CN113786641A - 亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法 - Google Patents
亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法 Download PDFInfo
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- CN113786641A CN113786641A CN202110890684.7A CN202110890684A CN113786641A CN 113786641 A CN113786641 A CN 113786641A CN 202110890684 A CN202110890684 A CN 202110890684A CN 113786641 A CN113786641 A CN 113786641A
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- extraction
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- subcritical
- linseed
- lignan
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- B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
- B01D15/1864—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns using two or more columns
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- B01D3/08—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in rotating vessels; Atomisation on rotating discs
- B01D3/085—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in rotating vessels; Atomisation on rotating discs using a rotary evaporator
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- C—CHEMISTRY; METALLURGY
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- Y02P60/87—Re-use of by-products of food processing for fodder production
Abstract
本发明公开了亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法,包括以下步骤:取亚麻籽粕,加入萃取剂,进行亚临界萃取,一步得到亚麻木酚素粗提液和亚麻籽粗油;所述的萃取剂由正丁烷和无水乙醇按体积比1:1组成;亚麻籽粗油加入正己烷进行分液萃取,旋转蒸发后可得亚麻籽油;取用后的亚麻籽粕,热水浸提获得亚麻籽胶。本发明萃取过程中使用的亚临界复合溶剂,可替代传统萃取中使用的大量有机试剂,具有溶剂效果好,绿色可回收,环境负担小等特性,可减少有机试剂在过程中对操作人员和自然环境造成的危害风险。且本发明中亚临界萃取对操作和专业人员要求更低,在减少操作单元的同时获得多种高附加值成分,资源利用最大化,降本增效。
Description
技术领域
本发明属于植物有效成分的萃取分离领域,具体涉及亚麻籽粕中多种活性成分的亚临界复合溶剂萃取分离方法。
背景技术
亚麻籽油富含α-亚麻酸、VE等营养物质。亚麻籽经压榨后所得饼粕仍含有残油,以及木酚素、多糖(胶)和蛋白等活性成分。作为亚麻籽油加工的主要副产物,亚麻籽饼粕通常仅被用作动物饲料、肥料或者废料处理,资源未得到充分利用。
目前,我国的亚麻籽产品主要以亚麻籽油为主,产品单一且同质化严重,亚麻籽功能性食品配料的开发逐渐成为热点。油脂的制取工艺有压榨法、溶剂萃取法和超临界CO2萃取法,其中压榨法得率低,处理量有限,往往采取溶剂萃取法弥补缺陷,但该法所得油脂品质有差异,且有溶剂残留风险。新兴的超临界CO2萃取法得率较高,品质优良,但工业化生产成本较高,需要专业化人士操作。
除亚麻籽油外,亚麻木酚素等其他高附加值活性成分的高效绿色萃取研究较少。目前,亚麻木酚素存在于亚麻籽壳中,其萃取工艺主要分为有机溶剂萃取法、微波辅助萃取法和超声辅助萃取法。有机溶剂法是目前亚麻木酚素萃取的主要技术,具有操作简捷、设备要求低等特点,但也存在有机溶剂消耗量大,萃取时间长,得率较低等缺点。
在溶剂萃取法的基础上采用微波或超声波辅助可以大大缩短萃取时间,且在一定程度上可提高亚麻木酚素的萃取率,但对设备和操作人员有一定要求,离产业化还有距离。
迄今为止,以亚麻籽粕为原料,一步同时萃取获得亚麻木酚素和亚麻籽油,进而获得亚麻籽胶的高效综合利用技术鲜有报道。
发明内容
本发明的目的在于提供亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法,本发明方法通过对复合萃取溶剂和萃取条件的优化,同时得到亚麻籽木酚素和油两种天然萃取物,萃取后废渣继续进行亚麻多糖(胶)的萃取,该方法萃取的亚麻籽油不饱和脂肪酸含量高达90%,其脂肪酸含量和甘油酯组成与精炼亚麻籽油几乎一致。
本发明的目的通过下述技术方案实现:
亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法,包括以下步骤:
(1)取亚麻籽粕,加入萃取剂,进行亚临界萃取,萃取后萃取液上层为木酚素粗提物,萃取液下层为亚麻籽粗油;
所述的萃取剂由正丁烷和无水乙醇按体积比1:1组成;无水乙醇的加入调整了复合溶剂的极性,便于亚麻粕中偏极性酚类物质的溶出,从而提高萃取效率。
所述的亚临界萃取,优选在69℃下进行亚临界萃取2h;
所得到的木酚素粗提液,旋转蒸发除去残留萃取剂,离心,所得上清液含有木酚素聚合物;上清液进行碱处理、酸中和、大孔吸附树脂层析、硅胶柱层析,得到纯度>90%的木酚素;
所述的碱处理,优选加入0.1M的氢氧化钠溶液室温下碱水解至少24h;
所述的酸中和优选加入醋酸至体系pH值为7;
所述的大孔吸附树脂层析,优选AB-8大孔树脂吸附,优选以70%V/V的乙醇溶液洗脱,得到含有木酚素的洗脱液;
所述的柱层析,是以二氯甲烷、二氯甲烷/甲醇/冰乙酸=10:1:0.1(V/V/V)、二氯甲烷/甲醇/冰乙酸=10:2:0.1(V/V/V)、二氯甲烷/甲醇=10:2.5:0.1(V/V/V)依次洗脱,收集SDG组分的所有管液;
(2)取步骤(1)所得亚麻籽粗油,加入正己烷进行分液萃取,取上清液,旋蒸浓缩至体积不变后即为亚麻籽油,该方法萃取的亚麻籽油中不饱和脂肪酸含量高达90%;
所述的萃取优选在70℃下萃取3-5h;
(3)取步骤(1)用后的亚麻籽粕,热水浸提获得亚麻籽胶;
所述的热水浸提,是在70℃、2h、400rpm、料液比1:25的条件下水提。
本发明相对于现有技术具有如下的优点及效果:
(1)本发明萃取过程中使用的亚临界复合溶剂,可替代传统萃取中使用的大量有机试剂,具有溶剂效果好,绿色可回收,环境负担小等特性,可减少有机试剂在过程中对操作人员和自然环境造成的危害风险。且本发明中亚临界萃取对操作和专业人员要求更低。
(2)本发明萃取所得亚麻木酚素,即开环异落叶松树脂酚二葡糖苷(SDG),具有较好的抗氧化、抗骨质疏松等生物活性,纯化后纯度可达>90%,可进一步开发成为食品或保健品功能配料。相对于现有技术,本发明萃取在最大程度上规避了传统萃取过程中有机溶剂大量使用和残留的问题,在减少操作单元的同时获得了亚麻籽油,降本增效。
(3)本发明萃取所得亚麻籽油,区别于传统有机溶剂萃取,在亚临界条件下,复合溶剂随着温度和压力的增加会改变其粘度、扩散系数和极性等物理特性,溶解能力可比拟有机溶剂,从而在保证油脂品质的同时,规避了萃取过程中有机溶剂大量使用和残留等问题。
(4)本发明一步萃取出亚麻籽木酚素和油后,还可通过热水浸提法得到亚麻籽胶。材料来源天然,操作过程简单,条件温和,无需大型设备,成本低廉,得到的亚麻籽胶表观特性与现有技术所得无异。
附图说明
图1是本发明萃取分离、纯化和分析方法的技术路线图。
图2是萃取亚麻木酚素的亚临界复合溶剂配比优化结果图。
图3是亚临界萃取亚麻木酚素的萃取温度优化结果图。
图4是亚临界萃取木酚素的萃取时间比较优化结果图。
图5是亚临界萃取木酚素的碱水解后SDG含量的液相色谱图谱。
图6是亚临界萃取的木酚素经过碱性氧化铝和AB-8大孔吸附树脂纯化后的液相色谱图谱。
图7是亚临界萃取的木酚素经过硅胶柱层析纯化后的液相色谱图谱。
图8是亚临界萃取亚麻籽油的脂肪酸组成气相色谱图。
图9是亚临界萃取亚麻籽油的甘油酯组成气相色谱图。
具体实施方式
下面结合实施例及附图对本发明作进一步详细的描述,但本发明的实施方式不限于此。
本发明中,总酚含量测定采用福林酚法测定,具体如下:
采用没食子酸作为标准品对照。称取没食子酸标准品20mg加蒸馏水溶解后转移至100mL容量瓶中,加蒸馏水水定容至刻度线凹液面最低处,摇匀,得没食子酸储备液。
精密量取上述储备液1.0mL、2.0mL、3.0mL、4.0mL、5.0mL,分别置于10mL容量瓶中,加水至刻度,摇匀,得到一系列不同浓度的没食子酸标准溶液。
1)空白溶液配制:将没食子酸标准溶液1.0mL分别移入试管内,并分别加入5.0mL福林酚试剂,摇匀。反应3~8分钟后,加入7.5%的Na2CO3溶液4.0mL,摇匀,室温下放置60min。
2)标准曲线绘制:以空白溶液为对照,在765nm波长下测定吸光度。以吸光度为纵坐标,浓度为横坐标,绘制回归曲线y=5.983X+0.006,计算线性回归方差。
3)样品溶液分析:取样品溶液1.0mL,并加入福林酚试剂5.0mL,摇匀后于765nm波长处测定吸光度。实验重复多次,样品中的总酚含量(Total phenol content,TPC)以每克干重的的毫克没食子酸当量(mg GAE/g dw)表示。
本发明中,亚麻籽油中脂肪酸组成和甘油酯组成的分析方法如下:
脂肪酸组成分析是先进行甲酯化反应,取一滴亚麻籽油到50mL圆底烧瓶中,加入2mL 0.5M KOH甲醇溶液,在70℃的条件下水浴回流10min。待反应结束冷却后加入3mL的BF3甲醇溶液,再在70℃的条件下水浴回流5min,冷却后先加入2-3mL正己烷,再加入2mL饱和NaCl,反应1min后,加入适量无水硫酸钠,取上层正己烷,过0.45μm的膜打进进样瓶里,然后进行气相分析。
甘油酯组成分析是将1滴油溶解在2mL的正己烷中,过0.45μm的膜打进进样瓶里,然后进行气相分析。
利用苯酚-硫酸法测定亚麻粕中总糖的含量。准确称取标准葡萄糖10mg于100mL容量瓶中,加蒸馏水至刻度,分别吸取0.2、0.4、0.6、0.8、1.0、1.2、1.4及1.6mL,各以水补至2.0mL,然后加入6%苯酚1.0mL及浓硫酸5.0mL,静置10min,摇匀,室温放置20min以后于490nm测吸光度,以2.0mL水按同样显色操作作为空白,纵坐标作为吸光度,横坐标为葡萄糖含量(μg),进行线性回归得到标准曲线方程。
采用3,5-二硝基水杨酸法测定亚麻粕中还原糖的含量。准确称取标准葡萄糖50mg于100mL容量瓶中,加蒸馏水至刻度,分别吸取0.1、0.2、0.3、0.4及0.5mL,各以水补至0.5mL,然后加入0.5mL DNS,沸水浴中加热5min,取出后立即冷却至室温,各管加蒸馏水4mL,充分混匀,540nm测定吸光度,以0.5mL蒸馏水按同样显色操作作为空白,纵坐标为吸光度,横坐标为葡萄糖含量(μg),进行线性回归得到标准曲线。
多糖含量的计算:
多糖含量=总糖含量-还原糖含量
多糖的萃取得率=(ml-m2)/m×100%
式中:m1-亚麻总糖的质量,g;m2-亚麻还原糖的质量,g;m-亚麻籽粕粉的质量,g。
实施例
亚麻籽粕多种成分的亚临界复合溶剂萃取分离方法,包括以下步骤:
(1)称取10.0g研磨好的亚麻籽粕粉放置在亚临界萃取釜中的萃取袋里,加入200mL的正丁烷,进行萃取条件的单因素试验,探究不同复合溶剂(正丁烷与无水乙醇)配比(图2)、萃取温度(图3)、萃取时间(图4)对总酚含量的影响,根据单因素最优值结果进行响应面设计实验,得到亚临界萃取最优条件为复合溶剂配比1:1(正丁烷与无水乙醇),萃取温度69℃,萃取时间2h,所得样品总酚含量为为22.76mg GAE/g。
萃取后萃取液上层为木酚素粗提物,在40℃下进行旋转蒸发浓缩除去乙醇和微量残留的正丁烷。浓缩到一定体积后,转速为10000rpm条件下离心10min,取上清液后得木酚素聚合物。
萃取液下层为亚麻籽粗油。
(2)取步骤(1)所得亚麻籽粗油,加入正己烷分液萃取,收集上清液,旋蒸浓缩至体积不变即为亚麻籽油。
所得亚麻籽油脂肪酸和甘油酯组成的气相分析结果如图8和图9所示,脂肪酸组成为棕榈酸16:0(7.63%)、硬脂酸18:0(3.27%)、油酸18:1(13.75%)、亚油酸18:2(13.75%)和亚麻酸18:3(56.32%),不饱和脂肪酸总含量高达90%。甘油酯组成为脂肪酸(3.46%)、甘油二酯(2.60%)和甘油三酯(93.83%),均与市售亚麻籽油组成无显著性差异。因此,亚临界复合溶剂萃取亚麻粕中的残油得率较高,品质良好,无有机溶剂残留,是一种绿色高效的亚麻籽油萃取的方式。
(3)将步骤(1)中亚临界萃取釜中的亚麻籽粕粉取出,采用风干或真空干燥的方式,得到恒重的亚麻粕粉。用去离子水浸提亚麻籽胶,亚麻籽粕在70℃、3h、400rpm、物料比1:25的条件下水提亚麻籽胶。水提亚麻籽胶中多糖含量为18.19%。
(4)取步骤(1)得到的含有木酚素聚合物的上清液,加入5倍体积的0.1M的氢氧化钠溶液,室温下碱水解24h,加入冰醋酸中和至pH值为7,可以明显观察到pH值接近7.0时,橙黄色的清澈液体短暂地变成柠檬黄的浑浊状态,将中和液体真空蒸发凝缩和冷冻干燥得到亚麻木酚素(SDG)粗品。
冰醋酸中和是指将碱水解后的样品液放置于磁力搅拌器上,一边搅拌一边少量多次加入AR级冰醋酸,并用精密pH试纸或pH计实时监测。
HPLC测定中和液体中SDG的含量,萃取率为6.99%(图5)。
将5g SDG粗品样品重溶于1000mL的10%的乙醇溶液中,然后先通过200-300g碱性氧化铝除去有机酸,抽滤2-3次得到滤液,加入AB-8大孔吸附树脂吸附4-10h,期间可用玻璃棒间歇性地搅拌。吸附结束后抽滤得到大孔树脂,用去离子水多次冲洗树脂表面,再加入1000mL的70%的乙醇溶液浸泡树脂4-10h,期间亦用玻璃棒间歇性地搅拌得到解析出SDG的乙醇溶液。
HPLC监测AB-8大孔吸附树脂处理得到样品纯度约为84%的SDG(图6)。
将得到的乙醇溶液在40℃的条件下旋蒸浓缩至干燥。在烧瓶中加入SDG质量约3-5倍质量的硅胶粉进行硅胶柱层析,分别以二氯甲烷:甲醇:冰乙酸=10:1:0.1、二氯甲烷:甲醇:冰乙酸=10:2:0.1和二氯甲烷:甲醇:冰乙酸=10:2.5:0.1的体积比进行梯度洗脱。
所述的柱层析,以SDG标准品为对照,用内径为0.3mm的玻璃点样毛细管吸取洗脱液,将洗脱液用硅胶薄层层析板进行层析分离,展开剂为二氯甲烷:甲醇:冰乙酸=10:3:0.1,层析完成后,在紫外灯254nm下进行紫外显色分析。根据TLC法分析结果,逐步调整洗脱剂极性,分别以二氯甲烷、二氯甲烷/甲醇/冰乙酸=10:1:0.1(V/V/V)、二氯甲烷/甲醇/冰乙酸=10:2:0.1(V/V/V)、二氯甲烷/甲醇=10:2.5:0.1(V/V/V)进行梯度洗脱,40mL/管收集洗脱液,直至SDG组分洗脱完全。收集SDG组分的所有管液,减压浓缩干燥,利用真空泵除去残留溶剂,之后利用高效液相色谱法鉴定纯度。
将84%的SDG经过硅胶柱层析处理,得到纯度约为94%的SDG(图7)。
折算亚麻粕中亚麻木酚素SDG含量为4.19mg/g。
上述实施例为本发明较佳的实施方式,但本发明的实施方式并不受上述实施例的限制,其他的任何未背离本发明的精神实质与原理下所作的改变、修饰、替代、组合、简化,均应为等效的置换方式,都包含在本发明的保护范围之内。
Claims (10)
1.亚麻籽粕中多种成分的亚临界复合溶剂萃取分离方法,其特征在于包括以下步骤:
(1)取亚麻籽粕,加入萃取剂,进行亚临界萃取,萃取后萃取液上层为木酚素粗提物,萃取液下层为亚麻籽粗油;
所述的萃取剂由正丁烷和无水乙醇按体积比1:1组成;
(2)取步骤(1)所得亚麻籽粗油,加入正己烷进行分液萃取,取上清液,旋蒸浓缩至体积不变后即为亚麻籽油;
(3)取步骤(1)用后的亚麻籽粕,热水浸提获得亚麻籽胶。
2.根据权利要求1所述的萃取分离方法,其特征在于:步骤(1)所述的亚临界萃取,是在69℃下进行亚临界萃取2h。
3.根据权利要求1所述的萃取分离方法,其特征在于:所得到的木酚素粗提液,旋转蒸发除去残留萃取剂,离心,所得上清液含有木酚素聚合物;上清液进行碱处理、酸中和、大孔吸附树脂层析、硅胶柱层析,得到木酚素。
4.根据权利要求3所述的萃取分离方法,其特征在于:所述的硅胶柱层析,是以二氯甲烷、二氯甲烷/甲醇/冰乙酸=10:1:0.1(V/V/V)、二氯甲烷/甲醇/冰乙酸=10:2:0.1(V/V/V)、二氯甲烷/甲醇=10:2.5:0.1(V/V/V)依次洗脱,收集SDG组分的所有管液。
5.根据权利要求3所述的萃取分离方法,其特征在于:所述的碱处理,是加入0.1M的氢氧化钠溶液室温下碱水解至少24h。
6.根据权利要求3所述的萃取分离方法,其特征在于:所述的酸中和是加入醋酸至体系pH值为7。
7.根据权利要求3所述的萃取分离方法,其特征在于:所述的大孔吸附树脂层析,是采用AB-8大孔树脂吸附。
8.根据权利要求7所述的萃取分离方法,其特征在于:所述的大孔吸附树脂层析,以70%V/V的乙醇溶液洗脱,得到含有木酚素的洗脱液。
9.根据权利要求1所述的萃取分离方法,其特征在于:步骤(2)所述的分液萃取是在70℃下萃取3-5h。
10.根据权利要求1所述的萃取分离方法,其特征在于:步骤(3)所述的热水浸提,是在70℃、2h、400rpm、料液比1:25的条件下水提。
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