Lutropur MSA: Methanesulfonic Acid from BASF O

H3C S OH O

Properties

Methanesulfonic Acid Key Benefits

Strong organic acid Odourless

O

Non-oxidizing

High thermal stability

H3C

S O

OH

High solubility of salts Readily biodegradable

Easy to handle Low TOC

Ka Values

1000

Ka
10

[H+] [A-] Ka = [HA]

0,1

0,001

MSA
0,00001
Acetic Acid

Acetic acid

Formic Acid

Formic acid

Citric Acid

Citric acid

Phosphoric Sulfamic acid acid

Phosphoric Acid

Sulfamic Acid

MSA

Sulfuric Acid

Sulfuric Hydrochloric acid acid

HCl

Thermal Stability
Method: DSC (Dynamic Scanning Calorimetry, DIN 51007)

MSA
Onset 220 C

PTSA
Onset 170 C

Vapour pressure

Vapour pressure [bar] 1,0E+03 10 3

1,0E+01 10 1

1,0E-01 10-1

1,0E-03 10-3

1,0E-05 -5

10

1,0E-07 -7

10

HCl Sulfuric Acid Acetic Acid Formic Acid MSA

1,0E-09 -9

10

50

100

150

200

250

300

T [C]

Applications

Possible Fields of Application

Function

Example
alkylation reactions esterification reactions condensation reactions acylation reactions cyclization reactions rearrangement reactions neutralization steps polymerization reactions

Brnstedt acid

O O

formation of mesylates (pharmaceuticals, dyestuffs) Solvent polymer production oxidation reactions Powerful acid for cleaning applications

Salification/Mesylation

H3C S OH

The ideal catalyst for esterification, e.g.production of multifunctional acrylates

Lutropur MSA
Methanesulfonic Acid alcohol + acrylic acid
catalyst: Lutropur MSA

Multifunctional acrylates (MFA)

Trimethylolpropane triacrylate (TMPTA) Neopentylglycol diacrylate (NPGDA) Pentaerythritol triacrylate (PETA)

multifunctional acrylate

Tripropyleneglycol diacrylate (TPGDA) Triethyleneglycol diacrylate (TREGDA) Tetraethyleneglycol diacrylate (TTEGDA) Hexanediol diacrylate (HDDA) Dipropyleneglycol diacrylate (DPGDA) Butandiol diacrylate (BDDA)

The ideal catalyst for esterification e.g. production of multifunctional acrylates

Lutropur MSA
Methanesulfonic Acid
Selectivity
high thermal stability free of sulfate and other impurities less side reactions
Lutropur MSA

Waste management
readily biodegradable low carbon content (TOC)

Lutropur MSA

Improved product quality and color

Lower costs of waste disposal

The ideal catalyst for esterification e.g. production of multifunctional acrylates

Lutropur MSA
Methanesulfonic Acid

PTSA Activity Selectivity Costs of waste disposal

MSA

- = unvaforable

+ + +

+ = favorable

The ideal acid for dehydration reactions

Lutropur MSA 100

Lutropur MSA 100 P2O5

A convenient dehydrating agent

The ideal acid for dehydration reactions

Lutropur MSA 100

Products accessible using MSA / P2O5
O R
N Ar N R

O R NR

R N

Indanone
O Ph

Benzimidazole

Quinolone

Azepine
O3SCH3

CH3SO2Ar Alkanearyl Sulfone

H N
n

ArSO2Ar Diaryl Sulfone

Acylaryl Methane Sulfonates

*
*
O SO2
n

Polyethersulfone

Polybenzimidazole

Phosphorylated Chitin

The ideal acid for dehydration reactions

Lutropur MSA 100

MSA / P2O5 is a liquid no additional solvent required safe on industrial scale no special equipment required en

Better Chem
rapid reactions high purity products high yields

istry

ov r p y r t Indus

Earthfriendly chlorine-free easy work-up no need for reagents, that are environmentally problematic

A powerful acid for cleaning applications

Lutropur MSA
Comparison with HCl

CaCO3 dissolution test after 20 s ...

faster than HC l but odou rless

generat es smoo th & g lo s s y s ur f a c es Marble tiles immersed in

a 1 M solution of HCl or MSA

with HCl

with MSA

A powerful acid for cleaning applications

Lutropur MSA
Synergy with sulfamic acid
30

25

Dissolving Time [min]

Dissolving Time [min]

Synerg with su y lfamic a c

Method: At 68 C, 35 ml of Acid are added to 215 ml of a suspension of CaCO3 (0,1 mol/l). The time until all of the CaCO3 is dissolved is measured.

20

id

15

after 20 s ...

10

20 -

15 5

10 5 0 10 15 20 Weigth-% MSA Weight-% Sulfamic Acid

A powerful acid for cleaning applications

Lutropur MSA
Summary
strong organic acid odourless es i t r colourless e p Pro no toxic fumes non-oxidizing high thermal stability high solubility of metal salts

i ro n m en tal Issu es chlorine-free, nitrogen-free

readily biodegradable low carbon content part of the natural sulfur cycle

Env

nce faster than HCl generates smooth & glossy surfaces synergistic effect with sulfamic acid more efficient than citric acid & formic acid

Perf oma

Toxicity & Environmental Aspects

Methanesulfonic Acid
Toxicity & 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

Product Specifications
Lutropur MSA 100

Lutropur MSA UP

Lutropur MSA

Specified Characteristic Concentration Sulfate Content APHA Colour Chlorine Content Chloride Content Content of Oxydizable Component Heavy Metal Content

O H3C S OH O

MSA 70%

Summary

Applications - Overview

polymerization neutralization esterfication

non-oxidizing
O
O

strong organic acid

3

acylation alkylation rearrangement

solvent
readily biodegradable

H3H CC SS OH OH O O

easy to handle low TOC

cyclization

recycable

high thermal stability

salification

condensation