ES2646537T3 - Método de polimerización mediante la separación de una sustancia gaseosa - Google Patents
Método de polimerización mediante la separación de una sustancia gaseosa Download PDFInfo
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- ES2646537T3 ES2646537T3 ES14729018.3T ES14729018T ES2646537T3 ES 2646537 T3 ES2646537 T3 ES 2646537T3 ES 14729018 T ES14729018 T ES 14729018T ES 2646537 T3 ES2646537 T3 ES 2646537T3
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- 238000000034 method Methods 0.000 title abstract description 3
- 239000000126 substance Substances 0.000 title abstract 3
- 238000006116 polymerization reaction Methods 0.000 title abstract 2
- 229920000642 polymer Polymers 0.000 abstract description 7
- 238000006243 chemical reaction Methods 0.000 abstract 7
- 230000008030 elimination Effects 0.000 abstract 5
- 238000003379 elimination reaction Methods 0.000 abstract 5
- 239000000155 melt Substances 0.000 abstract 4
- 238000000926 separation method Methods 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 238000011437 continuous method Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 11
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 11
- -1 aromatic dicarboxylic acids Chemical class 0.000 description 9
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
- 150000004985 diamines Chemical class 0.000 description 6
- 229920006012 semi-aromatic polyamide Polymers 0.000 description 6
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 2
- 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 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical class C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 2
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-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
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-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
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- SSJXIUAHEKJCMH-PHDIDXHHSA-N (1r,2r)-cyclohexane-1,2-diamine Chemical compound N[C@@H]1CCCC[C@H]1N SSJXIUAHEKJCMH-PHDIDXHHSA-N 0.000 description 1
- QSAWQNUELGIYBC-PHDIDXHHSA-N (1r,2r)-cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@@H]1CCCC[C@H]1C(O)=O QSAWQNUELGIYBC-PHDIDXHHSA-N 0.000 description 1
- ASJCSAKCMTWGAH-RFZPGFLSSA-N (1r,2r)-cyclopentane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@@H]1CCC[C@H]1C(O)=O ASJCSAKCMTWGAH-RFZPGFLSSA-N 0.000 description 1
- ASJCSAKCMTWGAH-SYDPRGILSA-N (1r,2s)-cyclopentane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@H]1CCC[C@H]1C(O)=O ASJCSAKCMTWGAH-SYDPRGILSA-N 0.000 description 1
- XBZSBBLNHFMTEB-PHDIDXHHSA-N (1r,3r)-cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)[C@@H]1CCC[C@@H](C(O)=O)C1 XBZSBBLNHFMTEB-PHDIDXHHSA-N 0.000 description 1
- LNGJOYPCXLOTKL-SYDPRGILSA-N (1r,3s)-cyclopentane-1,3-dicarboxylic acid Chemical compound OC(=O)[C@H]1CC[C@@H](C(O)=O)C1 LNGJOYPCXLOTKL-SYDPRGILSA-N 0.000 description 1
- QSAWQNUELGIYBC-OLQVQODUSA-N (1s,2r)-cyclohexane-1,2-dicarboxylic acid Chemical compound OC(=O)[C@H]1CCCC[C@H]1C(O)=O QSAWQNUELGIYBC-OLQVQODUSA-N 0.000 description 1
- XBZSBBLNHFMTEB-OLQVQODUSA-N (1s,3r)-cyclohexane-1,3-dicarboxylic acid Chemical compound OC(=O)[C@H]1CCC[C@@H](C(O)=O)C1 XBZSBBLNHFMTEB-OLQVQODUSA-N 0.000 description 1
- LNGJOYPCXLOTKL-WHFBIAKZSA-N (1s,3s)-cyclopentane-1,3-dicarboxylic acid Chemical compound OC(=O)[C@H]1CC[C@H](C(O)=O)C1 LNGJOYPCXLOTKL-WHFBIAKZSA-N 0.000 description 1
- GEYOCULIXLDCMW-UHFFFAOYSA-N 1,2-phenylenediamine Chemical compound NC1=CC=CC=C1N GEYOCULIXLDCMW-UHFFFAOYSA-N 0.000 description 1
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- PZKPUGIOJKNRQZ-UHFFFAOYSA-N 1-methylcyclohexa-3,5-diene-1,3-diamine Chemical compound CC1(N)CC(N)=CC=C1 PZKPUGIOJKNRQZ-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
- DPQHRXRAZHNGRU-UHFFFAOYSA-N 2,4,4-trimethylhexane-1,6-diamine Chemical compound NCC(C)CC(C)(C)CCN DPQHRXRAZHNGRU-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- ZPXGNBIFHQKREO-UHFFFAOYSA-N 2-chloroterephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(Cl)=C1 ZPXGNBIFHQKREO-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
- UFMBOFGKHIXOTA-UHFFFAOYSA-N 2-methylterephthalic acid Chemical compound CC1=CC(C(O)=O)=CC=C1C(O)=O UFMBOFGKHIXOTA-UHFFFAOYSA-N 0.000 description 1
- HTXMGVTWXZBZNC-UHFFFAOYSA-N 3,5-bis(methoxycarbonyl)benzenesulfonic acid Chemical compound COC(=O)C1=CC(C(=O)OC)=CC(S(O)(=O)=O)=C1 HTXMGVTWXZBZNC-UHFFFAOYSA-N 0.000 description 1
- YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 description 1
- SZDCQDGTODDBKZ-UHFFFAOYSA-N 4-(4-aminophenyl)-2-methylaniline Chemical compound C1=C(N)C(C)=CC(C=2C=CC(N)=CC=2)=C1 SZDCQDGTODDBKZ-UHFFFAOYSA-N 0.000 description 1
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 description 1
- ZSQIQUAKDNTQOI-UHFFFAOYSA-N 4-[1-(4-aminophenyl)cyclohexyl]aniline Chemical compound C1=CC(N)=CC=C1C1(C=2C=CC(N)=CC=2)CCCCC1 ZSQIQUAKDNTQOI-UHFFFAOYSA-N 0.000 description 1
- ZYEDGEXYGKWJPB-UHFFFAOYSA-N 4-[2-(4-aminophenyl)propan-2-yl]aniline Chemical compound C=1C=C(N)C=CC=1C(C)(C)C1=CC=C(N)C=C1 ZYEDGEXYGKWJPB-UHFFFAOYSA-N 0.000 description 1
- CARJPEPCULYFFP-UHFFFAOYSA-N 5-Sulfo-1,3-benzenedicarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(S(O)(=O)=O)=C1 CARJPEPCULYFFP-UHFFFAOYSA-N 0.000 description 1
- PMZBHPUNQNKBOA-UHFFFAOYSA-N 5-methylbenzene-1,3-dicarboxylic acid Chemical compound CC1=CC(C(O)=O)=CC(C(O)=O)=C1 PMZBHPUNQNKBOA-UHFFFAOYSA-N 0.000 description 1
- DZCPFKFMCCYUOU-UHFFFAOYSA-N 5-methylnonane-1,1-diamine Chemical compound CCCCC(C)CCCC(N)N DZCPFKFMCCYUOU-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-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
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 230000009435 amidation Effects 0.000 description 1
- 238000007112 amidation reaction Methods 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 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
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- PWSKHLMYTZNYKO-UHFFFAOYSA-N heptane-1,7-diamine Chemical compound NCCCCCCCN PWSKHLMYTZNYKO-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 150000002531 isophthalic acids Chemical class 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- NIZAUQOTOZXUNA-UHFFFAOYSA-N n-methyl-4-[2-[4-(methylamino)phenyl]propan-2-yl]aniline Chemical compound C1=CC(NC)=CC=C1C(C)(C)C1=CC=C(NC)C=C1 NIZAUQOTOZXUNA-UHFFFAOYSA-N 0.000 description 1
- JGGQWILNAAODRS-UHFFFAOYSA-N n-methyl-4-[4-(methylamino)phenyl]aniline Chemical compound C1=CC(NC)=CC=C1C1=CC=C(NC)C=C1 JGGQWILNAAODRS-UHFFFAOYSA-N 0.000 description 1
- ZMVMYBGDGJLCHV-UHFFFAOYSA-N n-methyl-4-[[4-(methylamino)phenyl]methyl]aniline Chemical compound C1=CC(NC)=CC=C1CC1=CC=C(NC)C=C1 ZMVMYBGDGJLCHV-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- OKBVMLGZPNDWJK-UHFFFAOYSA-N naphthalene-1,4-diamine Chemical compound C1=CC=C2C(N)=CC=C(N)C2=C1 OKBVMLGZPNDWJK-UHFFFAOYSA-N 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- AOHJOMMDDJHIJH-UHFFFAOYSA-N propylenediamine Chemical compound CC(N)CN AOHJOMMDDJHIJH-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- 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
- C08G69/28—Preparatory processes
- C08G69/30—Solid state polycondensation
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/0006—Controlling or regulating processes
- B01J19/002—Avoiding undesirable reactions or side-effects, e.g. avoiding explosions, or improving the yield by suppressing side-reactions
- B01J19/0026—Avoiding carbon deposits
-
- 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
- B01J19/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J19/18—Stationary reactors having moving elements inside
- B01J19/1868—Stationary reactors having moving elements inside resulting in a loop-type movement
- B01J19/1881—Stationary reactors having moving elements inside resulting in a loop-type movement externally, i.e. the mixture leaving the vessel and subsequently re-entering it
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/002—Scale prevention in a polymerisation reactor or its auxiliary parts
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/002—Scale prevention in a polymerisation reactor or its auxiliary parts
- C08F2/005—Scale prevention in a polymerisation reactor or its auxiliary parts by addition of a scale inhibitor to the polymerisation medium
-
- 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
- C08G69/28—Preparatory processes
-
- 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
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00051—Controlling the temperature
- B01J2219/00074—Controlling the temperature by indirect heating or cooling employing heat exchange fluids
- B01J2219/00087—Controlling the temperature by indirect heating or cooling employing heat exchange fluids with heat exchange elements outside the reactor
- B01J2219/00094—Jackets
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- 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
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- B01J2219/00049—Controlling or regulating processes
- B01J2219/00168—Controlling or regulating processes controlling the viscosity
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- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00049—Controlling or regulating processes
- B01J2219/00245—Avoiding undesirable reactions or side-effects
- B01J2219/00247—Fouling of the reactor or the process equipment
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/18—Details relating to the spatial orientation of the reactor
- B01J2219/185—Details relating to the spatial orientation of the reactor vertical
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Polyamides (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Método continuo para la síntesis de un polímero mediante la separación de una sustancia gaseosa en un dispositivo, el cual comprende - una cámara de reacción (1) que presenta una sección superior (11), una sección central (12) y una sección inferior (13), - una abertura de entrada (2) que se encuentra dispuesta en la sección central (12), - una primera abertura de salida (3) que se encuentra dispuesta en la sección inferior (13), - una segunda abertura de salida (4) que se encuentra dispuesta en la sección superior (11), - una primera abertura de retorno (51) que se encuentra dispuesta en la sección inferior (13), - una segunda abertura de retorno (52) que se encuentra dispuesta debajo de la sección superior (11), donde la primera abertura de retorno (51) y la segunda abertura de retorno (52) están conectadas una con otra a través de una línea de retorno (5), en donde se encuentra dispuesta una bomba (53) que está configurada para transportar líquido desde la primera abertura de retorno (51) hacia la segunda abertura de retorno (52), - un dispositivo de distribución (6) que delimita la sección central (12) con respecto a la sección central superior (11), y - un dispositivo de eliminación (7) que se encuentra dispuesto de forma desplazable a lo largo de la sección superior (11), donde el dispositivo de eliminación (7) presenta una cabeza de eliminación (71) que está dispuesta en la pared interna, del lado de la cubierta, de la sección central (12), y donde la cabeza de eliminación (7) se encuentra en contacto con la pared interna, del lado de la cubierta, de la sección central (12), con la deformación de los bordes de la cabeza de eliminación (71), donde - la abertura de entrada (2), mediante una línea de entrada (21), se encuentra conectada a una pared de la sección superior (11), donde la cabeza de eliminación (71) presenta una abertura (711) a través de la cual es conducida la línea de entrada (21), con los siguientes pasos del método: a) suministro de una masa fundida de prepolímeros (8) hacia una sección central (12) de una cámara de reacción (1) a través de una abertura de entrada (2), b) transporte de una parte de la masa fundida de prepolímeros (8) desde una sección inferior (13) de la cámara de reacción (1), dispuesta por debajo de la sección central (12), hacia una sección superior (11) de la cámara de reacción por encima de la sección central (12) y distribución de la masa fundida de prepolímeros (8) sobre la pared interna de la sección central (12) mediante un dispositivo de distribución (6), b) polimerización de la masa fundida de prepolímeros (8) para producir una masa fundida de polímeros, d) separación de la masa fundida de polímeros desde la cámara de reacción (1) a través de una primera abertura de salida (3) de la cámara de reacción (1), y e) separación de una sustancia gaseosa (9) desde la cámara de reacción (1) a través de una segunda abertura de salida (4) en la sección superior (11), caracterizado porque depósitos son separados al menos en una pared interna de la sección superior (11) por un dispositivo de eliminación (7).
Description
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Los ácidos dicarboxílicos aromáticos A) se seleccionan preferentemente entre el ácido ftálico, ácido tereftálico, ácido isoftálico, ácidos naftalin dicarboxílicos o ácidos difenil dicarboxílicos respectivamente no sustituidos o sustituidos y los derivados y mezclas de los ácidos dicarboxílicos aromáticos antes mencionados.
Los ácidos dicarboxílicos A) aromáticos sustituidos presentan preferentemente al menos un radical alquilo C1-C4 (por ejemplo 1, 2, 3 ó 4). En particular los ácidos dicarboxílicos A) aromáticos sustituidos presentan 1 ó 2 radicales alquilo C1-C4. Los mismos se seleccionan preferentemente entre metilo, etilo, n-propilo, isopropilo, n-butilo, iso-butilo, sec. butilo y terc. butilo, de forma especialmente preferente metilo, etilo y n-butilo, en particular metilo y etilo y en especial metilo. Los ácidos dicarboxílicos A) aromáticos sustituidos pueden portar también otros grupos funcionales que no afectan la amidación, como por ejemplo ácido 5-sulfo-isoftálico, sus sales y derivados. A este respecto, como ejemplo preferente se considera la sal de sodio del éster dimetílico del ácido 5-sulfo-isoftálico.
Se considera como preferente el ácido dicarboxílico A) aromático seleccionado entre el ácido tereftálico no sustituido, el ácido isoftálico no sustituido, ácidos naftalin dicarboxílicos no sustituidos, el ácido 2-cloro tereftálico, ácido 2-metiltereftálico, ácido 5-metil isoftálico y ácido 5-sulfoisoftálico.
De manera especialmente preferente, como ácido dicarboxílico A) aromático se utiliza ácido tereftálico, ácido isoftálico o una mezcla de ácido tereftálico y ácido isoftálico.
De manera especialmente preferente los prepolímeros de poliamida parcialmente aromáticos, proporcionados de acuerdo con la invención, presentan una parte de ácidos dicarboxílicos aromáticos en todos los ácidos dicarboxílicos de al menos 50 % mol, de forma especialmente preferente de 70 % mol hasta de 100 % mol. En una forma de ejecución especial, las poliamidas parcialmente aromáticas producidas según el método de acuerdo con la invención (y los prepolímeros preparados en el paso a)), presentan una parte de ácido tereftálico o de ácido isoftálico o una mezcla de ácido tereftálico y de ácido isoftálico, referido a todos los ácidos dicarboxílicos, de al menos 50 % mol, de forma preferente de 70 % mol hasta de 100 % mol.
Las diaminas B) aromáticas se seleccionan preferentemente entre bis-(4-amino-fenil)-metano, 3-metilbenzidina, 2,2bis-(4-aminofenil)-propano, 1,1-bis-(4-aminofenil)-ciclohexano, 1,2-diaminobenceno, 1,4-diaminobenceno, 1,4diaminonaftalina, 1,5-diaminonaftalina, 1,3-diaminotolueno(s), m-xililendiamina, N,N’-dimetil-4,4’-bifenil-diamina, bis(4-metil-aminofenil)-metano, 2,2-bis-(4-metilaminofenil)-propano o mezclas de los mismos.
Los ácidos dicarboxílicos C) alifáticos o cicloalifáticos se seleccionan preferentemente entre el ácido oxálico, ácido malónico, ácido succínico, ácido glutárico, ácido adípico, ácido pimélico, ácido subérico, ácido azelaico, ácido sebácico, ácido undecano α,ω-carboxílico, ácido dodecano α,ω-dicarboxílico, ácido maleico, ácido fumárico o ácido itacónico, ácido cis-y trans-ciclohexano-1,2-dicarboxílico, ácido cis-y trans-ciclohexano-1,3-dicarboxílico, ácido cisy trans-ciclohexano-1,4-dicarboxílico, ácido cis-y trans-ciclopentano-1,2-dicarboxílico, ácido cis-y transciclopentano-1,3-dicarboxílico y mezclas de los mismos.
Las diaminas D) alifáticas o cicloalifáticas se seleccionan preferentemente entre etilendiamina, propilendiamina, tetrametilendiamina, heptametilendiamina, hexametilendiamina, pentametilendiamina, octametilendiamina, nonametilendiamina, 2-metil-1,8-octametilendiamina, decametilendiamina, undecametilendiamina, dodecametilendiamina, 2-metilpentametilendiamina, 2,2,4-trimetilhexametilendiamina, 2,4,4trimetilhexametilendiamina, 5-metilnonametilendiamina, 2,4-dimetiloctametilendiamina, 5-metilnonandiamina, bis-(4aminociclohexil)-metano, 3,3’-dimetil-4,4’diaminodiciclohexilmetano y mezclas de los mismos.
Se considera especialmente preferente la diamina D) seleccionada entre hexametilendiamina, 2metilpentametilendiamina, octametilendiamina, nonametilendiamina, decametilendiamina, undecametilendiamina, dodecametilendiamina, bis-(4-aminociclohexil)-metano, 3,3’-dimetil-4,4’diaminodiciclohexilmetano y mezclas de los mismos.
En una ejecución especial, las poliamidas parcialmente aromáticas contienen al menos una diamina D) integrada en el polímero, seleccionada entre hexametilendiamina, bis-(4-aminociclohexil)-metano (PACM), 3,3’-dimetil4,4’diaminodiciclohexilmetano (MACM), isoforondiamina (IPDA) y mezclas de los mismos.
En una ejecución especial, las poliamidas parcialmente aromáticas contienen como diamina D) exclusivamente hexametilendiamina integrada en el polímero.
En otra ejecución especial, las poliamidas parcialmente aromáticas contienen como diamina D) exclusivamente bis(4-aminociclohexil)-metano, integrado en el polímero.
En otra ejecución especial, las poliamidas parcialmente aromáticas contienen como diamina D) exclusivamente 3,3’dimetil-4,4’diaminodiciclohexilmetano (MACM), integrado en el polímero.
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| EP13171654 | 2013-06-12 | ||
| PCT/EP2014/062122 WO2014198768A1 (de) | 2013-06-12 | 2014-06-11 | Vorrichtung und verfahren zur synthese eines polymers unter abscheidung einer gasförmigen substanz |
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| WO2016116618A1 (de) | 2015-01-23 | 2016-07-28 | Basf Se | Entsalzung von polyarylethern mittels schmelzeextraktion |
| US10536946B2 (en) * | 2015-12-08 | 2020-01-14 | Huawei Technologies Co., Ltd. | Method and system for performing network slicing in a radio access network |
| US10772101B2 (en) | 2015-12-08 | 2020-09-08 | Huawei Technologies Co., Ltd. | Systems and methods for determining air interface configuration |
| JP7308818B2 (ja) | 2017-09-28 | 2023-07-14 | デュポン ポリマーズ インコーポレイテッド | 重合方法 |
| CN112473610B (zh) * | 2020-10-31 | 2022-10-11 | 山东广垠新材料有限公司 | 半芳族聚酰胺的熔融聚合方法及装置 |
| CN117295595A (zh) * | 2021-03-01 | 2023-12-26 | 塞特工业公司 | 用于韧化复合材料的热塑性聚酰胺颗粒 |
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| US20160159983A1 (en) | 2016-06-09 |
| MY181820A (en) | 2021-01-08 |
| US9957355B2 (en) | 2018-05-01 |
| PL3007818T3 (pl) | 2018-01-31 |
| EP3007818B1 (de) | 2017-08-09 |
| CA2913501C (en) | 2021-09-14 |
| KR102254364B1 (ko) | 2021-05-24 |
| PT3007818T (pt) | 2017-11-15 |
| MX359588B (es) | 2018-10-03 |
| CN105324171B (zh) | 2017-08-11 |
| HUE034958T2 (en) | 2018-05-02 |
| JP6324497B2 (ja) | 2018-05-16 |
| SI3007818T1 (en) | 2018-02-28 |
| KR20160018798A (ko) | 2016-02-17 |
| WO2014198768A1 (de) | 2014-12-18 |
| CN105324171A (zh) | 2016-02-10 |
| SG11201510192SA (en) | 2016-01-28 |
| EP3007818A1 (de) | 2016-04-20 |
| MX2015017185A (es) | 2016-11-11 |
| IL242726B (en) | 2019-01-31 |
| JP2016526580A (ja) | 2016-09-05 |
| CA2913501A1 (en) | 2014-12-18 |
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