Page 120 - 《精细化工》2022年第9期
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·1838·                            精细化工   FINE CHEMICALS                                 第 39 卷

                              1
            熔点 57.5~58.3  ℃。HNMR(DMSO-d 6 ),δ:0.90〔m,          〔(CH 2) 7CH 2CH 2〕, 27.97〔(CH 2) 7〕, 29.37〔(CH 2) 7〕,
            9H, CH 3 CH 2 , CH 3 CH 2 , (CH 2 ) 5 CH 3 〕, 1.05 (m, 2H,   31.76 (CH 2CH 2CH 2), 32.71 (CH 2CH 2), 35.55 (NHCH 2 ),
                                                                                           +
                                                                                                  +
                                                                          +
                                                                                    +
            CH 2 CH 3 ), 1.24〔m, 8H, CH 2 (CH 2 ) 4 〕, 1.57〔m, 4H,   50.40 (CH 2 N ), 52.25 (N CH 2 , N CH 2 , N CH 2 ), 63.74
                                                               (CH 2 OH), 70.65  (CHOH), 71.92 (CHOH), 72.63
                           +
            CH 2 CH 2 (CH 2 ) 5, N CH 2CH 2 〕, 1.77 (t, 2H, CH 2 CH 2CH 2 ),   (CHOH), 73.98 (CHOH), 173.55 (CONH)。
            2.92 (m, 4H, CH 3 CH 2 , CH 3 CH 2 ), 3.15 (m, 4H,
                                                        +
            CH 2 CH 2 CH 2 , CH 2 CH 2 CH 2 ), 3.38 (t, 2H, CH 2 CH 2 N ),   C 14 DGMAPB:收率:87.97%(淡黄色固体)。熔
                                                                              1
                                 +
                                            +
            3.50 (m, 4H, CH 2 CH 2 N , CH 2 CH 2 N ), 3.56 (m, 2H,   点 67.5~69.3  ℃。HNMR(DMSO-d 6),δ:0.91〔m, 9H,
            NHCH 2 ), 3.78 (m, 1H, CHOH), 3.92 (m, 1H, CHOH),   CH 3 CH 2 , CH 3CH 2 , (CH 2 ) 11 CH 3 〕, 1.06 (m, 2H, CH 2 CH 3 ),
            4.01 (m, 1H, CHOH), 4.06 (m, 1H, CHOH), 4.16 (m,   1.25〔m, 22H, CH 2 (CH 2 ) 11 〕, 1.59〔m, 4H, CH 2 CH 2 (CH 2 ) 11 ,
            2H, CH 2 OH), 4.42~5.46 (m, 5H, OH 为糖基上的羟          N CH 2CH 2 〕, 1.82 (t, 2H, CH 2 CH 2 CH 2 ), 2.96 (m, 4H,
                                                                +
                                    13
            基), 7.88 (t, 1H, CONH)。 CNMR(DMSO-d 6 ),δ:         CH 3 CH 2 , CH 3 CH 2 ), 3.15 (m, 4H, CH 2 CH 2 CH 2 ,
            13.93 (CH 3 ,  CH 3 ,  CH 3 ), 14.37 (CH 2 CH 3 ), 19.93   CH 2 CH 2 CH 2 ), 3.38 (t, 2H, CH 2 CH 2 N ), 3.51 (m, 4H,
                                                                                               +
            (CH 3 CH 2 CH 2 ,  CH 3 CH 2 CH 2 ),  22.57  (CH 2 CH 2 ,   CH 2 CH 2 N , CH 2 CH 2 N ), 3.60 (m, 2H, NHCH 2 ), 3.72
                                                                                  +
                                                                       +
            CH 2 CH 2 ), 25.59〔(CH 2 ) 3 CH 2 CH 2 〕, 27.97 〔(CH 2 ) 3 〕,   (m, 1H, CHOH), 3.93 (m, 1H, CHOH), 4.03 (m, 1H,
            29.37〔(CH 2 ) 3 〕, 31.76 (CH 2 CH 2 CH 2 ), 32.71 (CH 2 CH 2 ),   CHOH), 4.17 (m, 1H, CHOH), 4.42 (m, 2H, CH 2 OH),
                                         +
                                                     +
            35.55 (NHCH 2 ), 50.40 (CH 2 N ), 52.25 (N CH 2 ,   4.55~5.50 (m, 5H, OH 为糖基上的羟基), 7.90 (t, 1H,
                      +
              +
            N CH 2 , N CH 2 ), 63.74 (CH 2 OH), 70.65  (CHOH),   CONH)。 CNMR(DMSO-d 6),δ:13.99 (CH 3, CH 3, CH 3),
                                                                      13
            71.92 (CHOH), 72.63 (CHOH), 73.98 (CHOH),          14.37 (CH 2CH 3), 19.93  (CH 3CH 2CH 2, CH 3CH 2CH 2),
            173.55 (CONH)。
                                                               22.57 (CH 2CH 2, CH 2CH 2), 25.59〔(CH 2 ) 9 CH 2 CH 2 〕,
                 C 10 DGMAPB:收率:89.47%(淡黄色固体)。                 27.97〔(CH 2 ) 9 〕, 29.37〔(CH 2 ) 9 〕, 31.76 (CH 2 CH 2 CH 2 ),
            1
             HNMR(DMSO-d 6 ) , δ : 0.85 〔 m, 9H, CH 3 CH 2 ,   32.71 (CH 2 CH 2 ), 35.55 (NHCH 2 ), 50.40 (CH 2 N ),
                                                                                                           +
                                                                                       +
                                                                               +
                                                                       +
            CH 3 CH 2 , (CH 2 ) 7 CH 3 〕, 1.09 (m, 2H, CH 2 CH 3 ), 1.24  52.25 (N CH 2 , N CH 2 , N CH 2 ), 63.74 (CH 2 OH),
            〔m, 12H, CH 2 (CH 2 ) 6 〕, 1.58〔m, 4H, CH 2 CH 2 (CH 2 ) 7 ,   70.65 (CHOH), 71.92(CHOH), 72.63 (CHOH), 73.98
              +
            N CH 2 CH 2 〕, 1.78 (t, 2H, CH 2 CH 2 CH 2 ), 2.96 (m, 4H,   (CHOH), 173.55 (CONH)。
            CH 3 CH 2 , CH 3 CH 2 ), 3.14 (m, 4H, CH 2 CH 2 CH 2 ,   C 16 DGMAPB:收率:86.87%(淡黄色固体)。
                                             +
            CH 2 CH 2 CH 2 ), 3.37 (t, 2H, CH 2 CH 2 N ), 3.49 (m, 4H,   熔点 69.3~70.9  ℃。HNMR(DMSO-d 6 ),δ:0.86〔m,
                                                                                 1
                     +
                                +
            CH 2 CH 2 N , CH 2 CH 2 N ), 3.56 (m, 2H, NHCH 2 ), 3.74   9H, CH 3 CH 2 , CH 3 CH 2 , (CH 2 ) 11 CH 3 〕,  1.06 (m, 2H,
            (m, 1H, CHOH), 3.91 (m, 1H, CHOH), 4.01 (m, 1H,
            CHOH), 4.14 (m, 1H, CHOH), 4.41 (m, 2H, CH 2 OH),   CH 2 CH 3 ), 1.25〔m, 24H, CH 2 (CH 2 ) 12 〕, 1.58〔m, 4H,
                                                                              +
            4.53~5.42 (m, 5H, OH 为糖基上的羟基), 7.88 (t, 1H,        CH 2 CH 2 (CH 2 ) 13 , N CH 2 CH 2〕, 1.82 (t, 2H, CH 2 CH 2CH 2 ),
                    13
            CONH)。 CNMR(DMSO-d 6),δ:13.99 (CH 3, CH 3, CH 3),   2.96 (m, 4H, CH 3 CH 2 , CH 3 CH 2 ), 3.16 (m, 4H,
                                                                                                           +
            14.37 (CH 2CH 3), 19.93  (CH 3CH 2CH 2, CH 3 CH 2 CH 2 ),   CH 2 CH 2 CH 2 , CH 2 CH 2 CH 2 ), 3.38 (t, 2H, CH 2 CH 2 N ),
                                                                                    +
                                                                                              +
                                                               3.51 (m, 4H, CH 2 CH 2 N , CH 2 CH 2 N ), 3.58 (m, 2H,
            22.57 (CH 2 CH 2 , CH 2 CH 2 ), 25.59〔(CH 2 ) 5 CH 2 CH 2 〕,   NHCH 2 ), 3.77 (m, 1H, CHOH), 3.93 (m, 1H, CHOH),
            27.97〔(CH 2 ) 5 〕, 29.37〔(CH 2 ) 5 〕, 31.76 (CH 2 CH 2 CH 2 ),   4.03 (m, 1H, CHOH), 4.18 (m, 1H, CHOH), 4.42 (m, 2H,
                                                        +
            32.71 (CH 2 CH 2 ), 35.55 (NHCH 2 ), 50.40 (CH 2 N ),   CH 2OH), 4.50~5.51 (m, 5H, OH 为糖基上的羟基), 7.90
                                     +
                             +
                     +
            52.25 (N CH 2 , N CH 2 , N CH 2 ), 63.74 (CH 2 OH),   (t, 1H, CONH)。 CNMR (DMSO-d 6 ),δ:14.19 (CH 3 ,
                                                                             13
            70.65 (CHOH), 71.92 (CHOH), 72.63 (CHOH), 73.98    CH 3 ,  CH 3 ), 14.37  (CH 2 CH 3 ), 19.93  (CH 3CH 2CH 2,
            (CHOH), 173.55 (CONH)。
                                                               CH 3CH 2CH 2), 22.57 (CH 2 CH 2 , CH 2 CH 2 ), 25.59
                 C 12 DGMAPB:收率:89.67%(淡黄色固体)。                 〔(CH 2 ) 11 CH 2 CH 2 〕, 27.97〔(CH 2 ) 11 〕, 29.37〔(CH 2) 11〕,
                               1
            熔点 66.6~67.3  ℃。HNMR(DMSO-d 6 ),δ:0.85〔m,          31.76 (CH 2CH 2CH 2), 32.71 (CH 2 CH 2 ), 35.55 (NHCH 2 ),
                                                                          +
                                                                                           +
                                                                                                  +
                                                                                    +
            9H, CH 3CH 2, CH 3CH 2, (CH 2) 9CH 3 〕, 1.08 (m,  2H,   50.40 (CH 2 N ), 52.25 (N CH 2 , N CH 2 , N CH 2 ), 63.74
            CH 2CH 3), 1.24〔m, 16H, CH 2(CH 2) 8〕, 1.57〔m, 4H,   (CH 2 OH), 70.65  (CHOH), 71.92 (CHOH), 72.63
                           +
            CH 2 CH 2 (CH 2 ) 9, N CH 2CH 2 〕, 1.75 (t, 2H, CH 2 CH 2CH 2 ),   (CHOH), 73.98 (CHOH), 173.55 (CONH)。
            2.92 (m, 4H, CH 3 CH 2 , CH 3 CH 2 ), 3.17 (m, 4H,     综合以上分析结果可知,已经成功制备出
                                                        +
            CH 2 CH 2 CH 2 , CH 2 CH 2 CH 2 ), 3.38 (t, 2H, CH 2 CH 2 N ),   DGMAPA 和 C n DGMAPB。
                                 +
                                            +
            3.48 (m, 4H, CH 2 CH 2 N , CH 2 CH 2 N ), 3.56 (m, 2H,   2.2   表面张力分析
            NHCH 2 ), 3.78 (m, 1H, CHOH), 3.92 (m, 1H, CHOH),      C n DGMAPB 水溶液的表面张力如图 4 所示。由
            4.01 (m, 1H, CHOH), 4.18 (m, 1H, CHOH), 4.39 (m,
            2H, CH 2 OH), 4.54~5.51 (m, 5H, OH 为糖基上的羟          图 4 可知,当浓度小于 0.3 mmol/L 时表面活性剂溶
                                  13
            基), 7.86 (t, 1H, CONH)。 CNMR(DMSO-d 6),δ:13.20     液的表面张力随浓度的增加而急剧下降,并呈线性
            (CH 3 , CH 3 , CH 3 ), 14.37 (CH 2 CH 3 ), 19.93 (CH 3 CH 2 CH 2 ,   关系,当浓度达到一定值时出现转折点,此点所对
            CH 3 CH 2 CH 2 ), 22.57 (CH 2 CH 2 , CH 2 CH 2 ), 25.59  应的浓度为临界胶束浓度(cmc),也意味着胶束
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