INCORPORATION OF SOIL-POLLUTANT ORGANIC SUBSTANCES INTO LIGNIN

用对氯苯胺和松柏醇本体脱氢共聚物(Cl-DHP)和单独使用松柏醇本体脱氢聚合物(G-DHP)研究了土壤污染物在木质素中的掺入。虽然氯-二氢呋喃的产率(4.4%)比G-二氢呋喃的产率(74%)低，但元素分析表明，氯-二氢呋喃(Cl3.44%；N1.47%)与对氯苯胺的比例为5：1，松柏醇与对氯苯胺的比例为5：1。在70-90ppm的积分信号强度范围内，乙酰化的G-DHP揭示了β-O-4、β-β和β-5键的侧链碳的信号强度。虽然乙酰化的氯-二氢呋喃也显示出后两个键的侧链碳的信号强度，但它缺乏α-O-4亚基的Cα-O-Ac的信号强度，而乙酰化的G-二氢呋喃则显示出强烈的Cβ信号强度。相反，发信号通知INTE…新观察到更多可归因于Cβ的β-O-4键与Cα-NH键的密度。DHPs的二维^1H-^&lt；13&gt；C化学位移相关核磁共振研究也支持这些发现。四甲基氢氧化铵热解-气相色谱-质谱联用(GC-MS)结果显示，大量1-(3，4-dimethoxyphenyl)-1，2，3-trimethoxypropane的热解起源于愈创木甘油参与β-O-4型连接的异构化产物，松柏醇二甲醚和β-O-4型连接的异构化产物。热化学裂解-气相色谱-质谱法分析表明，氯代二甲基苯二胺的热解产物中含有大量的对氯苯胺和少量的(4-chlorophenyl)-[1-(3，4-dimethoxyphenyl)-2，3-dimethoxypropyl]amine，它们的热解来源为1-(3，4-dimethoxyphenyl)-1，2，3-trimethoxypropane，-O-4型亚基，β-O-4型亚基的C-α位上有对氯苯胺键；较少

The incorporation of soil-pollutant organic substances into lignin was investigated using both a bulk dehydrogenation copolymer of p-chloroaniline and coniferyl alcohol (Cl-DHP) and a bulk dehydrogenation polymer of coniferyl alcohol alone (G-DHP). Although the yield of Cl-DHP was very low (4.4%) compared to that of G-DHP (74%), the elemental analysis of Cl-DHP (Cl 3.44% ; N 1.47%) demonstrated that Cl-DHP incorporates p-chloroaniline with the 5:1 ratio of coniferyl alcohol-to-p-chloroaniline.Integrated ^<13>C-NMR signal intensities between 70-90 ppm showed that acetylated G-DHP revealed the signal intensities attributable to the side chain carbons of β-O-4, β-β and β-5 linkages. Although acetylated Cl-DHP also showed the signal intensities attributable to the side chain carbons of the latter two linkages, it lacked the signal intensities attributable to the Cα of the Cα-O-Ac of β-O-4 subunits, contrary to acetylated G-DHP showing the intense Cα signal intensities. Instead, signal inte … More nsities attributable to the Cβ of β-O-4 linkages with the Cα-NH were newly observed. Two-dimensional ^1H-^<13>C chemical shift correlation NMR studies of the DHPs also supported these findings. These NMR results suggest that the incorporated p-chloroaniline is linked at the Cα position of β-O-4 subunits.Tetramethylammonium hydroxide (TMAH) thermochemolysis-gas chromatography-mass spectrometry (GC-MS) of G-DHP and Cl-DHP revealed a considerable level of isomeric stilbene products stemming from dehydrodiconiferyl alcohol type subunits, coniferyl alcohol dimethyl ether stemming from coniferyl alcohol-end groups, and a large level of pinoresinol dimethyl ether, along with a large level of 1-(3,4-dimethoxyphenyl)-1,2,3-trimethoxypropane whose pyrolytic origins are guaiacylglycerol moieties involved in β-O-4 type linkages. TMAH thermochemolysis-GC-MS of Cl-DHP showed a large level of p-chloroanilines, and a small level of (4-chlorophenyl)-[1-(3,4-dimethoxyphenyl)-2,3-dimethoxypropyl]amine whose pyrolytic origins are β-O-4 type subunits having p-chloroaniline at the Cα position via a benzylamine linkage, and a trace level of 1-(3,4-dimethoxyphenyl)-1,2,3-trimethoxypropane, although pinoresinol dimethyl ether and coniferyl alcohol dimethyl ether were observed in a similar level to those from G-DHP. Less