JPS6144089B2 - - Google Patents
Info
- Publication number
- JPS6144089B2 JPS6144089B2 JP12371578A JP12371578A JPS6144089B2 JP S6144089 B2 JPS6144089 B2 JP S6144089B2 JP 12371578 A JP12371578 A JP 12371578A JP 12371578 A JP12371578 A JP 12371578A JP S6144089 B2 JPS6144089 B2 JP S6144089B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- parts
- ethylene oxide
- groups
- group
- 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.)
- Expired
Links
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 15
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 125000002947 alkylene group Chemical group 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 5
- -1 phenol compound Chemical class 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 230000001180 sulfating effect Effects 0.000 claims description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical class [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 150000002500 ions Chemical class 0.000 claims description 3
- 229920000642 polymer Polymers 0.000 claims description 3
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 14
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 12
- 239000000047 product Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- 239000004094 surface-active agent Substances 0.000 description 4
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229930185605 Bisphenol Natural products 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 238000007259 addition reaction Methods 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 2
- PDVFSPNIEOYOQL-UHFFFAOYSA-N (4-methylphenyl)sulfonyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OS(=O)(=O)C1=CC=C(C)C=C1 PDVFSPNIEOYOQL-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 230000029936 alkylation Effects 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000004067 bulking agent Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000007046 ethoxylation reaction Methods 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12371578A JPS5476560A (en) | 1978-10-09 | 1978-10-09 | Surface active oxyalkylation and conditionally sulfurized bisphenol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12371578A JPS5476560A (en) | 1978-10-09 | 1978-10-09 | Surface active oxyalkylation and conditionally sulfurized bisphenol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5476560A JPS5476560A (en) | 1979-06-19 |
| JPS6144089B2 true JPS6144089B2 (enrdf_load_stackoverflow) | 1986-10-01 |
Family
ID=14867561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12371578A Granted JPS5476560A (en) | 1978-10-09 | 1978-10-09 | Surface active oxyalkylation and conditionally sulfurized bisphenol |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5476560A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63157594U (enrdf_load_stackoverflow) * | 1987-03-31 | 1988-10-17 |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS575796A (en) * | 1980-06-11 | 1982-01-12 | Dai Ichi Kogyo Seiyaku Co Ltd | Low foaming anionic surfactant |
-
1978
- 1978-10-09 JP JP12371578A patent/JPS5476560A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63157594U (enrdf_load_stackoverflow) * | 1987-03-31 | 1988-10-17 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5476560A (en) | 1979-06-19 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4189445A (en) | Surface-active phenolic derivatives | |
| JP5725863B2 (ja) | アルコキシル化されたポリアルカノールアミン | |
| US4018826A (en) | Process for preparing polyvinylamine and salts thereof | |
| WO2000034219A1 (en) | Cardanol derivative and method of making the cardanol derivative | |
| CN113286780A (zh) | 制备氨基酸酯的有机硫酸盐的方法 | |
| JPS6144089B2 (enrdf_load_stackoverflow) | ||
| US4222962A (en) | Process for preparing a substituted diphenoxybenzene | |
| USRE30362E (en) | Process for preparing polyvinylamine and salts thereof | |
| US4436933A (en) | Polymeric ethylene oxide/propylene oxide or ethylene oxide/butylene oxide ether carboxylic acids, a process for their preparation and their use | |
| JP2635990B2 (ja) | スルホン化オルガノシリコーン化合物の製造方法 | |
| US2649473A (en) | Substituted carbamic acid esters as surface active agents | |
| JPH01223123A (ja) | 末端ブロックポリグリコールエーテルの製法 | |
| JPH09201534A (ja) | アルコキシル化触媒の前駆体 | |
| JPH02256644A (ja) | カルボン酸類 | |
| JPH0460102B2 (enrdf_load_stackoverflow) | ||
| EP2851362B1 (en) | A method for the production of sulfate or sulfonate esters | |
| JPS6023352A (ja) | 第４級アンモニウム化合物の製造方法 | |
| KR100578716B1 (ko) | 엔,엔-비스(3-알킬옥시-2-히드록시프로필)알킬아민화합물의 효율적 제조방법 | |
| US4943664A (en) | Surfactant products containing 1,3,4-butanetriol | |
| JPH11285641A (ja) | アルコキシル化触媒 | |
| EP0102140A1 (en) | Catalyzed preparation of amines from alkyl sulfates | |
| JPS63205384A (ja) | 新規合成樹脂帯電防止剤 | |
| JPH04298243A (ja) | スルホン化プロピルフェニルホスフィン、その製造方法および使用方法 | |
| US2228654A (en) | Alkaline earth metal phenates and process for their preparation | |
| JPH02209921A (ja) | ポリエーテルポリオールの生成 |