???

1
??????????????? ????

• ??????
• ???????
• ?? ??

2
???????????????????(?)

• ???ｷ??????????????????????????

??????????ｷ?????????????????
???????????????????????????????
3
??????????????
???
????????????????????????(?????)???????????
Polyhalogenated Biphenyl
Polyhalogenated Naphthalene
mX
nX
nX
mX
Polyhalogenated Dibenzo-p-dioxin
Polyhalogenated Dibenzofuran
nX
mX
nX
mX
n, m??????(18 or 10) X???????(Cl or Br)
??
4
????????????
???
Polyhalogenated Biphenyl
Polyhalogenated Naphthalene
mX
nX
nX
mX
Polyhalogenated Dibenzo-p-dioxin
Polyhalogenated Dibenzofuran
nX
mX
nX
mX
??
5
?????????????????????
???????????(????57??)????????? ???(11.6)???(17.6
)????(9.4) ???ｷ????????? ??(?????2002.6 ????)
Table 1. The number of PXDDs/PXDFs
6
????
Multivariate Linesr Regression(MLR)
analysisｷｷｷ?????
????(????ｷｷｷ?)
?? ｷ????????????????????
?? ｷ?????????(?????)?
???????(????)
Partial Least Squares(PLS) analysisｷｷｷ???????
????(????ｷｷｷ?)
?? ｷ?????????(?????????) ?????????????
?? ｷ??????????????????
???????(????)
?????(????)
7
cGC-RRTs?????????????
??????
Solvent Accessible Surface Area(SAS)
???????
van der Waals ?
????
??????????????? ?????????????????????
??????? Gaussian 94W(B3LYP) SAS???? Conductor-lik
e screening model(Klam Schuurmann)
8
? ? (PCBs)
Polychlorinated Biphenyls
nX
mX
0.6
R 0.440
R 0.952
0.55
0.5
Gas chromatograph Relative retention
times(cGC-RRTs)
Gas chromatograph Relative retention
times(cGC-RRTs)
0.45
0.4
0.35
100C1 column
m n 5
0.3
133
134
135
136
137
138
139
140
141
Solvent accessible surface area(SAS) ﾅ2 /
molecule
Solvent accessible surface area(SAS) ﾅ2 /
molecule
9
? ? (PCNs)
Polychlorinated Naphthaleness
nX
mX
1.6
4
R 0.953
R - 0.683
3.6
3.2
2.8
Gas chromatograph Relative retention
times(cGC-RRTs)
Gas chromatograph Relative retention
times(cGC-RRTs)
2.4
2
m n 4 OV1701 Imagawa
1.6
From Jarnberg
1.2
0.8
110
111
112
113
114
115
116
117
90
100
110
120
130
140
150
Solvent accessible surface area(SAS) ﾅ2 /
molecule
Solvent accessible surface area(SAS) ﾅ2 /
molecule
10
? ? (PCDDs)
tetra, penta, hexachloro Dibenzo-p-dioxin
R 0.957
R - 0.754
Gas chromatograph Relative retention
times(cGC-RRTs)
Gas chromatograph Relative retention
times(cGC-RRTs)
DB1 column
Solvent accessible surface area(SAS) ﾅ2 /
molecule
Solvent accessible surface area(SAS) ﾅ2 /
molecule
11
? ? (PCDFs)
tetra, penta, hexachloro Dibenzofurans
nX
mX
1.15
R - 0.497
1.1
1.05
Gas chromatograph Relative retention
times(cGC-RRTs)
Gas chromatograph Relative retention
times(cGC-RRTs)
1
0.95
DB1 column
0.9
122
124
126
128
130
132
134
Solvent accessible surface area(SAS) ﾅ2 /
molecule
Solvent accessible surface area(SAS) ﾅ2 /
molecule
12
?????????
Pentachloro biphenyls
Tetrachloro naphthalenes
0.6
1.6
lt?? 1gt ??? SAS???????cGC-RRTs????
???? ??? SAS???????cGC-RRTs???? ????
R 0.440
R - 0.683
0.55
0.5
0.45
0.4
0.35
0.3
133
134
135
136
137
138
139
140
141
110
111
112
113
114
115
116
117
SAS??????????? cGC-RRTs???????? ??????????
Gas chromatograph Relative retention
times(cGC-RRTs)
Tetrachloro dibenzofurans
Tetrachloro dibenzo-p-dioxins
1.15
1.2
R - 0.497
R - 0.754
1.15
1.1
1.1
1.05
lt?? 2gt
1.05
??????????????
1
1
?????????? ????????????
0.95
0.95
0.9
0.9
131
132
133
134
135
136
122
124
126
128
130
132
134
Solvent accessible surface area(SAS) ﾅ2 /
molecule
13
???????????
??????????????
Gas chromatograph Relative retention
times(cGC-RRTs)
Solvent accessible surface area(SAS) ﾅ2 /
molecule
14
? ?
????(SAS)??????????????????????????????????????
??? ??? (???????)? ??? ????????????
Non-Proximitive position
Proximitive position
?????????(SAS)???
C
l
C
l
C
l
H
H
C
l
H
H
Proximitive??????????????????
15
?????????????
PNCl 4
PNCl 2
PNCl 3
PNCl 2
PNCl 1
PNCl 1
Gas chromatograph Relative retention
times(cGC-RRTs)
PNCl 0
PNCl 0
Solvent accessible surface area(SAS) ﾅ2 /
molecule
16
Connectivity Indexes(??Topology??)???
???
2,2,3-triethylbutanol

• mc Randic molecular connectivity index of
  mth order.
• mcv Kier-Hall valence connectivity index of
  mth order.
• lt??gt
• Proximitive position?????????
• ??Topology??????????????
• ??????

hydrogen