30 |
EP2870191B1 (de) | 2018-08-15 |
PL2870191T3 (pl) | 2019-01-31 |
CN104428345B (zh) | 2018-10-12 |
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