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Heavy Alkyl Benzene (HAB) sulfonation is an industrial process that converts HAB (a by-product of linear alkylbenzene production) into heavy alkyl benzene sulfonates (HABS), which are effective surfactants, emulsifiers, and oilfield additives. The reaction typically involves sulfonating HAB with agents like oleum or sulfur trioxide (
) to produce anionic surfactants with superior emulsifying properties compared to standard sulfonates.
HAB Sulfonation Details
- Raw Material: HAB is a complex mixture of polyalkylbenzenes, diphenylalkanes, alkyl tetralins, and alkylindans separated by distillation during LAB production.
- Sulfonating Agents: Common agents include concentrated sulfuric acid (), fuming sulfuric acid (oleum), or liquid/gaseous.
- Mechanism: It is an electrophilic aromatic substitution reaction. The electrophile attacks the aromatic ring of the HAB component.
- Process Conditions: Studies indicate that using dilute liquid in a rotating packed bed reactor (RPB) combined with a stirred tank reactor (STR) is an effective method.
- Applications: The resulting HABS is primarily used in:
- Oilfield recovery (enhanced oil recovery).
- Lubricant additives (dispersants).
- Emulsifiers.
Key Considerations
- Reversibility: Sulfonation is reversible (desulfonation), so removing water or optimizing the sulfonating agent concentration is crucial for high yield.
- Optimal Conditions: The degree of sulfonation depends on the composition of the HAB distillation cut.
- Synergism: HABS shows improved interfacial tension reduction, particularly when blended with other agents like lignosulfonate (LS).
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Synthesis of heavy alkyl benzene sulfonate in a rotating ...
ScienceDirect.com
https://www.sciencedirect.com › article › abs › pii
ScienceDirect.com
https://www.sciencedirect.com › article › abs › pii
by Z Wang2016Cited by 13 — This study presented the synthesis of HABS by sulfonation of HAB with dilute liquid SO3 in a combined reactor system of RPB combined with STR. The effects ...Read more
Determination of Sulfonation Conditions of HAB as a by- ...
ResearchGate
https://www.researchgate.net › publication › 28078004...
ResearchGate
https://www.researchgate.net › publication › 28078004...
Aug 17, 2015 — The sulfonation of the HAB mixture using oleum as the sulfonating agent has been carried out and optimum reaction conditions have been defined based on the ...Read more
determination of sulfonation conditions of hab as a by- ...
Semantic Scholar
https://www.semanticscholar.org › paper › DETERMIN...
Semantic Scholar
https://www.semanticscholar.org › paper › DETERMIN...
Jul 26, 2015 — The products of sulfonation of HAB or its distillation cuts are of wide industrial applications such as emulsifiers, dispersants in ...
Electrophilic Aromatic Substitutions (2) – Nitration and ...
Master Organic Chemistry
https://www.masterorganicchemistry.com › 2018/04/30
Master Organic Chemistry
https://www.masterorganicchemistry.com › 2018/04/30
Apr 30, 2018 — All about the nitration and sulfonation electrophilic aromatic substitution reactions of benzene, their mechanisms, examples, and more.
Aromatic sulfonation
Wikipedia
https://en.wikipedia.org › wiki › Aromatic_sulfonation
Wikipedia
https://en.wikipedia.org › wiki › Aromatic_sulfonation
In organic chemistry, aromatic sulfonation is a reaction in which a hydrogen atom on an arene is replaced by a sulfonic acid (−SO 2OH) group.Read more
Heavy Alkyl Benzene (HAB) | CAS 68855-24-3
royal-chem.com
https://www.royal-chem.com › Heavy-Alkyl-Benzene-...
royal-chem.com
https://www.royal-chem.com › Heavy-Alkyl-Benzene-...
Primarily used post-sulfonation, it enhances oilfield recovery operations and functions as a critical component in lubricant formulations. Additionally, HAB is ...Read more
(PDF) Continuous sulfonation of hexadecylbenzene in a ...
ResearchGate
https://www.researchgate.net › publication › 35078673...
ResearchGate
https://www.researchgate.net › publication › 35078673...
Jan 22, 2026 — Heavy alkyl benzene sulfonates are inexpensive surfactants that are extensively used as oil-displacing agents during tertiary oil recovery.Read more
sulphation technology
WEIXIAN (Nanjing) Science Technology co., ltd
https://www.njweixian.com › sulphation-technology
WEIXIAN (Nanjing) Science Technology co., ltd
https://www.njweixian.com › sulphation-technology
WEIXIAN is an engineering company specialized in supplying turnkey sulphonation/sulphation plant and it's technology, focusing on the R&D of LABSA, SLES, SLS, ...
the sulphonation of benzene - electrophilic substitution
Chemguide
https://www.chemguide.co.uk › mechanisms › elsub › su...
Chemguide
https://www.chemguide.co.uk › mechanisms › elsub › su...
There are two equivalent ways of sulphonating benzene: Heat benzene under reflux with concentrated sulphuric acid for several hours. Warm benzene under reflux ...Read more
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