JPWO2019186125A5 - - Google Patents
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- Publication number
- JPWO2019186125A5 JPWO2019186125A5 JP2020549617A JP2020549617A JPWO2019186125A5 JP WO2019186125 A5 JPWO2019186125 A5 JP WO2019186125A5 JP 2020549617 A JP2020549617 A JP 2020549617A JP 2020549617 A JP2020549617 A JP 2020549617A JP WO2019186125 A5 JPWO2019186125 A5 JP WO2019186125A5
- Authority
- JP
- Japan
- Prior art keywords
- acid
- group
- tertiary amine
- substituted
- hydrocarbyl
- 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
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- 150000003512 tertiary amines Chemical group 0.000 claims 13
- 239000003795 chemical substances by application Substances 0.000 claims 11
- 239000007795 chemical reaction product Substances 0.000 claims 8
- -1 Cyclic tertiary amine Chemical class 0.000 claims 7
- 239000002253 acid Substances 0.000 claims 7
- 150000001412 amines Chemical class 0.000 claims 7
- 239000000203 mixture Substances 0.000 claims 6
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 6
- 150000002118 epoxides Chemical class 0.000 claims 5
- 241000894007 species Species 0.000 claims 5
- 239000001257 hydrogen Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- 150000007513 acids Chemical class 0.000 claims 3
- 239000000654 additive Substances 0.000 claims 3
- 125000004432 carbon atoms Chemical group C* 0.000 claims 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
- 150000002148 esters Chemical class 0.000 claims 3
- 239000010419 fine particle Substances 0.000 claims 3
- BDAGIHXWWSANSR-UHFFFAOYSA-N formic acid Chemical compound OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 3
- 125000004435 hydrogen atoms Chemical class [H]* 0.000 claims 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 3
- 150000003141 primary amines Chemical group 0.000 claims 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 3
- 125000000467 secondary amino group Chemical class [H]N([*:1])[*:2] 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butanoic acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 2
- 238000006683 Mannich reaction Methods 0.000 claims 2
- OSWPMRLSEDHDFF-UHFFFAOYSA-N Methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 claims 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims 2
- 230000000996 additive Effects 0.000 claims 2
- 125000003158 alcohol group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 150000008064 anhydrides Chemical class 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 2
- 238000002347 injection Methods 0.000 claims 2
- 239000007924 injection Substances 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- 229920001281 polyalkylene Polymers 0.000 claims 2
- 125000005017 substituted alkenyl group Chemical group 0.000 claims 2
- 125000003107 substituted aryl group Chemical group 0.000 claims 2
- 239000001384 succinic acid Substances 0.000 claims 2
- 125000001302 tertiary amino group Chemical group 0.000 claims 2
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims 1
- NWLUZGJDEZBBRH-UHFFFAOYSA-N 2-(propan-2-yloxymethyl)oxirane Chemical compound CC(C)OCC1CO1 NWLUZGJDEZBBRH-UHFFFAOYSA-N 0.000 claims 1
- PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 claims 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-Aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims 1
- 229940045714 Alkyl sulfonate alkylating agents Drugs 0.000 claims 1
- LOMVENUNSWAXEN-UHFFFAOYSA-N Dimethyl oxalate Chemical compound COC(=O)C(=O)OC LOMVENUNSWAXEN-UHFFFAOYSA-N 0.000 claims 1
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 claims 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N Dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 claims 1
- UDGSVBYJWHOHNN-UHFFFAOYSA-N N',N'-diethylethane-1,2-diamine Chemical compound CCN(CC)CCN UDGSVBYJWHOHNN-UHFFFAOYSA-N 0.000 claims 1
- QOHMWDJIBGVPIF-UHFFFAOYSA-N N',N'-diethylpropane-1,3-diamine Chemical compound CCN(CC)CCCN QOHMWDJIBGVPIF-UHFFFAOYSA-N 0.000 claims 1
- DILRJUIACXKSQE-UHFFFAOYSA-N N',N'-dimethylethane-1,2-diamine Chemical compound CN(C)CCN DILRJUIACXKSQE-UHFFFAOYSA-N 0.000 claims 1
- 150000001204 N-oxides Chemical class 0.000 claims 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
- IBHWREHFNDMRPR-UHFFFAOYSA-N Phloroglucinol carboxylic acid Chemical compound OC(=O)C1=C(O)C=C(O)C=C1O IBHWREHFNDMRPR-UHFFFAOYSA-N 0.000 claims 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N Phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 150000001299 aldehydes Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001350 alkyl halides Chemical class 0.000 claims 1
- 150000008052 alkyl sulfonates Chemical class 0.000 claims 1
- 229960004050 aminobenzoic acid Drugs 0.000 claims 1
- 238000005349 anion exchange Methods 0.000 claims 1
- 229940027983 antiseptics and disinfectants Quaternary ammonium compounds Drugs 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000002199 base oil Substances 0.000 claims 1
- 150000001642 boronic acid derivatives Chemical class 0.000 claims 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 150000008050 dialkyl sulfates Chemical class 0.000 claims 1
- 235000014113 dietary fatty acids Nutrition 0.000 claims 1
- PVRATXCXJDHJJN-UHFFFAOYSA-N dimethyl 2,3-dihydroxybutanedioate Chemical compound COC(=O)C(O)C(O)C(=O)OC PVRATXCXJDHJJN-UHFFFAOYSA-N 0.000 claims 1
- 229960001826 dimethylphthalate Drugs 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000000194 fatty acid Substances 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 239000000446 fuel Substances 0.000 claims 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N fumaric acid Chemical compound OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxyl anion Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 239000011976 maleic acid Substances 0.000 claims 1
- AOXPHVNMBPFOFS-UHFFFAOYSA-N methyl 2-nitrobenzoate Chemical compound COC(=O)C1=CC=CC=C1[N+]([O-])=O AOXPHVNMBPFOFS-UHFFFAOYSA-N 0.000 claims 1
- 229960001047 methyl salicylate Drugs 0.000 claims 1
- 150000002830 nitrogen compounds Chemical class 0.000 claims 1
- SLAMLWHELXOEJZ-UHFFFAOYSA-N o-Nitrobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1[N+]([O-])=O SLAMLWHELXOEJZ-UHFFFAOYSA-N 0.000 claims 1
- 235000006408 oxalic acid Nutrition 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 235000021317 phosphate Nutrition 0.000 claims 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 claims 1
- 235000019260 propionic acid Nutrition 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- 230000008929 regeneration Effects 0.000 claims 1
- 238000011069 regeneration method Methods 0.000 claims 1
- 229960004889 salicylic acid Drugs 0.000 claims 1
- ARCJQKUWGAZPFX-UHFFFAOYSA-N stilbene oxide Chemical compound O1C(C=2C=CC=CC=2)C1C1=CC=CC=C1 ARCJQKUWGAZPFX-UHFFFAOYSA-N 0.000 claims 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N styrene oxide Chemical group C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 claims 1
- 150000003443 succinic acid derivatives Chemical class 0.000 claims 1
- 150000003444 succinic acids Chemical class 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB1805238.1A GB201805238D0 (en) | 2018-03-29 | 2018-03-29 | Composition, method and use |
| GB1805238.1 | 2018-03-29 | ||
| PCT/GB2019/050840 WO2019186125A1 (fr) | 2018-03-29 | 2019-03-25 | Composition, procédé et utilisation |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2021518454A JP2021518454A (ja) | 2021-08-02 |
| JPWO2019186125A5 true JPWO2019186125A5 (fr) | 2022-04-04 |
| JP7162071B2 JP7162071B2 (ja) | 2022-10-27 |
Family
ID=62142164
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020549617A Active JP7162071B2 (ja) | 2018-03-29 | 2019-03-25 | 組成物、方法及び使用 |
Country Status (15)
| Country | Link |
|---|---|
| US (3) | US20210115347A1 (fr) |
| EP (2) | EP4079828A1 (fr) |
| JP (1) | JP7162071B2 (fr) |
| KR (2) | KR20230042414A (fr) |
| CN (1) | CN112204119A (fr) |
| AU (1) | AU2019246651B2 (fr) |
| BR (1) | BR112020018824A2 (fr) |
| CA (1) | CA3093600A1 (fr) |
| ES (1) | ES2922757T3 (fr) |
| GB (2) | GB201805238D0 (fr) |
| HU (1) | HUE059209T2 (fr) |
| PH (1) | PH12020551253A1 (fr) |
| PL (1) | PL3775112T3 (fr) |
| SG (1) | SG11202008132UA (fr) |
| WO (1) | WO2019186125A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US12012564B2 (en) * | 2021-08-25 | 2024-06-18 | Afton Chemical Corporation | Mannich-based quaternary ammonium salt fuel additives |
| US11999917B2 (en) | 2021-08-25 | 2024-06-04 | Afton Chemical Corporation | Mannich-based quaternary ammonium salt fuel additives |
| GB202118100D0 (en) * | 2021-12-14 | 2022-01-26 | Innospec Ltd | Methods and uses relating to fuel compositions |
| WO2023200711A1 (fr) * | 2022-04-11 | 2023-10-19 | Memorial Sloan-Kettering Cancer Center | Nouveau procédé de liaison de billes (blink) pour l'archivage moléculaire de l'adn |
| GB202318970D0 (en) | 2022-12-12 | 2024-01-24 | Innospec Ltd | Composition, method and use |
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-
2018
- 2018-03-29 GB GBGB1805238.1A patent/GB201805238D0/en not_active Ceased
-
2019
- 2019-03-25 WO PCT/GB2019/050840 patent/WO2019186125A1/fr active Application Filing
- 2019-03-25 EP EP22170861.3A patent/EP4079828A1/fr active Pending
- 2019-03-25 ES ES19714766T patent/ES2922757T3/es active Active
- 2019-03-25 PL PL19714766.3T patent/PL3775112T3/pl unknown
- 2019-03-25 GB GB1904104.5A patent/GB2574104A/en not_active Withdrawn
- 2019-03-25 KR KR1020237009533A patent/KR20230042414A/ko not_active Application Discontinuation
- 2019-03-25 CA CA3093600A patent/CA3093600A1/fr active Pending
- 2019-03-25 KR KR1020207030740A patent/KR20200136466A/ko active Application Filing
- 2019-03-25 JP JP2020549617A patent/JP7162071B2/ja active Active
- 2019-03-25 CN CN201980022587.7A patent/CN112204119A/zh active Pending
- 2019-03-25 SG SG11202008132UA patent/SG11202008132UA/en unknown
- 2019-03-25 AU AU2019246651A patent/AU2019246651B2/en active Active
- 2019-03-25 US US17/041,629 patent/US20210115347A1/en active Pending
- 2019-03-25 HU HUE19714766A patent/HUE059209T2/hu unknown
- 2019-03-25 BR BR112020018824-7A patent/BR112020018824A2/pt not_active Application Discontinuation
- 2019-03-25 EP EP19714766.3A patent/EP3775112B1/fr active Active
-
2020
- 2020-08-14 PH PH12020551253A patent/PH12020551253A1/en unknown
-
2023
- 2023-12-22 US US18/394,507 patent/US20240150665A1/en active Pending
- 2023-12-22 US US18/394,511 patent/US20240124794A1/en active Pending
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