Mr. Karimi,

Looking the fast calculations performed (below and attachment), the answer of your question should be: Yes!

But there has an interesting data, that, your conclusion is valid for pH ca. 7. If you perform, however, experiments using acidic conditions, for example, H2O/HCl, that an opposite tendency can be expected.

It is interesting also that amide-surface should have even smaller contact ange, both operating at pH ca. 7 and even at pH 

Mr. Karimi,

Looking the fast calculations performed (below and attachment), the answer of your question should be: Yes!

But there has an interesting data, that, your conclusion is valid for pH ca. 7. If you perform, however, experiments using acidic conditions, for example, H2O/HCl, that an opposite tendency can be expected.

It is interesting also that amide-surface should have even smaller contact ange, both operating at pH ca. 7 and even at pH 

Dear Bojidarka

Thank you so much.

1) Don't forget to consider that the anhydride will react with the water to form carboxylic acid groups.

2) I am not sure if the dipols (etc.) contribute a lot to the interaction between phases. Have a look for van Oss Chaudhury Good theory. For example: DOI: 10.1021/cr00088a006 or 10.1021/la00082a018

3) The contact angles are influenced by a number of factors beside the surface chemistry: e.g. the topography of the surface and - as Bojidarka stated - by the pH of the test liquid water if this causes chemical changes in the surface.

4) Assuming the same concentration of the groups in the top most layer of the surface (hard to determine!) I would expect carboxylic acid groups to result in a higher interfacial energy/ smaller conatct angle.

Dear Andreas,

Thank you for your answer.

I sent you my expected reaction in my experiment environment. The benzene acyl halide is hydrolyzed and benzene carboxylic acid is produced. Then reaction of produced carboxylic acid and remained acyl halide is expected that leads to anhydride product.

However, I couldn't find any reference about these reactions. Do you think the mentioned benzene anhydrid component is unstable against water?

I appreciate your reply in advance.

Best regards 

The hydrolysis rate is lower than the one of the acid chloride but higher than that of an ester. It will hydrolyze probably already in humid air.

Have a look into an organic chemistry text book.

I believe that Carboxylic acid: -(C=O)-OH group provides the best hydrophylic properties

2>1>3

3 was hydrolysis in water immediately.

The best hydrophilic group is found in OH- group. so use is some hydroxyl group solution.