Abstract

Triazine derivatives are a kind of lubricant additives with excellent tribological properties. It is of great significance to study the quantitative relationship between their chemical structure and tribological properties. In the present study, the quantitative structure tribo-ability relationships (QSTR) between 20 triazine derivatives and their respective extreme-pressure properties as lubricant additives were analyzed by the back propagation neural network (BPNN) method. The BPNN-QSTR model had satisfactory stability and predictive ability (R2 = 0.9965, R2(LOO) = 0.9195, q2 = 0.8274). The anti-wear model also yielded good predictions (R2 = 0.9757, R2(LOO) = 0.6261, q2 = 0.8022). Two- and three-dimensional structural descriptors were used to analyze molecular structures that affected extreme-pressure and anti-wear properties. The results indicate that the three-dimensional molecular dimensions and the bonding modes of the skeleton atoms in the molecules were important factors. In addition, the effects of N, P, O, and other hetero-atoms on the tribological properties were reflected in their corresponding group types and electronic structures.

References

References
1.
Ren
,
T. H.
,
Liu
,
W. M.
,
Xue
,
Q. J.
, and
Wang
,
H. Q.
,
1993
, “
The Effect of Molecular Structure of N-Containing Heterocyclic Compounds on Their Wear Properties
,”
Lubr. Sci.
,
5
(
3
), pp.
205
212
. 10.1002/ls.3010050304
2.
Rao
,
W. Q.
,
Ren
,
T. H.
,
Li
,
J. S.
,
Liu
,
W. M.
, and
Xue
,
Q. J.
,
2001
, “
The Effect of Molecular Structure of Six-Element N-Containing Heterocyclic Compounds on Their Wear Properties
,”
Tribol.
,
21
(
2
), pp.
118
121
.
3.
He
,
Z. Y.
,
Rao
,
W. Q.
,
Ren
,
T. H.
,
Liu
,
W. M.
, and
Xue
,
Q. J.
,
2002
, “
The Tribochemical Study of Some N-Containing Heterocyclic Compounds as Lubricating Oil Additives
,”
Tribol. Lett.
,
13
(
2
), pp.
87
93
. 10.1023/A:1020100631716
4.
Dai
,
K.
, and
Gao
,
X. L.
,
2013
, “
Quantitative Structure Tribo-Ability Relationship Model to Estimate Antiwear Properties of Lubricant Additives With Back Propagation Neural Network
,”
Wear
,
306
(
1–2
), pp.
242
247
. 10.1016/j.wear.2012.11.045
5.
Gao
,
X. L.
,
Wang
,
Z.
, and
Dai
,
K.
,
2015
, “
A Quantitative Structure Tribo-Ability Relationship Model for Ester Lubricant Base Oil
,”
ASME J. Tribol.
,
137
(
2
), p.
021801
. 10.1115/1.4029332
6.
Gao
,
X. L.
,
Wang
,
Z.
,
Zhang
,
H.
, and
Dai
,
K.
,
2015
, “
A Three Dimensional Quantitative Structure-Tribological Relationship Model
,”
ASME J. Tribol.
,
137
(
2
), p.
021802
10.1115/1.4029388
7.
Gao
,
X. L.
,
Wang
,
R. T.
,
Wang
,
Z.
, and
Dai
,
K.
,
2016
, “
BPNN-QSTR Friction Model for Organic Compounds as Potential Lubricant Base Oil
,”
ASME J. Tribol.
,
138
(
3
), p.
031801
. 10.1115/1.4032304
8.
Gao
,
X. L.
,
Dai
,
K.
,
Wang
,
Z.
,
Wang
,
T. T.
, and
He
,
J. B.
,
2016
, “
Establishing Quantitative Structure Tribo-Ability Relationship Model Using Bayesian Regularization Neural Network
,”
Friction
,
4
(
2
), pp.
105
115
. 10.1007/s40544-016-0104-z
9.
Gao
,
X. L.
,
Liu
,
D. H.
,
Wang
,
Z.
, and
Dai
,
K.
,
2016
, “
Quantitative Structure Tribo-Ability Relationship for Organic Compounds as Lubricant Base Oils Using CoMFA and CoMSIA
,”
ASME J. Tribol.
,
138
(
3
), p.
031802
. 10.1115/1.4033191
10.
Gao
,
X.
,
Wang
,
T. T.
, and
Cheng
,
Z.
,
2018
, “
Quantitative Structure Tribo-Ability Relationship of Ultra-High Molecular Weight Polyethylene Modified by Inorganic Compounds
,”
Ind. Lubr. Tribol.
,
70
(
1
), pp.
182
190
. 10.1108/ILT-12-2015-0197
11.
Li
,
B. R.
,
2011
,
Structural Chemistry
,
Higher Education Press
,
Beijing
, pp.
638
664
.
12.
Zhan
,
W. Q.
,
2003
, “
Synthesis and Tribological Properties of Triazine Derivatives as Environmentally Compatible Lubricating Oil Additives
,”
M.S. dissertation
,
Shanghai Jiaotong University
,
Shanghai
.
13.
Lu
,
J. L.
,
2003
, “
Synthesis and Tribological Properties of Novel S-P-Containing Triazine Derivatives as Additives in Rapeseed Oil
,”
M.S. dissertation
,
Shanghai Jiaotong University
,
Shanghai
.
14.
He
,
Z. Y.
,
2004
, “
Synthesis and Tribological Study of Some Novel Triazine Derivatives as Additives in Rapeseed Oil
,”
Ph.D. dissertation
,
Shanghai Jiaotong University
,
Shanghai
.
15.
Rohrbaugh
,
R. H.
, and
Jurs
,
P. C.
,
1987
, “
Descriptions of Molecular Shape Applied in Studies of Structure/Activity and Structure/Property Relationships
,”
Anal. Chim. Acta
,
199
, pp.
99
109
. 10.1016/S0003-2670(00)82801-9
16.
Kier
,
L. B.
, and
Hall
,
L. H.
,
1976
,
Molecular Connectivity Indices in Chemistry and Drug Research
,
Academic Press
,
NY
.
17.
Balaban
,
A. T.
,
1982
, “
Highly Discriminating Distance-Based Topological Index
,”
Chem. Phys. Lett.
,
89
(
5
), pp.
399
404
. 10.1016/0009-2614(82)80009-2
18.
Hall
,
L. H.
,
Mohney
,
B.
, and
Kier
,
L. B.
,
1991
, “
The Electrotopological State: Structure Information at the Atomic Level for Molecular Graphs
,”
J. Chem. Inf. Comput. Sci.
,
31
(
1
), pp.
76
82
. 10.1021/ci00001a012
19.
Hall
,
L. H.
, and
Kier
,
L. B.
,
2000
, “
The E-State as the Basis for Molecular Structure Space Definition and Structure Similarity
,”
J. Chem. Inf. Comput. Sci.
,
40
(
3
), pp.
784
791
. 10.1021/ci990140w
20.
Stanton
,
D. T.
, and
Jurs
,
P. C.
,
1990
, “
Development and Use of Charge Partial Surface Area Structural Descriptors in Computer-Assisted Quantitative Structure-Property Relationship Studies
,”
Anal. Chem.
,
62
(
21
), pp.
2323
2329
. 10.1021/ac00220a013
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