SU613717A3 - Способ получени диамидов ароматических или циклоалифатических дикарбоновых кислот - Google Patents
Способ получени диамидов ароматических или циклоалифатических дикарбоновых кислотInfo
- Publication number
- SU613717A3 SU613717A3 SU752163061A SU2163061A SU613717A3 SU 613717 A3 SU613717 A3 SU 613717A3 SU 752163061 A SU752163061 A SU 752163061A SU 2163061 A SU2163061 A SU 2163061A SU 613717 A3 SU613717 A3 SU 613717A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ammonia
- reaction
- suspension
- mixture
- acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 15
- 125000003118 aryl group Chemical group 0.000 title description 8
- 150000001991 dicarboxylic acids Chemical class 0.000 title description 4
- 150000001470 diamides Chemical class 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 54
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 43
- 229910021529 ammonia Inorganic materials 0.000 description 21
- 239000000725 suspension Substances 0.000 description 17
- 238000006243 chemical reaction Methods 0.000 description 15
- 239000000203 mixture Substances 0.000 description 15
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 12
- -1 cyclic aliphatic dicarboxylic acids Chemical class 0.000 description 11
- 229920000728 polyester Polymers 0.000 description 11
- 239000000243 solution Substances 0.000 description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 7
- 238000005915 ammonolysis reaction Methods 0.000 description 7
- 229920002601 oligoester Polymers 0.000 description 7
- 239000007858 starting material Substances 0.000 description 7
- 150000005846 sugar alcohols Polymers 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 6
- 230000035484 reaction time Effects 0.000 description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 229920000570 polyether Polymers 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- MHSKRLJMQQNJNC-UHFFFAOYSA-N terephthalamide Chemical compound NC(=O)C1=CC=C(C(N)=O)C=C1 MHSKRLJMQQNJNC-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000012452 mother liquor Substances 0.000 description 3
- 239000010413 mother solution Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- PXGZQGDTEZPERC-UHFFFAOYSA-N 1,4-cyclohexanedicarboxylic acid Chemical compound OC(=O)C1CCC(C(O)=O)CC1 PXGZQGDTEZPERC-UHFFFAOYSA-N 0.000 description 2
- YSBFWPRHTYSMDB-UHFFFAOYSA-N 2-methylbenzene-1,4-dicarboxamide Chemical compound CC1=CC(C(N)=O)=CC=C1C(N)=O YSBFWPRHTYSMDB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- 125000002877 alkyl aryl group Chemical group 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- KMQONOBDGXYSII-UHFFFAOYSA-N 2,2,4-trimethylhexane-1,1-diol Chemical compound CCC(C)CC(C)(C)C(O)O KMQONOBDGXYSII-UHFFFAOYSA-N 0.000 description 1
- TZGPACAKMCUCKX-UHFFFAOYSA-N 2-hydroxyacetamide Chemical compound NC(=O)CO TZGPACAKMCUCKX-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
- LLLVZDVNHNWSDS-UHFFFAOYSA-N 4-methylidene-3,5-dioxabicyclo[5.2.2]undeca-1(9),7,10-triene-2,6-dione Chemical compound C1(C2=CC=C(C(=O)OC(=C)O1)C=C2)=O LLLVZDVNHNWSDS-UHFFFAOYSA-N 0.000 description 1
- 241001674048 Phthiraptera Species 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- BWVAOONFBYYRHY-UHFFFAOYSA-N [4-(hydroxymethyl)phenyl]methanol Chemical compound OCC1=CC=C(CO)C=C1 BWVAOONFBYYRHY-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- RLMGYIOTPQVQJR-UHFFFAOYSA-N cyclohexane-1,3-diol Chemical compound OC1CCCC(O)C1 RLMGYIOTPQVQJR-UHFFFAOYSA-N 0.000 description 1
- FOTKYAAJKYLFFN-UHFFFAOYSA-N decane-1,10-diol Chemical compound OCCCCCCCCCCO FOTKYAAJKYLFFN-UHFFFAOYSA-N 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 description 1
- 238000003754 machining Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 1
- COWHOTSOONQDCJ-UHFFFAOYSA-N naphthalene-2,6-dicarboxamide Chemical compound C1=C(C(N)=O)C=CC2=CC(C(=O)N)=CC=C21 COWHOTSOONQDCJ-UHFFFAOYSA-N 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- OEIJHBUUFURJLI-UHFFFAOYSA-N octane-1,8-diol Chemical compound OCCCCCCCCO OEIJHBUUFURJLI-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 125000000394 phosphonato group Chemical group [O-]P([O-])(*)=O 0.000 description 1
- 125000001476 phosphono group Chemical group [H]OP(*)(=O)O[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
- Polyamides (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742437470 DE2437470B2 (de) | 1974-08-03 | 1974-08-03 | Verfahren zur herstellung von diamiden aromatischer und cycloaliphatischer dicarbonsaeuren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU613717A3 true SU613717A3 (ru) | 1978-06-30 |
Family
ID=5922364
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752163061A SU613717A3 (ru) | 1974-08-03 | 1975-07-31 | Способ получени диамидов ароматических или циклоалифатических дикарбоновых кислот |
Country Status (13)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2710595C3 (de) | 1977-03-11 | 1980-11-06 | Akzo Gmbh, 5600 Wuppertal | Verfahren zur Herstellung der Trans-Isomeren von Cyclohexan-l,4-diamin-, diurethanen, -diharnstoffen, -disulfonylharnstoffen und -diisocyanat |
| JPH02248526A (ja) * | 1989-03-20 | 1990-10-04 | Natl House Ind Co Ltd | アンカーボルト装置 |
| JPH0346541U (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1989-09-18 | 1991-04-30 | ||
| CN112225671A (zh) * | 2020-11-09 | 2021-01-15 | 东莞理工学院 | 一种乳酰胺的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS49132027A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * | 1973-02-21 | 1974-12-18 |
-
1974
- 1974-08-03 DE DE19742437470 patent/DE2437470B2/de active Granted
-
1975
- 1975-07-11 NL NL7508288A patent/NL7508288A/xx not_active Application Discontinuation
- 1975-07-14 IT IT50514/75A patent/IT1040937B/it active
- 1975-07-18 FR FR7522590A patent/FR2280629A1/fr active Granted
- 1975-07-22 CH CH954975A patent/CH595321A5/xx not_active IP Right Cessation
- 1975-07-23 CA CA232090A patent/CA1054633A/en not_active Expired
- 1975-07-25 GB GB31173/75A patent/GB1501688A/en not_active Expired
- 1975-07-31 SU SU752163061A patent/SU613717A3/ru active
- 1975-08-01 SE SE7508715A patent/SE422053B/xx unknown
- 1975-08-01 DD DD187635A patent/DD119576A5/xx unknown
- 1975-08-01 BE BE158856A patent/BE832029A/xx unknown
- 1975-08-02 ES ES439980A patent/ES439980A1/es not_active Expired
- 1975-08-04 JP JP50094935A patent/JPS5837304B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5141336A (en) | 1976-04-07 |
| AU8290575A (en) | 1977-01-13 |
| ES439980A1 (es) | 1977-03-01 |
| DE2437470A1 (de) | 1976-02-19 |
| FR2280629B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1982-02-12 |
| NL7508288A (nl) | 1976-02-05 |
| CH595321A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-02-15 |
| DE2437470B2 (de) | 1976-09-16 |
| CA1054633A (en) | 1979-05-15 |
| SE422053B (sv) | 1982-02-15 |
| IT1040937B (it) | 1979-12-20 |
| FR2280629A1 (fr) | 1976-02-27 |
| BE832029A (fr) | 1975-12-01 |
| JPS5837304B2 (ja) | 1983-08-15 |
| GB1501688A (en) | 1978-02-22 |
| DD119576A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1976-05-05 |
| SE7508715L (sv) | 1976-02-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3849514A (en) | Block polyester-polyamide copolymers | |
| US5451611A (en) | Process for the conversion of poly(ethylene terephthalate) waste to poly(alkylene terephthalate) | |
| CN101679622B (zh) | 聚合物制备方法 | |
| CN106459389B (zh) | 聚酯以及用于制备这种聚酯的方法 | |
| BR9909933B1 (pt) | processo para a fabricação de um polìmero de poliéster e poliéster isotrópico. | |
| CN106414548A (zh) | 用于提高聚酯的分子量的方法 | |
| WO2011060650A1 (zh) | 一种可生物降解的芳香族-脂肪族共聚酯及其制备方法 | |
| KR100845379B1 (ko) | 1,4-사이클로헥산디메타놀 및 이소프탈산을 기초로 하는폴리에스테르의 제조 방법 | |
| WO2024077921A1 (zh) | 一种废弃pet的回收利用方法及采用该方法制备的生物可降解共聚酯 | |
| SU613717A3 (ru) | Способ получени диамидов ароматических или циклоалифатических дикарбоновых кислот | |
| KR100891236B1 (ko) | 비결정성 코폴리에스테르 | |
| JP2002293902A (ja) | 環状ポリエステルオリゴマーの製造方法 | |
| JP4693419B2 (ja) | エステル化反応とトランスエステル化反応に触媒作用を及ぼすための錯体触媒およびそれを用いたエステル化／トランスエステル化プロセス | |
| CN103289069B (zh) | 一种聚酯缩聚用铝钛复合催化剂及其制备方法 | |
| CN118755072A (zh) | 一种利用废旧pet制备高分子量共聚酯的方法 | |
| EP3347401B1 (en) | Process for enhancing the molecular weight of a polyester by solid state polymerization | |
| KR101261830B1 (ko) | 수용성 폴리에스테르계 섬유의 제조방법 | |
| US4128534A (en) | Process for the production of high molecular weight polyesters | |
| US3536667A (en) | Process of preparing polyethylene terephthalate using glyceryl antimonite as polycondensation catalyst | |
| US3823117A (en) | Tribenzylamine moiety containing polyesters | |
| JPH06293707A (ja) | ジ安息香酸ヒドロキシエチル | |
| CN104140523B (zh) | 一种苯环氘代的聚酯的合成方法 | |
| JPH0526811B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
| US3412066A (en) | Polycondensation catalysts for the preparation of polyesters and polyetheresters | |
| US3438944A (en) | Antimony oxalate as a polycondensation catalyst |