CA1133942A - Bis(4-hydroxyphenyl sulfonyl)benzenes - Google Patents
Bis(4-hydroxyphenyl sulfonyl)benzenesInfo
- Publication number
- CA1133942A CA1133942A CA331,696A CA331696A CA1133942A CA 1133942 A CA1133942 A CA 1133942A CA 331696 A CA331696 A CA 331696A CA 1133942 A CA1133942 A CA 1133942A
- Authority
- CA
- Canada
- Prior art keywords
- polymer
- monomer
- bis
- benzene
- hydroxyphenyl
- 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
- LYPDIQNFZBGCMM-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)sulfonylphenyl]sulfonylphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 LYPDIQNFZBGCMM-UHFFFAOYSA-N 0.000 title abstract description 7
- 239000000178 monomer Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 10
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 8
- 239000004417 polycarbonate Substances 0.000 claims abstract description 8
- 239000004814 polyurethane Substances 0.000 claims abstract description 7
- 229920002492 poly(sulfone) Polymers 0.000 claims abstract description 6
- 229920000570 polyether Polymers 0.000 claims abstract description 6
- 229920002635 polyurethane Polymers 0.000 claims abstract description 6
- 238000004519 manufacturing process Methods 0.000 claims abstract 3
- 150000002148 esters Chemical class 0.000 claims abstract 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 15
- 229920000642 polymer Polymers 0.000 claims description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 9
- NFODGNOYGUGBHQ-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)sulfanylphenyl]sulfanylphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=CC=C1SC1=CC=C(O)C=C1 NFODGNOYGUGBHQ-UHFFFAOYSA-N 0.000 claims description 8
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- -1 diaryl carbonates Chemical class 0.000 claims description 6
- 229920000728 polyester Polymers 0.000 claims description 6
- BXAVKNRWVKUTLY-UHFFFAOYSA-N 4-sulfanylphenol Chemical compound OC1=CC=C(S)C=C1 BXAVKNRWVKUTLY-UHFFFAOYSA-N 0.000 claims description 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- SWJPEBQEEAHIGZ-UHFFFAOYSA-N 1,4-dibromobenzene Chemical compound BrC1=CC=C(Br)C=C1 SWJPEBQEEAHIGZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims 1
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- MOIPGXQKZSZOQX-UHFFFAOYSA-N carbonyl bromide Chemical compound BrC(Br)=O MOIPGXQKZSZOQX-UHFFFAOYSA-N 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 5
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 150000001555 benzenes Chemical class 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 235000011181 potassium carbonates Nutrition 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- WQONPSCCEXUXTQ-UHFFFAOYSA-N 1,2-dibromobenzene Chemical compound BrC1=CC=CC=C1Br WQONPSCCEXUXTQ-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 239000011345 viscous material Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US94351678A | 1978-09-18 | 1978-09-18 | |
| US943,516 | 1978-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1133942A true CA1133942A (fr) | 1982-10-19 |
Family
ID=25479803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA331,696A Expired CA1133942A (fr) | 1978-09-18 | 1979-07-12 | Bis(4-hydroxyphenyl sulfonyl)benzenes |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5543092A (fr) |
| CA (1) | CA1133942A (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3212562C2 (de) * | 1982-04-03 | 1988-05-05 | TRW Thompson GmbH, 3013 Barsinghausen | Thermisch und chemisch hochbeanspruchtes Gaswechselventil für Brennkraftmaschinen |
| JP2539794B2 (ja) * | 1986-07-03 | 1996-10-02 | 住友電気工業株式会社 | 内燃機関用バルブ |
| JPH089965B2 (ja) * | 1986-07-03 | 1996-01-31 | 住友電気工業株式会社 | 内燃機関用バルブ |
| JPH02223610A (ja) * | 1989-02-25 | 1990-09-06 | Nakamura Tekkosho:Kk | デイーゼルエンジン等における排気バルブ及びその製造方法 |
| JPH0959248A (ja) * | 1995-08-22 | 1997-03-04 | Sumitomo Seika Chem Co Ltd | 新規含硫黄化合物及びその製造方法 |
-
1979
- 1979-07-12 CA CA331,696A patent/CA1133942A/fr not_active Expired
- 1979-09-17 JP JP11802079A patent/JPS5543092A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5543092A (en) | 1980-03-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |