CN102246748A - Method for improving light stability of natural chlorophyll - Google Patents
Method for improving light stability of natural chlorophyll Download PDFInfo
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- CN102246748A CN102246748A CN2011101176905A CN201110117690A CN102246748A CN 102246748 A CN102246748 A CN 102246748A CN 2011101176905 A CN2011101176905 A CN 2011101176905A CN 201110117690 A CN201110117690 A CN 201110117690A CN 102246748 A CN102246748 A CN 102246748A
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- ATNHDLDRLWWWCB-AENOIHSZSA-M chlorophyll a Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 ATNHDLDRLWWWCB-AENOIHSZSA-M 0.000 title claims abstract description 62
- 229930002875 chlorophyll Natural products 0.000 title claims abstract description 58
- 235000019804 chlorophyll Nutrition 0.000 title claims abstract description 58
- 238000000034 method Methods 0.000 title claims abstract description 17
- 239000000463 material Substances 0.000 claims abstract description 13
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 13
- 239000001301 oxygen Substances 0.000 claims abstract description 13
- 230000004888 barrier function Effects 0.000 claims abstract description 12
- 239000000243 solution Substances 0.000 claims abstract description 9
- 239000011259 mixed solution Substances 0.000 claims abstract description 5
- 229920000219 Ethylene vinyl alcohol Polymers 0.000 claims description 9
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 3
- 229930002868 chlorophyll a Natural products 0.000 claims description 2
- 229930002869 chlorophyll b Natural products 0.000 claims description 2
- NSMUHPMZFPKNMZ-VBYMZDBQSA-M chlorophyll b Chemical compound C1([C@@H](C(=O)OC)C(=O)C2=C3C)=C2N2C3=CC(C(CC)=C3C=O)=[N+]4C3=CC3=C(C=C)C(C)=C5N3[Mg-2]42[N+]2=C1[C@@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)[C@H](C)C2=C5 NSMUHPMZFPKNMZ-VBYMZDBQSA-M 0.000 claims description 2
- 229930002863 chlorophyll d Natural products 0.000 claims description 2
- QXWRYZIMSXOOPY-SKHCYZARSA-M chlorophyll d Chemical compound C1([C@H](C2=O)C(=O)OC)=C(N3[Mg]N45)C2=C(C)\C3=C\C(=N2)C(CC)=C(C)\C2=C\C4=C(C=O)C(C)=C5\C=C/2[C@@H](C)[C@H](CCC(=O)OC\C=C(/C)CCC[C@H](C)CCC[C@H](C)CCCC(C)C)C1=N\2 QXWRYZIMSXOOPY-SKHCYZARSA-M 0.000 claims description 2
- DGNIJJSSARBJSH-NLJAFYFLSA-L magnesium (E)-3-[(3R)-16-ethenyl-11-ethyl-3-methoxycarbonyl-12,17,21,26-tetramethyl-4-oxo-7,24-diaza-23,25-diazanidahexacyclo[18.2.1.15,8.110,13.115,18.02,6]hexacosa-1(22),2(6),5(26),7,9,11,13,15(24),16,18,20-undecaen-22-yl]prop-2-enoic acid Chemical compound [Mg++].CCc1c(C)c2cc3nc(cc4[n-]c(c(\C=C\C(O)=O)c4C)c4[C@@H](C(=O)OC)C(=O)c5c(C)c(cc1[n-]2)nc45)c(C)c3C=C DGNIJJSSARBJSH-NLJAFYFLSA-L 0.000 claims description 2
- 230000001699 photocatalysis Effects 0.000 abstract description 4
- 238000007146 photocatalysis Methods 0.000 abstract description 4
- 238000000016 photochemical curing Methods 0.000 abstract description 4
- 230000008569 process Effects 0.000 abstract description 3
- 230000007774 longterm Effects 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 238000002360 preparation method Methods 0.000 description 6
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 3
- 210000004027 cell Anatomy 0.000 description 3
- 238000001782 photodegradation Methods 0.000 description 3
- 230000029553 photosynthesis Effects 0.000 description 3
- 238000010672 photosynthesis Methods 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 241001464837 Viridiplantae Species 0.000 description 2
- 239000005357 flat glass Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 241001474374 Blennius Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 210000003763 chloroplast Anatomy 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000003517 fume Substances 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052901 montmorillonite Inorganic materials 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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Abstract
本发明涉及天然叶绿素，具体涉及一种提高天然叶绿素光稳定性的方法。将天然叶绿素封装于不与叶绿素发生化学反应的高氧气阻隔材料中。包括两个步骤，步骤一：制备不与叶绿素发生化学反应的高氧气阻隔材料溶液；步骤二：将叶绿素加入到步骤一所制备出的溶液中，混合均匀，将混合液置于基底材料上，常温下自然晾干或真空干燥。利用本发明制备出的天然叶绿素薄膜具有长时间的光稳定性。该方法工艺简单、易于操作，可应用于光电池、光催化和光固化等领域。
The invention relates to natural chlorophyll, in particular to a method for improving the photostability of natural chlorophyll. Encapsulate natural chlorophyll in a high-oxygen barrier material that does not chemically react with chlorophyll. It includes two steps, step 1: preparing a high-oxygen barrier material solution that does not chemically react with chlorophyll; step 2: adding chlorophyll to the solution prepared in step 1, mixing evenly, and placing the mixed solution on the base material, Air dry or vacuum dry at room temperature. The natural chlorophyll film prepared by the invention has long-term photostability. The method is simple in process and easy to operate, and can be applied to the fields of photovoltaic cells, photocatalysis, photocuring and the like.
Description
技术领域 technical field
本发明涉及天然叶绿素，特别是涉及一种提高天然叶绿素光稳定性的方法。The invention relates to natural chlorophyll, in particular to a method for improving the photostability of natural chlorophyll.
背景技术 Background technique
叶绿素是绿色植物中广泛存在的最主要色素，在光合作用中发挥着重要的生理功能.而光合作用又是地球上生命赖以生存的根本，所以长期以来，叶绿素及光合作用的研究一直是人们极关心的课题，关于叶绿素分子的结构及人工合成曾三次获得诺贝尔奖。Chlorophyll is the most important pigment that widely exists in green plants, and it plays an important physiological function in photosynthesis. And photosynthesis is the basis for the survival of life on earth, so for a long time, the research on chlorophyll and photosynthesis has always been the focus of people A subject of great concern, the structure and artificial synthesis of chlorophyll molecules have won the Nobel Prize three times.
近年来，太阳能作为清洁能源，其使用呼声越来越高，而叶绿素作为自然界中吸光性最强的物质，在光电极和光电池、光催化、光固化等领域有着广泛的应用前景。但叶绿素离体后的稳定性极差，对酸、碱、光和热敏感，尤其是在光照下会迅速降解，这在很大程度上限制了其应用。In recent years, the use of solar energy as a clean energy has become more and more popular, and chlorophyll, as the most light-absorbing substance in nature, has broad application prospects in the fields of photoelectrodes and photovoltaic cells, photocatalysis, and photocuring. However, the stability of chlorophyll in vitro is extremely poor, and it is sensitive to acid, alkali, light and heat, and it will degrade rapidly especially under light, which limits its application to a large extent.
ltoh等在《Dyes and Pigments》1995年第1期上发表的文章，介绍了一种通过模拟叶绿体中叶绿素-蛋白质结合体，将天然叶绿素吸附于蒙脱土上的方法，使天然叶绿素的光稳定性由数小时提高到了数天。但这还无法满足实际的需求。The article published by ltoh et al. in the first issue of "Dyes and Pigments" in 1995 introduced a method of adsorbing natural chlorophyll on montmorillonite by simulating the chlorophyll-protein complex in chloroplasts, so that the photostability of natural chlorophyll can be stabilized. Sex increased from hours to days. But this still can't meet the actual demand.
申请号为00136502.9、00110867.0、200410043618.2的中国发明专利申请公开了多种植物的护绿方法，但其大多是采用铜、铁、锌等金属离子替换天然叶绿素中的镁离子以生成叶绿素的衍生物，这些方法虽然提高了叶绿素的稳定性，但却改变了叶绿素的性质，严格意义上来说，其仅仅是利用了叶绿素衍生物较高的稳定性，而并未提高天然叶绿素的稳定性。Chinese invention patent applications with application numbers 00136502.9, 00110867.0, and 200410043618.2 disclose green protection methods for various plants, but most of them use metal ions such as copper, iron, and zinc to replace magnesium ions in natural chlorophyll to generate chlorophyll derivatives. Although these methods improved the stability of chlorophyll, they changed the properties of chlorophyll. Strictly speaking, they only utilized the higher stability of chlorophyll derivatives, but did not improve the stability of natural chlorophyll.
发明内容 Contents of the invention
本发明针对现有技术的不足，提供一种提高天然叶绿素光稳定性的方法。该方法有效的提高了天然叶绿素的光稳定性，使其由数小时提高到了数月。The invention aims at the deficiencies of the prior art and provides a method for improving the photostability of natural chlorophyll. The method effectively improves the photostability of the natural chlorophyll from several hours to several months.
本发明的提高天然叶绿素光稳定性的方法，包括以下步骤：The method for improving the photostability of natural chlorophyll of the present invention comprises the following steps:
步骤一：制备不与天然叶绿素发生化学反应的高氧气阻隔材料溶液；Step 1: preparing a high oxygen barrier material solution that does not chemically react with natural chlorophyll;
步骤二：将天然叶绿素加入到步骤一所制备出的溶液中，混合均匀，将混合液置于基底材料上，常温下自然晾干或真空干燥。Step 2: Add natural chlorophyll to the solution prepared in
叶绿素的光降解过程必须要有氧气的参与。本发明是利用不与叶绿素发生化学反应的高氧气阻隔材料，利用其高氧气阻隔特性将天然叶绿素封装于其中，使其处于无氧环境中，中断其在光照下的光降解反应，解决了离体天然叶绿素稳定性差，在光照下会迅速降解的问题，使其即使处于光照下仍可保持长时间的稳定性。The photodegradation process of chlorophyll must have the participation of oxygen. The present invention utilizes the high-oxygen barrier material that does not chemically react with chlorophyll, uses its high-oxygen barrier properties to encapsulate natural chlorophyll in it, makes it in an oxygen-free environment, and interrupts its photodegradation reaction under light to solve the problem of isolation The natural chlorophyll in the body has poor stability and will degrade rapidly under light, so that it can maintain long-term stability even under light.
采用本发明制备的光稳定性天然叶绿素薄膜，提高了离体叶绿素的稳定时间，可应用在光电池、光催化和光固化等领域。The light-stable natural chlorophyll film prepared by the invention improves the stability time of the isolated chlorophyll, and can be applied in the fields of photovoltaic cells, photocatalysis, photocuring and the like.
附图说明 Description of drawings
图1为本发明实施例1日照两个月前后的光谱对比图。Fig. 1 is a comparison chart of spectra before and after two months of sunshine in Example 1 of the present invention.
1-利用本发明实施例1制备的叶绿素薄膜日照前的吸收光谱1-Utilize the absorption spectrum before the sunshine of the chlorophyll film prepared by the embodiment of the
2-利用本发明实施例1制备的叶绿素薄膜日照两月后的吸收光谱2-Absorptance spectrum after utilizing the chlorophyll film prepared by Example 1 of the present invention under sunlight for two months
具体实施方式 Detailed ways
下面结合附图对本发明的实施方式进行详细描述：Embodiments of the present invention are described in detail below in conjunction with accompanying drawings:
本发明中的天然叶绿素可直接在市场上购买，也可从天然绿色植物或如海藻等含叶绿素的天然生物内提取。包括叶绿素a、叶绿素b、叶绿素c、叶绿素d或叶绿素的各种异构体。The natural chlorophyll in the present invention can be purchased directly in the market, and can also be extracted from natural green plants or natural organisms containing chlorophyll such as seaweed. Including chlorophyll a, chlorophyll b, chlorophyll c, chlorophyll d or various isomers of chlorophyll.
实施例1Example 1
利用聚乙烯醇高氧气阻隔材料制备高光稳定性的天然叶绿素薄膜。Preparation of highly photostable natural chlorophyll films using polyvinyl alcohol as a high oxygen barrier material.
步骤一：聚乙烯醇高氧气阻隔水溶液的制备Step 1: Preparation of polyvinyl alcohol high oxygen barrier aqueous solution
将聚乙烯醇加入到蒸馏水中，80-90℃下恒温搅拌至聚乙烯醇全部溶解；50-70℃下静置消泡。得到聚乙烯醇水溶液。Add polyvinyl alcohol into distilled water, stir at a constant temperature at 80-90°C until the polyvinyl alcohol is completely dissolved; stand at 50-70°C for defoaming. An aqueous solution of polyvinyl alcohol was obtained.
步骤二：天然叶绿素/聚乙烯醇薄膜的制备Step 2: Preparation of natural chlorophyll/polyvinyl alcohol film
将天然叶绿素加入聚乙烯醇水溶液中，混合均匀。将混合液倒在平板玻璃基体上，流延成膜，常温避光条件下在通风橱中自然晾干。获得天然叶绿素/聚乙烯醇薄膜。Add natural chlorophyll to polyvinyl alcohol aqueous solution and mix well. The mixed solution was poured on a flat glass substrate, cast to form a film, and dried naturally in a fume hood at room temperature and protected from light. Obtain a natural chlorophyll/polyvinyl alcohol film.
实施例2Example 2
利用乙烯-乙烯醇共聚物高氧气阻隔材料制备高光稳定性天然叶绿素薄膜。Preparation of highly photostable natural chlorophyll films using ethylene-vinyl alcohol copolymer as a high oxygen barrier material.
步骤一：乙烯-乙烯醇共聚物N，N-二甲基乙酰胺溶液的制备Step 1: Preparation of ethylene-vinyl alcohol copolymer N,N-dimethylacetamide solution
将乙烯-乙烯醇共聚物加入到N，N-二甲基乙酰胺中，80-90℃下恒温搅拌至乙烯-乙烯醇共聚物全部溶解。得到乙烯-乙烯醇共聚物N，N-二甲基乙酰胺溶液。Add the ethylene-vinyl alcohol copolymer into N,N-dimethylacetamide, and stir at a constant temperature of 80-90°C until the ethylene-vinyl alcohol copolymer is completely dissolved. An ethylene-vinyl alcohol copolymer N,N-dimethylacetamide solution was obtained.
(2)天然叶绿素/乙烯-乙烯醇共聚物薄膜的制备(2) Preparation of natural chlorophyll/ethylene-vinyl alcohol copolymer film
将天然叶绿素加入到乙烯-乙烯醇共聚物N，N-二甲基乙酰胺溶液中，混合均匀，将混合液倒在平板玻璃基体上，流延成膜，10-40℃下真空干燥。获得天然叶绿素/乙烯-乙烯醇共聚物薄膜。Adding natural chlorophyll to ethylene-vinyl alcohol copolymer N, N-dimethylacetamide solution, mixing evenly, pouring the mixed solution on a flat glass substrate, casting to form a film, and vacuum drying at 10-40°C. A natural chlorophyll/ethylene-vinyl alcohol copolymer film was obtained.
图1为实施例1日照两个月前后的光谱对比图。由图可知，将天然叶绿素封装于高隔氧材料中后，日照两个月时仍有80％以上未发生降解，具有较高的光稳定性。Fig. 1 is the spectrum contrast graph before and after two months of sunshine of
本发明是将天然叶绿素封装于不能与天然叶绿素发生化学反应并具有高氧气阻隔特性的材料中，中断叶绿素的光降解过程，提高其在可见光辐照下的光稳定性。The invention encapsulates the natural chlorophyll in a material that cannot chemically react with the natural chlorophyll and has high oxygen barrier properties, interrupts the photodegradation process of the chlorophyll, and improves its photostability under visible light irradiation.
基于叶绿素作为自然界中吸光性最强物质的特性，本发明可能在光电池、光催化和光固化等领域得到应用。Based on the characteristics of chlorophyll as the most light-absorbing substance in nature, the invention may be applied in the fields of photovoltaic cells, photocatalysis and photocuring.
本发明不受上述实施例的限制，上述实施例和说明书中的描述只是说明本发明的原理，在不脱离本发明精神和范围的前提下本发明还会有各种变化和改进，这些变化和改进都落入要求保护的本发明范围内。The present invention is not limited by the above-mentioned embodiments, and the description in the above-mentioned embodiments and specification only illustrates the principle of the present invention, and the present invention also has various changes and improvements without departing from the spirit and scope of the present invention. These changes and Modifications are within the scope of the claimed invention.
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| CN112175414A (en) * | 2020-09-08 | 2021-01-05 | 上海大学 | Preparation method of chlorophyll/clay mineral hybrid green pigment |
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Application publication date: 20111123 |