HSP Application note #25
Version difference of HSPiP
HSPiP Team Senior Developer, Dr. Hiroshi Yamamoto
For HSPiP Version 3, we expand functional groups to 167(Ver.2 FGs 159).
HSPiP(Hansen Solubility Parameters in Practice)
The first edition of HSPiP that appeared in November, 2008, greatly enhanced the usefulness of the Hansen solubility parameters (HSP).
The HSP values of over 1200++ chemicals and 500 polymers are provided in convenient electronic format and have been revised and updated using the latest data sources in the second edition (March, 2009).
A third edition of the HSPiP appeared in March, 2010. There are now 10,000 compounds in the HSP file which also includes data on density, melting point, boiling point, critical parameters, Antoine constants and much more. The user is able to carry out many different sorts of optimisations of solubility, evaporation, diffusion, adhesion, create their own datasets (automatically if required) and explore the huge range of applications for HSP in coatings, paints, nanoparticles, cosmetics, pharma, organic photovoltaics and much more.
The 3rd Edition v3.1 was released on 12 December 2010. Current users can upgrade free (now v3.1.09) by downloading the latest .msi installer from http://hansen-solubility.com
The 4th Edition v4.0.x was released on 2 Jan. 2013. The Current users can upgrade with free charge.
2013.1.28 The Visual How to manual of HSPiP. You can understand what HSPiP can do.
The most significant changes are nitrogen handling.
So HSP estimation result of bio molecules improve very much.
Hansen Solubility Parameters (HSP)
Hansen Solubility Parameters(HSP) were developed by Charles M. Hansen as a way of predicting if one material will dissolve in another and form a solution. They are based on the idea that "like dissolves like" where one molecule is defined as being 'like' another if it bonds to itself in a similar way.
What can perhaps be surprising is that one can assign HSP to so many different things. Gases like carbon dioxide, solids like carbon-60, sugar, and biological materials like human skin, depot fat, DNA, and even some proteins all have HSP. The list can be continued with drugs, polymers, plasticizers, and in fact any organic material and even many inorganic materials like salts. The only requirement for an experimental confirmation is that the material must behave differently in a sufficient number of test solvents upon contact.
We show you one example.
Here is the compounds that used as medicine of Epilepsia.
dD and Volume results are almost same.
But dP and dH results are slightly different.
Which result is better?
We confirm with HPLC results.
This HPLC, they use ODS column, so we calculate HSP distance from molecules to Octadecane.
The most popular column for HPLC is ODS column and this column contains Silica-gel covered by Octadecyl. When we insert some chemicals into this column, some chemicals dissolve to octadecyl alkyl chain deeply and some do not. So, highly interacted chemicals will delay to elute. Or some chemicals which are very easily dissolve to carrier liquid, elute very early.
We can evaluate these solubility with Hansen Solubility Parameters (HSP). Molecular size also play important role.
Pirika Java Demo Applet design Carrier Solvent. HPLCDemo is available here.
HSP Distance / Volume and Retention Time have very strong correlation with version 3 result.
The No.2 and NO.5 are slightly wrong.
The reason No.2 result is wrong come from symmetric effect.
Y-MB is basically Group contribution method, and did not count symmetric effect.
No.5 is bad because there is no functional group of =N-C=O. This character is Amide but Y-MB will not treat this combination as Amide.
Other HSP value of these molecules are thought to be very good.
Drag=Rotate, Drag+Shift=Larger/Smaller, Drag+Alt or Command(Window key)=Translate.
If you are using HTML5 enable browser such as Chrome, Safari or FireFox (IE9 is out of support), you will see the Canvas. If you pick solvent, solvent name will appear. The green large sphere show Octadecane. if the solute are near to Green Sphere, it easily dissolve into fixed phase, and Retention time become long.
The result of version 2 calculation.
It is very hard to know which are good and which are bad.
If you encounter new problems for HPLC results analysis.
Please let us know.
We may add new functional groups or erase some.
We can improve our method with your feedback.
Sometime, you need your own functional groups.
Please write to us.
If you draw several molecules and calculate each molecules' properties, program will simulate Retention Time (RT) of OSD column for HPLC. If you want to know how to draw molecules, please refer to PowerTools applications. I have full version of this HPLC RT simulation program at PowerTools+ Applications.