Lutropur ® MSA: Methanesulfonic Acid from BASF C H 3 S O O OH
Lutropur® MSA: Methanesulfonic Acidfrom BASF
CH3 SO
OOH
Properties
Methanesulfonic Acid – Key Benefits
CH3 S
O
O
OHHigh thermal stability
Strong organic acid
Low TOC
Non-oxidizing
Readilybiodegradable
Odourless
High solubility of salts
Easy to handle
0,00001
0,001
0,1
10
1000
Acetic Acid Formic Acid Citric Acid Phosphoric Acid Sulfamic Acid MSA Sulfuric Acid HCl
Ka Values
Ka
MSA
Hydrochloric acid
Aceticacid
Formicacid
Citricacid
Phosphoricacid
Sulfamicacid
Sulfuricacid
Ka =[H+] • [A-]
[HA]
MSA
PTSA
Onset 220 °C
Onset 170 °C
Thermal StabilityMethod: DSC (Dynamic Scanning Calorimetry, DIN 51007)
Vapour pressure
Vapour pressure[bar]
T [°C]
1,0E-09
1,0E-07
1,0E-05
1,0E-03
1,0E-01
1,0E+01
1,0E+03
0 50 100 150 200 250 300
HClSulfuric AcidAcetic AcidFormic AcidMSA
10-9
10-3
10-1
10 1
10 3
10-7
10-5
Applications
CH3 SO
OOH
Possible Fields of Application
Brönstedt acid alkylation reactionsesterification reactionscondensation reactionsacylation reactionscyclization reactionsrearrangement reactionsneutralization stepspolymerization reactions
Salification/Mesylation formation of mesylates(pharmaceuticals, dyestuffs)
Solvent polymer productionoxidation reactions
Powerful acid for cleaning applications
Function Example
alcohol + acrylic acid
multifunctionalacrylate
Multifunctional acrylates (MFA)
Trimethylolpropane triacrylate (TMPTA)
Neopentylglycol diacrylate (NPGDA)
Pentaerythritol triacrylate (PETA)
Tripropyleneglycol diacrylate (TPGDA)
Triethyleneglycol diacrylate (TREGDA)
Tetraethyleneglycol diacrylate (TTEGDA)
Hexanediol diacrylate (HDDA)
Dipropyleneglycol diacrylate (DPGDA)
Butandiol diacrylate (BDDA)
catalyst:Lutropur® MSA
The ideal catalyst for esterification, e.g.production of multifunctional acrylates
Lutropur® MSAMethanesulfonic Acid
• readily biodegradable • low carbon content (TOC)
Waste management
• high thermal stability • free of sulfate and other impurities• less side reactions
Selectivity
Improved product quality and color
Lower costs of waste disposal
Lutropur® MSA Lutropur® MSA
The ideal catalyst for esterification e.g. production of multifunctional acrylates
Lutropur® MSAMethanesulfonic Acid
PTSA MSA
Activity
Selectivity
Costs of waste disposal
++
– +––
The ideal catalyst for esterification e.g. production of multifunctional acrylates
Lutropur® MSAMethanesulfonic Acid
+ = favorable - = unvaforable
The ideal acid for dehydration reactions
Lutropur® MSA 100
Lutropur® MSA 100P2O5
A convenient dehydrating agent
The ideal acid for dehydration reactions
Lutropur® MSA 100
SO2O* *n
N
NH
*
*
n
N
NAr
R
Benzimidazole
OR
Indanone
PolybenzimidazolePolyethersulfone
NR
OR
Quinolone
NR
RAzepine
CH3SO2Ar
Alkanearyl Sulfone
ArSO2Ar
Phosphorylated Chitin
Diaryl SulfoneAcylaryl Methane Sulfonates
OPh O3SCH3
Products accessible using MSA / P2O5
The ideal acid for dehydration reactions
Lutropur® MSA 100
rapid reactionshigh purity productshigh yields
MSA / P2O5 is a liquidno additional solvent required safe on industrial scale no special equipment required
chlorine-freeeasy work-upno need for reagents, that are environmentally problematic
Industry-proven
Better Chemistry
Earthfriendly
A powerful acid for cleaning applications
Lutropur® MSAComparison with HCl
CaCO3 dissolution testafter 20 s ...
with HCl with MSA
Marble tiles immersed in a 1 M solution of HCl or MSA
generates smooth & glossy surfaces
faster than HCl but odourless
Method: At 68 °C, 35 ml of Acid are added to 215 ml of a suspensionof CaCO3 (0,1 mol/l). The time until all of the CaCO3 is dissolved is measured.
Dissolving Time[min]
after 20 s ...
0
5
10
15
20
25
30 Synergy with sulfamic acid
Dissolving Time[min]
Weigth-% MSAWeight-% Sulfamic Acid
20-
155
1010
515
020
A powerful acid for cleaning applications
Lutropur® MSASynergy with sulfamic acid
strong organic acidodourlesscolourlessno toxic fumesnon-oxidizinghigh thermal stabilityhigh solubility of metal salts
Properties
faster than HClgenerates smooth & glossy surfaces synergistic effect with sulfamic acidmore efficient than citric acid & formic acid
Perfomance
chlorine-free, nitrogen-freereadily biodegradablelow carbon contentpart of the natural sulfur cycle
EnvironmentalIssues
A powerful acid for cleaning applications
Lutropur® MSASummary
Toxicity & Environmental Aspects
Methanesulfonic AcidToxicity & Environmental Aspects
MSA is readily biodegradable (OECD 301 A)- Carbonate and sulphate are formed as the
ultimate decompositon products
MSA is halogen-free and nitrogen-free
LD 50 (oral, rat): approx. 1000 mg/kg
MSA is part of the natural sulfur cycle
Availability
CH3 SO
OOH
Product Specifications
Concentration
Sulfate Content
APHA Colour
Chlorine Content
Chloride Content
Content of Oxydizable Component
Heavy Metal Content
Specified Characteristic Lutr
opur
®M
SA
Lutr
opur
® M
SA U
P
Lutr
opur
® M
SA 1
00
MSA
70%
Summary
CH3 S
O
O
OH
high thermal stability
strongorganic acid
low TOC
non-oxidizing
readilybiodegradable
CH3 S
O
O
OH
esterfication
cyclization
condensation
solvent
salification
polymerization
neutralization
rearrangement
acylation
alkylation
easy tohandle
recycable
Applications - Overview