It was previously reported by us,
1)-4) that α-CH…X-dye type hydrogen bonding plays an important role in the interaction between disperse dyes and ester type fibres.
In order to obtain some suggestion on X in this bonding, the interaction between aromatic amines and esters are discussed in this paper, using paperchromatography, and noted as follows:
1) In NH
2 series, there is a linear correlation between change of free energy (-ΔF) and σ value of substituent S with one exception, and the slope is positive.
It is concluded that amines in this series act as proton donor.
2) The difference of (-ΔF) between NH
2 series-amine and N (CH
3)
2 series-amine with same substituent increases as σ value increases, and its slope is larger than the slope in 1).
It is concluded that amines in N (CH
3)
2 series act as proton acceptor.
3) From the result 1), 2), it is suggested that amino group NR
1R
2 has an ability to act as donor and/or acceptor, depending on the nature of R
1 and R
2 etc.
4) In the previous paper, it was shown that the existence of α-CH…X-dye type hydrogen bonding is not concerned with the state of amino group. Comparing this fact with the result 3, it is suggested that X is a carbonyl group in the dye.
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