JP2018525374A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2018525374A5 JP2018525374A5 JP2018505014A JP2018505014A JP2018525374A5 JP 2018525374 A5 JP2018525374 A5 JP 2018525374A5 JP 2018505014 A JP2018505014 A JP 2018505014A JP 2018505014 A JP2018505014 A JP 2018505014A JP 2018525374 A5 JP2018525374 A5 JP 2018525374A5
- Authority
- JP
- Japan
- Prior art keywords
- stream
- bpl
- polypropiolactone
- propiolactone
- zone
- 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
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 claims description 192
- 238000005810 carbonylation reaction Methods 0.000 claims description 80
- 229960000380 propiolactone Drugs 0.000 claims description 80
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 68
- 239000002904 solvent Substances 0.000 claims description 68
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 64
- 239000003054 catalyst Substances 0.000 claims description 64
- 238000000034 method Methods 0.000 claims description 61
- 230000006315 carbonylation Effects 0.000 claims description 58
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 48
- 238000000926 separation method Methods 0.000 claims description 34
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 30
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 30
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 claims description 28
- 238000004519 manufacturing process Methods 0.000 claims description 28
- 229940014800 succinic anhydride Drugs 0.000 claims description 28
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 20
- 238000000746 purification Methods 0.000 claims description 20
- 239000003505 polymerization initiator Substances 0.000 claims description 18
- 238000006116 polymerization reaction Methods 0.000 claims description 18
- 239000003999 initiator Substances 0.000 claims description 16
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims description 14
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 238000004821 distillation Methods 0.000 claims description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 238000000197 pyrolysis Methods 0.000 claims description 10
- 238000011084 recovery Methods 0.000 claims description 10
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 8
- 150000002500 ions Chemical class 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- -1 alkali metal salt Chemical class 0.000 claims description 6
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 6
- 239000010408 film Substances 0.000 claims description 6
- 239000012528 membrane Substances 0.000 claims description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 6
- 239000012466 permeate Substances 0.000 claims description 6
- 239000012465 retentate Substances 0.000 claims description 6
- 239000007787 solid Substances 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 5
- OXMIDRBAFOEOQT-UHFFFAOYSA-N 2,5-dimethyloxolane Chemical compound CC1CCC(C)O1 OXMIDRBAFOEOQT-UHFFFAOYSA-N 0.000 claims description 4
- 125000000129 anionic group Chemical group 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 229910017052 cobalt Inorganic materials 0.000 claims description 4
- 239000010941 cobalt Substances 0.000 claims description 4
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- 238000007599 discharging Methods 0.000 claims description 4
- 230000007717 exclusion Effects 0.000 claims description 4
- 239000003112 inhibitor Substances 0.000 claims description 4
- 238000005342 ion exchange Methods 0.000 claims description 4
- 150000002596 lactones Chemical class 0.000 claims description 4
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 claims description 4
- 238000010526 radical polymerization reaction Methods 0.000 claims description 4
- 239000011347 resin Substances 0.000 claims description 4
- 229920005989 resin Polymers 0.000 claims description 4
- ZZXUZKXVROWEIF-UHFFFAOYSA-N 1,2-butylene carbonate Chemical compound CCC1COC(=O)O1 ZZXUZKXVROWEIF-UHFFFAOYSA-N 0.000 claims description 2
- GOYDNIKZWGIXJT-UHFFFAOYSA-N 1,2-difluorobenzene Chemical compound FC1=CC=CC=C1F GOYDNIKZWGIXJT-UHFFFAOYSA-N 0.000 claims description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 claims description 2
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 claims description 2
- VAPQAGMSICPBKJ-UHFFFAOYSA-N 2-nitroacridine Chemical compound C1=CC=CC2=CC3=CC([N+](=O)[O-])=CC=C3N=C21 VAPQAGMSICPBKJ-UHFFFAOYSA-N 0.000 claims description 2
- USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 claims description 2
- 239000005695 Ammonium acetate Substances 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 claims description 2
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 claims description 2
- 229940048053 acrylate Drugs 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- BLJNPOIVYYWHMA-UHFFFAOYSA-N alumane;cobalt Chemical group [AlH3].[Co] BLJNPOIVYYWHMA-UHFFFAOYSA-N 0.000 claims description 2
- 235000019257 ammonium acetate Nutrition 0.000 claims description 2
- 229940043376 ammonium acetate Drugs 0.000 claims description 2
- WPKYZIPODULRBM-UHFFFAOYSA-N azane;prop-2-enoic acid Chemical compound N.OC(=O)C=C WPKYZIPODULRBM-UHFFFAOYSA-N 0.000 claims description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-O butylazanium Chemical group CCCC[NH3+] HQABUPZFAYXKJW-UHFFFAOYSA-O 0.000 claims description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 2
- QYMFNZIUDRQRSA-UHFFFAOYSA-N dimethyl butanedioate;dimethyl hexanedioate;dimethyl pentanedioate Chemical compound COC(=O)CCC(=O)OC.COC(=O)CCCC(=O)OC.COC(=O)CCCCC(=O)OC QYMFNZIUDRQRSA-UHFFFAOYSA-N 0.000 claims description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims description 2
- 125000001033 ether group Chemical group 0.000 claims description 2
- 239000011552 falling film Substances 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims description 2
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 229960002479 isosorbide Drugs 0.000 claims description 2
- 239000000155 melt Substances 0.000 claims description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N methyl tert-butyl ether Substances COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 claims description 2
- YKYONYBAUNKHLG-UHFFFAOYSA-N n-Propyl acetate Natural products CCCOC(C)=O YKYONYBAUNKHLG-UHFFFAOYSA-N 0.000 claims description 2
- 238000007254 oxidation reaction Methods 0.000 claims description 2
- 229950000688 phenothiazine Drugs 0.000 claims description 2
- RIZPLDXMQXJTTJ-UHFFFAOYSA-N phosphane;prop-2-enoic acid Chemical compound [PH4+].[O-]C(=O)C=C RIZPLDXMQXJTTJ-UHFFFAOYSA-N 0.000 claims description 2
- TWWBIMNLBUYJKB-UHFFFAOYSA-N phosphanyl acetate Chemical compound CC(=O)OP TWWBIMNLBUYJKB-UHFFFAOYSA-N 0.000 claims description 2
- 150000004714 phosphonium salts Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 235000011056 potassium acetate Nutrition 0.000 claims description 2
- HWJKSUASHASQGB-UHFFFAOYSA-M prop-2-enoate tetraphenylphosphanium Chemical compound [O-]C(=O)C=C.c1ccc(cc1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1 HWJKSUASHASQGB-UHFFFAOYSA-M 0.000 claims description 2
- DGUTXSBBNRQOKD-UHFFFAOYSA-M prop-2-enoate trimethyl(phenyl)azanium Chemical compound [O-]C(=O)C=C.C[N+](C)(C)c1ccccc1 DGUTXSBBNRQOKD-UHFFFAOYSA-M 0.000 claims description 2
- 229940090181 propyl acetate Drugs 0.000 claims description 2
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 claims description 2
- 239000001632 sodium acetate Substances 0.000 claims description 2
- 235000017281 sodium acetate Nutrition 0.000 claims description 2
- 229940047670 sodium acrylate Drugs 0.000 claims description 2
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 claims description 2
- MCZDHTKJGDCTAE-UHFFFAOYSA-M tetrabutylazanium;acetate Chemical compound CC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC MCZDHTKJGDCTAE-UHFFFAOYSA-M 0.000 claims description 2
- ZUHZGEOKBKGPSW-UHFFFAOYSA-N tetraglyme Chemical compound COCCOCCOCCOCCOC ZUHZGEOKBKGPSW-UHFFFAOYSA-N 0.000 claims description 2
- AYEKOFBPNLCAJY-UHFFFAOYSA-O thiamine pyrophosphate Chemical compound CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N AYEKOFBPNLCAJY-UHFFFAOYSA-O 0.000 claims description 2
- 239000010409 thin film Substances 0.000 claims description 2
- YFNKIDBQEZZDLK-UHFFFAOYSA-N triglyme Chemical compound COCCOCCOCCOC YFNKIDBQEZZDLK-UHFFFAOYSA-N 0.000 claims description 2
- DLSULYIQRAZOPW-UHFFFAOYSA-M trimethyl(phenyl)azanium;acetate Chemical compound CC([O-])=O.C[N+](C)(C)C1=CC=CC=C1 DLSULYIQRAZOPW-UHFFFAOYSA-M 0.000 claims description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2021133854A JP7398124B2 (ja) | 2015-07-31 | 2021-08-19 | アクリル酸およびその前駆体のための生成系／生成プロセス |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562199918P | 2015-07-31 | 2015-07-31 | |
| US62/199,918 | 2015-07-31 | ||
| PCT/US2016/044772 WO2017023777A1 (en) | 2015-07-31 | 2016-07-29 | Production system/production process for acrylic acid and precursors thereof |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021133854A Division JP7398124B2 (ja) | 2015-07-31 | 2021-08-19 | アクリル酸およびその前駆体のための生成系／生成プロセス |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018525374A JP2018525374A (ja) | 2018-09-06 |
| JP2018525374A5 true JP2018525374A5 (https=) | 2019-09-05 |
| JP7029804B2 JP7029804B2 (ja) | 2022-03-04 |
Family
ID=57886796
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018505014A Active JP7029804B2 (ja) | 2015-07-31 | 2016-07-29 | アクリル酸およびその前駆体のための生成系／生成プロセス |
| JP2021133854A Active JP7398124B2 (ja) | 2015-07-31 | 2021-08-19 | アクリル酸およびその前駆体のための生成系／生成プロセス |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2021133854A Active JP7398124B2 (ja) | 2015-07-31 | 2021-08-19 | アクリル酸およびその前駆体のための生成系／生成プロセス |
Country Status (10)
| Country | Link |
|---|---|
| US (4) | US10703702B2 (https=) |
| JP (2) | JP7029804B2 (https=) |
| KR (2) | KR20180027631A (https=) |
| CN (2) | CN108026013B (https=) |
| BR (1) | BR112018002143A2 (https=) |
| CA (2) | CA2994403A1 (https=) |
| HK (1) | HK1249496A1 (https=) |
| MX (1) | MX2018001404A (https=) |
| SA (1) | SA518390849B1 (https=) |
| WO (2) | WO2017023777A1 (https=) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2014527456A (ja) | 2011-05-13 | 2014-10-16 | ノボマー， インコーポレイテッド | 触媒的カルボニル化用触媒および方法 |
| CN110183402B (zh) | 2013-12-07 | 2024-04-02 | 诺沃梅尔公司 | 纳米过滤膜和使用方法 |
| US10858329B2 (en) | 2014-05-05 | 2020-12-08 | Novomer, Inc. | Catalyst recycle methods |
| US10597294B2 (en) | 2014-05-30 | 2020-03-24 | Novomer, Inc. | Integrated methods for chemical synthesis |
| WO2016015019A1 (en) | 2014-07-25 | 2016-01-28 | Novomer, Inc. | Synthesis of metal complexes and uses thereof |
| KR20170134375A (ko) | 2015-02-13 | 2017-12-06 | 노보머, 인코포레이티드 | 폴리프로피오락톤의 제조를 위한 방법 및 시스템 |
| MA41507A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Systèmes et procédés de production de polymères |
| HK1245243A1 (zh) | 2015-02-13 | 2018-08-24 | 诺沃梅尔公司 | 灵活的化学生产平台 |
| MA41514A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédés intégrés de synthèse chimique |
| MA41513A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de distillation pour la production d'acide acrylique |
| MA41508A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Systèmes et procédés de production d'acide polyacrylique |
| MA41510A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de production d'acide acrylique |
| US10221150B2 (en) | 2015-02-13 | 2019-03-05 | Novomer, Inc. | Continuous carbonylation processes |
| MX2018001404A (es) | 2015-07-31 | 2018-08-15 | Novomer Inc | Sistema de produccion/proceso de producción para acido acrilico y sus precursores. |
| JP2019512585A (ja) | 2016-03-21 | 2019-05-16 | ノボマー， インコーポレイテッド | 高吸収性ポリマーを生成するためのシステムおよび方法 |
| US20180305286A1 (en) | 2016-03-21 | 2018-10-25 | Novomer, Inc. | Systems and Processes for Producing Organic Acids Direct from Beta-Lactones |
| AU2017236914A1 (en) | 2016-03-21 | 2018-11-08 | Novomer, Inc. | Improved acrylic acid production process |
| EP3535235A4 (en) | 2016-11-02 | 2020-07-08 | Novomer, Inc. | ABSORBENT POLYMERS, METHODS AND SYSTEMS OF PRODUCTION AND USES THEREOF |
| US10144802B2 (en) | 2016-12-05 | 2018-12-04 | Novomer, Inc. | Beta-propiolactone based copolymers containing biogenic carbon, methods for their production and uses thereof |
| US10500104B2 (en) | 2016-12-06 | 2019-12-10 | Novomer, Inc. | Biodegradable sanitary articles with higher biobased content |
| US10065914B1 (en) | 2017-04-24 | 2018-09-04 | Novomer, Inc. | Thermolysis of polypropiolactone to produce acrylic acid |
| US10676426B2 (en) | 2017-06-30 | 2020-06-09 | Novomer, Inc. | Acrylonitrile derivatives from epoxide and carbon monoxide reagents |
| US10781156B2 (en) | 2017-06-30 | 2020-09-22 | Novomer, Inc. | Compositions for improved production of acrylic acid |
| US20190002385A1 (en) * | 2017-06-30 | 2019-01-03 | Novomer, Inc. | Compositions for improved production of acrylic acid |
| US10590099B1 (en) | 2017-08-10 | 2020-03-17 | Novomer, Inc. | Processes for producing beta-lactone with heterogenous catalysts |
| US10961209B2 (en) | 2017-08-10 | 2021-03-30 | Novomer, Inc. | Processes for producing beta-lactone and beta-lactone derivatives with heterogenous catalysts |
| EP3691785A4 (en) | 2017-10-05 | 2021-08-04 | Novomer, Inc. | ISOCYANATES, DERIVATIVES AND METHOD FOR THEIR MANUFACTURING |
| US10832497B2 (en) * | 2018-04-04 | 2020-11-10 | International Business Machines Corporation | Positive crankcase ventilation valve performance evaluation |
| ES2991139T3 (es) | 2018-07-13 | 2024-12-02 | Novomer Inc | Espumas de polilactona y métodos de fabricación de las mismas |
| WO2020033248A1 (en) * | 2018-08-07 | 2020-02-13 | Novomer, Inc. | Processes for producing beta-lactone and beta-lactone derivatives with heterogenous catalysts |
| KR20210137037A (ko) | 2019-03-08 | 2021-11-17 | 노보머, 인코포레이티드 | 아미드 및 니트릴 화합물을 생산하기 위한 통합 방법 및 시스템 |
| KR20210134914A (ko) * | 2019-03-18 | 2021-11-11 | 노보머, 인코포레이티드 | 막 분리 시스템 및 그의 용도 |
| US11001549B1 (en) * | 2019-12-06 | 2021-05-11 | Saudi Arabian Oil Company | Electrochemical reduction of carbon dioxide to upgrade hydrocarbon feedstocks |
| CN114685764A (zh) * | 2020-12-30 | 2022-07-01 | 高化学株式会社 | 一种聚羟基脂肪酸酯及其制备方法 |
| JP2024507694A (ja) * | 2021-01-29 | 2024-02-21 | ノボマー， インコーポレイテッド | 気体反応物と液体反応物と反応させるための改良された反応器及び方法 |
| EP4304753B1 (en) * | 2021-03-11 | 2025-05-07 | Scientific Design LLC | Epoxidation process with increased cycle water absorption |
| WO2022221086A1 (en) * | 2021-04-16 | 2022-10-20 | Novomer, Inc. | Improved method of carbonylating an epoxide |
| CN114082442B (zh) * | 2021-11-18 | 2024-01-19 | 河南大学 | 丁二酰亚胺基离子液体及用其催化合成喹唑啉-2,4(1h,3h)-二酮的方法 |
| WO2026017651A1 (en) * | 2024-07-16 | 2026-01-22 | Sulzer Management Ag | A process for efficiently producing polylactone |
| CN119869262B (zh) * | 2025-03-20 | 2025-10-24 | 昆明理工大学 | 一种叶片导流式锥筒形静态水肥混合器 |
Family Cites Families (81)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2361036A (en) | 1941-07-31 | 1944-10-24 | Goodrich Co B F | Preparation of alpha-beta unsaturated carboxylic acids |
| US3169945A (en) | 1956-04-13 | 1965-02-16 | Union Carbide Corp | Lactone polyesters |
| US3128163A (en) | 1960-05-21 | 1964-04-07 | Metallgesellschaft Ag | Method of carrying out exothermic catalytic carbon monoxide-steam gas reactions |
| US3678069A (en) | 1968-12-04 | 1972-07-18 | Phillips Petroleum Co | Lactone polymerization with a dicarboxylic acid-water initiator |
| US3885155A (en) | 1973-11-01 | 1975-05-20 | Stanford Research Inst | Mass spectrometric determination of carbon 14 |
| DE2407236C2 (de) | 1974-02-15 | 1983-02-03 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Herstellung monomerer Acrylsäure aus Rückständen, die bei der Aufarbeitung roher Acrylsäure anfallen |
| US4317926A (en) | 1978-01-19 | 1982-03-02 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Process for preparing and recovering acrylic acid |
| JPS5498718A (en) | 1978-01-19 | 1979-08-03 | Nippon Shokubai Kagaku Kogyo Co Ltd | Recovery of acrylic acid |
| US4230885A (en) | 1978-06-12 | 1980-10-28 | Phillips Petroleum Company | Conversion of aromatic carboxylates to terephthalate |
| US4427884A (en) | 1982-01-25 | 1984-01-24 | The Research Foundation Of State University Of New York | Method for detecting and quantifying carbon isotopes |
| US4759313A (en) | 1987-10-30 | 1988-07-26 | Shell Oil Company | Ethylene oxide process improvement |
| US4973841A (en) | 1990-02-02 | 1990-11-27 | Genus, Inc. | Precision ultra-sensitive trace detector for carbon-14 when it is at concentration close to that present in recent organic materials |
| US5310948A (en) | 1992-06-29 | 1994-05-10 | Shell Oil Company | Carbonylation of epoxides |
| US5438194A (en) | 1993-07-30 | 1995-08-01 | High Voltage Engineering Europa B.V. | Ultra-sensitive molecular identifier |
| AU703280B2 (en) | 1994-01-28 | 1999-03-25 | Procter & Gamble Company, The | Polymerization of beta-substituted-beta-propiolactones initiated by alkylzinc alkoxides |
| FR2736912B1 (fr) | 1995-07-18 | 1997-08-22 | Atochem Elf Sa | Procede de purification de l'acide acrylique obtenu par oxydation catalytique du propylene |
| US5661299A (en) | 1996-06-25 | 1997-08-26 | High Voltage Engineering Europa B.V. | Miniature AMS detector for ultrasensitive detection of individual carbon-14 and tritium atoms |
| JPH1112222A (ja) | 1997-06-25 | 1999-01-19 | Nippon Shokubai Co Ltd | アクリル酸の回収方法 |
| DE19829477A1 (de) | 1998-07-01 | 2000-01-05 | Basf Ag | Verfahren zur Reinigung von Acrylsäure oder Methacrylsäure durch Kristallisation und Destillation |
| US6133402A (en) | 1998-08-04 | 2000-10-17 | Cornell Research Foundation, Inc. | Polycarbonates made using high activity catalysts |
| US6608170B1 (en) | 1999-03-31 | 2003-08-19 | Cornell Research Foundation, Inc. | Syndiotactic poly(lactic acid) |
| US6512080B2 (en) | 1999-04-22 | 2003-01-28 | Shell Oil Company | Process of producing polytrimethylene terephthalate (PTT) |
| WO2001034555A1 (en) | 1999-11-10 | 2001-05-17 | Cornell Research Foundation, Inc. | Synthesis of stereospecific and atactic poly(lactic acid)s |
| US6538101B2 (en) | 2000-10-24 | 2003-03-25 | Cornell Research Foundation, Inc. | Preparing isotactic stereoblock poly(lactic acid) |
| KR100447932B1 (ko) | 2001-10-19 | 2004-09-08 | 한국화학연구원 | 실리콘이 함유된 내유기용매성 폴리아미드 나노복합막과 이의 제조방법 |
| ES2330930T3 (es) | 2001-12-06 | 2009-12-17 | Cornell Research Foundation, Inc. | Carbonilacion catalitica de heterociclos de tres y cuatro miembros. |
| DE10235317A1 (de) | 2002-08-01 | 2004-02-12 | Basf Ag | Katalysator und Verfahren zur Carbonylierung von Oxiranen |
| KR20050121247A (ko) | 2003-04-09 | 2005-12-26 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | 에폭시드의 카보닐화 |
| DE102004002875A1 (de) | 2004-01-20 | 2005-10-06 | Basf Ag | Katalysator zur Carbonylierung von Oxiranen |
| MY140160A (en) | 2004-01-28 | 2009-11-30 | Shell Int Research | Heat exchanger for carrying out an exothermic reaction |
| US20090246430A1 (en) | 2008-03-28 | 2009-10-01 | The Coca-Cola Company | Bio-based polyethylene terephthalate polymer and method of making same |
| WO2009155086A2 (en) | 2008-05-30 | 2009-12-23 | E. I. Du Pont De Nemours And Company | Renewably resourced chemicals and intermediates |
| MY179719A (en) | 2009-04-08 | 2020-11-11 | Novomer Inc | Process for beta-lactone production |
| MX2012009134A (es) | 2010-02-11 | 2012-11-30 | Metabolix Inc | Proceso para producir componente monomerico de biomasa de polihidroxialcanoato geneticamente modificado. |
| WO2012030619A1 (en) | 2010-08-28 | 2012-03-08 | Novomer, Inc. | Succinic anhydride from ethylene oxide |
| SMT201900513T1 (it) | 2010-10-11 | 2019-11-13 | Novomer Inc | Miscele polimeriche |
| JP2014527456A (ja) | 2011-05-13 | 2014-10-16 | ノボマー， インコーポレイテッド | 触媒的カルボニル化用触媒および方法 |
| WO2013034950A1 (en) | 2011-09-08 | 2013-03-14 | Société Anonyme Des Eaux Minerales D'evian | Method for producing a bio-pet polymer |
| HUE039449T2 (hu) | 2011-10-26 | 2018-12-28 | Novomer Inc | Eljárás akrilátok elõállítására epoxidokból |
| JP2015511947A (ja) | 2012-02-13 | 2015-04-23 | ノボマー， インコーポレイテッド | エポキシドから酸無水物を生成するためのプロセス |
| HRP20190420T1 (hr) * | 2012-02-22 | 2019-04-19 | Novomer, Inc. | Postupci proizvodnje akrilne kiseline |
| US9850192B2 (en) | 2012-06-08 | 2017-12-26 | Cj Cheiljedang Corporation | Renewable acrylic acid production and products made therefrom |
| JP2015522091A (ja) | 2012-06-27 | 2015-08-03 | ノボマー， インコーポレイテッド | ポリエステル生成のための触媒および方法 |
| BR112015000002A2 (pt) | 2012-07-02 | 2017-06-27 | Novomer Inc | processo para produção de acrilato |
| DE102012212437A1 (de) | 2012-07-16 | 2014-01-16 | Basf Se | Verfahren zur Herstellung von Acrylsäure aus Ethylenoxid und Kohlenmonoxid |
| DE102012212424A1 (de) | 2012-07-16 | 2014-01-16 | Basf Se | Verfahren zur Herstellung von Acrylsäure durch eine mit wenigstens einer molekularen Wirkverbindung katalysierte Thermolyse von Poly-3-hydroxypropionat |
| WO2014036659A1 (en) * | 2012-09-07 | 2014-03-13 | Martin Marcus E | Disinfectant formulation comprising calcium hydroxide and sodium hypochlorite |
| US9302971B2 (en) | 2013-11-01 | 2016-04-05 | Exxonmobil Chemical Patents Inc. | Process to produce terephthalic acid |
| CN110183402B (zh) | 2013-12-07 | 2024-04-02 | 诺沃梅尔公司 | 纳米过滤膜和使用方法 |
| KR20160135300A (ko) | 2014-03-14 | 2016-11-25 | 노보머, 인코포레이티드 | 에폭사이드 카보닐화용 촉매 |
| US10858329B2 (en) | 2014-05-05 | 2020-12-08 | Novomer, Inc. | Catalyst recycle methods |
| US10597294B2 (en) | 2014-05-30 | 2020-03-24 | Novomer, Inc. | Integrated methods for chemical synthesis |
| WO2016015019A1 (en) | 2014-07-25 | 2016-01-28 | Novomer, Inc. | Synthesis of metal complexes and uses thereof |
| MA41514A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédés intégrés de synthèse chimique |
| MA41507A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Systèmes et procédés de production de polymères |
| MA41508A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Systèmes et procédés de production d'acide polyacrylique |
| MA41513A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de distillation pour la production d'acide acrylique |
| HK1245243A1 (zh) | 2015-02-13 | 2018-08-24 | 诺沃梅尔公司 | 灵活的化学生产平台 |
| KR20170134375A (ko) | 2015-02-13 | 2017-12-06 | 노보머, 인코포레이티드 | 폴리프로피오락톤의 제조를 위한 방법 및 시스템 |
| US10221150B2 (en) | 2015-02-13 | 2019-03-05 | Novomer, Inc. | Continuous carbonylation processes |
| MA41510A (fr) | 2015-02-13 | 2017-12-19 | Novomer Inc | Procédé de production d'acide acrylique |
| MX2018001404A (es) | 2015-07-31 | 2018-08-15 | Novomer Inc | Sistema de produccion/proceso de producción para acido acrilico y sus precursores. |
| AU2017236914A1 (en) | 2016-03-21 | 2018-11-08 | Novomer, Inc. | Improved acrylic acid production process |
| JP2019512585A (ja) | 2016-03-21 | 2019-05-16 | ノボマー， インコーポレイテッド | 高吸収性ポリマーを生成するためのシステムおよび方法 |
| US20180305286A1 (en) | 2016-03-21 | 2018-10-25 | Novomer, Inc. | Systems and Processes for Producing Organic Acids Direct from Beta-Lactones |
| US20180282251A1 (en) | 2017-03-21 | 2018-10-04 | Novomer, Inc. | Systems and processes for producing organic acids direct from beta-lactones |
| EP3535235A4 (en) | 2016-11-02 | 2020-07-08 | Novomer, Inc. | ABSORBENT POLYMERS, METHODS AND SYSTEMS OF PRODUCTION AND USES THEREOF |
| MA46727A (fr) | 2016-11-02 | 2019-09-11 | Novomer Inc | Polymères absorbants, procédés de production et utilisations associés |
| US20180155490A1 (en) | 2016-12-05 | 2018-06-07 | Novomer, Inc. | Biodegradable polyols having higher biobased content |
| US10144802B2 (en) | 2016-12-05 | 2018-12-04 | Novomer, Inc. | Beta-propiolactone based copolymers containing biogenic carbon, methods for their production and uses thereof |
| US10500104B2 (en) | 2016-12-06 | 2019-12-10 | Novomer, Inc. | Biodegradable sanitary articles with higher biobased content |
| AR110833A1 (es) | 2017-01-19 | 2019-05-08 | Novomer Inc | Métodos y sistemas para el tratamiento de óxido de etileno |
| WO2018170006A1 (en) | 2017-03-17 | 2018-09-20 | Novomer Inc. | Polyamides, and methods of producing thereof |
| US10065914B1 (en) | 2017-04-24 | 2018-09-04 | Novomer, Inc. | Thermolysis of polypropiolactone to produce acrylic acid |
| US10781156B2 (en) | 2017-06-30 | 2020-09-22 | Novomer, Inc. | Compositions for improved production of acrylic acid |
| US20190002385A1 (en) | 2017-06-30 | 2019-01-03 | Novomer, Inc. | Compositions for improved production of acrylic acid |
| US10961209B2 (en) | 2017-08-10 | 2021-03-30 | Novomer, Inc. | Processes for producing beta-lactone and beta-lactone derivatives with heterogenous catalysts |
| TW201920077A (zh) | 2017-09-09 | 2019-06-01 | 美商諾沃梅爾公司 | 醯胺及腈化合物及其製造與使用方法 |
| US20190076835A1 (en) | 2017-09-11 | 2019-03-14 | Novomer, Inc. | Processses using multifunctional catalysts |
| US20190076834A1 (en) | 2017-09-11 | 2019-03-14 | Novomer, Inc. | Processes Using Multifunctional Catalysts |
| EP3691785A4 (en) | 2017-10-05 | 2021-08-04 | Novomer, Inc. | ISOCYANATES, DERIVATIVES AND METHOD FOR THEIR MANUFACTURING |
-
2016
- 2016-07-29 MX MX2018001404A patent/MX2018001404A/es unknown
- 2016-07-29 WO PCT/US2016/044772 patent/WO2017023777A1/en not_active Ceased
- 2016-07-29 CN CN201680055982.1A patent/CN108026013B/zh active Active
- 2016-07-29 WO PCT/US2016/044927 patent/WO2017023820A1/en not_active Ceased
- 2016-07-29 US US15/223,178 patent/US10703702B2/en active Active
- 2016-07-29 CN CN202211086749.3A patent/CN115449058A/zh active Pending
- 2016-07-29 KR KR1020187006097A patent/KR20180027631A/ko not_active Withdrawn
- 2016-07-29 HK HK18107974.5A patent/HK1249496A1/zh unknown
- 2016-07-29 JP JP2018505014A patent/JP7029804B2/ja active Active
- 2016-07-29 KR KR1020187006098A patent/KR20180027632A/ko not_active Withdrawn
- 2016-07-29 CA CA2994403A patent/CA2994403A1/en not_active Abandoned
- 2016-07-29 CA CA2994395A patent/CA2994395A1/en not_active Abandoned
- 2016-07-29 BR BR112018002143A patent/BR112018002143A2/pt not_active Application Discontinuation
-
2018
- 2018-01-31 SA SA518390849A patent/SA518390849B1/ar unknown
-
2020
- 2020-01-10 US US16/739,733 patent/US20200148616A1/en not_active Abandoned
-
2021
- 2021-08-19 JP JP2021133854A patent/JP7398124B2/ja active Active
-
2022
- 2022-04-22 US US17/727,147 patent/US20220251018A1/en not_active Abandoned
-
2024
- 2024-11-21 US US18/954,921 patent/US20250084024A1/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2018525374A5 (https=) | ||
| US9643945B2 (en) | Process for the preparation of 2,5-furan-dicarboxylic acid | |
| EP3080187B1 (en) | Improved process for producing polylactide | |
| WO2014097867A1 (ja) | 酢酸の製造方法 | |
| EP2914570A1 (en) | Removal of aldehydes in acetic acid production | |
| TWI522336B (zh) | 製備烯丙醇的方法 | |
| EP2980082B1 (en) | Ethylene oxide production process | |
| TW201343621A (zh) | 用於生產甲基丙烯酸及其衍生物之製程及自該方法製得之聚合物 | |
| JP2003509394A (ja) | プロピレンおよび／またはアクロレインの酸化で得られるアクリル酸の精製方法 | |
| CN113166019B (zh) | 含有甲醛的水溶液的纯化和纯化的溶液在丙烯酸生产方法中的用途 | |
| JP2016506969A (ja) | プロペンの不均一系触媒反応による酸化のプロセスガスからのアクロレインの分離方法 | |
| JP5060492B2 (ja) | 排出制御とエチレン精製のためのブタン吸収システム | |
| CN110950757B (zh) | 一种丙二酸二酯的生产方法及系统 | |
| GB2562332B (en) | Process for separating an unsaturated carboxylic acid from a product stream produced by an aldol condensation | |
| JP2005194201A (ja) | ４−ヒドロキシブチル（メタ）アクリレートの製造法およびその製造装置 | |
| JP5029162B2 (ja) | シクロヘキサノンの製造方法 | |
| CN110114330B (zh) | 从粗丙烯酸中分离甲醛的方法 | |
| EP0132450B1 (en) | Method of purifying methacrylic acid | |
| CN103476738B (zh) | 芳族羧酸的生产 | |
| JPS6118543B2 (https=) | ||
| KR101473706B1 (ko) | 지환식 에폭시수지의 제조방법 | |
| JPH0834757A (ja) | アクリル酸の精製法 | |
| JPS58140039A (ja) | アクリル酸の精製方法 | |
| WO2015010928A1 (en) | Continuous process for the production of purified cyclohexanone | |
| KR101897344B1 (ko) | 테레프탈산 제조 공정에 있어서 탈수방법 |