DE2060719A1 - Verfahren zur Herstellung frei fliessender Pulver von alpha-Olefinsulfonaten - Google Patents
Verfahren zur Herstellung frei fliessender Pulver von alpha-OlefinsulfonatenInfo
- Publication number
- DE2060719A1 DE2060719A1 DE19702060719 DE2060719A DE2060719A1 DE 2060719 A1 DE2060719 A1 DE 2060719A1 DE 19702060719 DE19702060719 DE 19702060719 DE 2060719 A DE2060719 A DE 2060719A DE 2060719 A1 DE2060719 A1 DE 2060719A1
- Authority
- DE
- Germany
- Prior art keywords
- drying
- hydrolysis
- olefins
- sulfonation
- weight
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 17
- 239000000843 powder Substances 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 150000003871 sulfonates Chemical class 0.000 title description 2
- 239000004711 α-olefin Substances 0.000 title 1
- 150000001336 alkenes Chemical class 0.000 claims description 33
- 230000007062 hydrolysis Effects 0.000 claims description 33
- 238000006460 hydrolysis reaction Methods 0.000 claims description 33
- 238000001035 drying Methods 0.000 claims description 26
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000725 suspension Substances 0.000 claims description 18
- -1 alkene sulfonic acids Chemical class 0.000 claims description 15
- 150000008053 sultones Chemical class 0.000 claims description 13
- 238000006277 sulfonation reaction Methods 0.000 claims description 10
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims description 10
- 239000003599 detergent Substances 0.000 claims description 9
- 239000007921 spray Substances 0.000 claims description 9
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 claims description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000004615 ingredient Substances 0.000 claims description 3
- 230000003287 optical effect Effects 0.000 claims description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 3
- 235000011152 sodium sulphate Nutrition 0.000 claims description 3
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 3
- 239000004115 Sodium Silicate Substances 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 239000008139 complexing agent Substances 0.000 claims description 2
- 150000002978 peroxides Chemical class 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
- 229910052911 sodium silicate Inorganic materials 0.000 claims description 2
- 239000013543 active substance Substances 0.000 claims 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims 1
- 150000003014 phosphoric acid esters Chemical class 0.000 claims 1
- 235000017550 sodium carbonate Nutrition 0.000 claims 1
- 235000019794 sodium silicate Nutrition 0.000 claims 1
- 239000000047 product Substances 0.000 description 25
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
- 125000000129 anionic group Chemical group 0.000 description 11
- 230000000694 effects Effects 0.000 description 11
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 11
- 238000004458 analytical method Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 150000001993 dienes Chemical class 0.000 description 4
- 238000001694 spray drying Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229930195734 saturated hydrocarbon Natural products 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000011149 active material Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- UNXRWKVEANCORM-UHFFFAOYSA-I triphosphate(5-) Chemical compound [O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O UNXRWKVEANCORM-UHFFFAOYSA-I 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S516/00—Colloid systems and wetting agents; subcombinations thereof; processes of
- Y10S516/01—Wetting, emulsifying, dispersing, or stabilizing agents
- Y10S516/03—Organic sulfoxy compound containing
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE00825/70A SE353322B (enExample) | 1970-01-23 | 1970-01-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2060719A1 true DE2060719A1 (de) | 1971-07-29 |
Family
ID=20257167
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702060719 Pending DE2060719A1 (de) | 1970-01-23 | 1970-12-10 | Verfahren zur Herstellung frei fliessender Pulver von alpha-Olefinsulfonaten |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3810847A (enExample) |
| AT (1) | AT308061B (enExample) |
| BE (1) | BE759087A (enExample) |
| CA (1) | CA931161A (enExample) |
| CH (1) | CH525869A (enExample) |
| DE (1) | DE2060719A1 (enExample) |
| ES (1) | ES387384A1 (enExample) |
| FR (1) | FR2074987A5 (enExample) |
| GB (1) | GB1303963A (enExample) |
| NL (1) | NL7017895A (enExample) |
| NO (1) | NO129793B (enExample) |
| SE (1) | SE353322B (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3816352A (en) * | 1972-11-01 | 1974-06-11 | V Loureiro | Spray dried alpha-olefin sulfonate detergent compositions |
| US20050136180A1 (en) * | 2003-12-19 | 2005-06-23 | 3M Innovative Properties Company | Method of coating a substrate with a fluoropolymer |
| US9202946B2 (en) | 2013-02-08 | 2015-12-01 | OMG Electronic Chemicals, Inc. | Methods for metallizing an aluminum paste |
| WO2014123535A1 (en) * | 2013-02-08 | 2014-08-14 | OMG Electronic Chemicals, Inc. | Methods for metallizing an aluminum paste |
| US20200369983A1 (en) * | 2017-11-29 | 2020-11-26 | Kao Corporation | Internal olefin sulfonate composition and method for preserving internal olefin sulfonate |
-
0
- BE BE759087D patent/BE759087A/xx unknown
-
1970
- 1970-01-23 SE SE00825/70A patent/SE353322B/xx unknown
- 1970-12-08 NL NL7017895A patent/NL7017895A/xx unknown
- 1970-12-09 CH CH1825770A patent/CH525869A/fr not_active IP Right Cessation
- 1970-12-09 FR FR7044358A patent/FR2074987A5/fr not_active Expired
- 1970-12-10 DE DE19702060719 patent/DE2060719A1/de active Pending
- 1970-12-21 NO NO04887/70A patent/NO129793B/no unknown
- 1970-12-24 ES ES387384A patent/ES387384A1/es not_active Expired
-
1971
- 1971-01-20 AT AT46471A patent/AT308061B/de not_active IP Right Cessation
- 1971-01-21 CA CA103307A patent/CA931161A/en not_active Expired
- 1971-01-22 US US00108997A patent/US3810847A/en not_active Expired - Lifetime
- 1971-04-19 GB GB2021771A patent/GB1303963A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CH525869A (fr) | 1972-07-31 |
| ES387384A1 (es) | 1973-05-01 |
| US3810847A (en) | 1974-05-14 |
| AT308061B (de) | 1973-06-25 |
| NL7017895A (enExample) | 1971-07-27 |
| CA931161A (en) | 1973-07-31 |
| BE759087A (fr) | 1971-04-30 |
| SE353322B (enExample) | 1973-01-29 |
| NO129793B (enExample) | 1974-05-27 |
| FR2074987A5 (fr) | 1971-10-08 |
| GB1303963A (enExample) | 1973-01-24 |
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