CN103720004A - Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative - Google Patents
Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative Download PDFInfo
- Publication number
- CN103720004A CN103720004A CN201210548734.4A CN201210548734A CN103720004A CN 103720004 A CN103720004 A CN 103720004A CN 201210548734 A CN201210548734 A CN 201210548734A CN 103720004 A CN103720004 A CN 103720004A
- Authority
- CN
- China
- Prior art keywords
- cinnamaldehyde
- sodium alginate
- phytic acid
- cinnamic acid
- preservative
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3481—Organic compounds containing oxygen
- A23L3/3499—Organic compounds containing oxygen with doubly-bound oxygen
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
- A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
- A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
- A23L3/3463—Organic compounds; Microorganisms; Enzymes
- A23L3/3562—Sugars; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to a natural preservative, in particular to a preservative containing cinnamaldehyde, phytic acid and sodium alginate compounds. The invention tries the synthesis of cinnamaldehyde under the conditions of using benzaldehyde and acetaldehyde as raw materials, using NCW as a reaction medium and adding no catalyst for the first time. The technical scheme of the invention is as follows: the compounding and the comparison are carried out on cinnamaldehyde, the phytic acid and the sodium alginate to determine that the optimal components of the compound preservative comprise 0.10 percent by mass of cinnamaldehyde, 0.05 percent by mass of phytic acid and 0.50 percent by mass of sodium alginate. The compound preservative has the following advantages: the NCW replaces the traditional poisonous solvent in the synthesis process; the additional catalyst is not needed, so that the cost can be effectively saved; compared with the supercritical water phase, the reaction conditions (usual use temperature of 200-300 DEG C; pressure of 2-10 Mpa) are milder, so that the industrialization is convenient to realize. The measuring results of aerobic bacterial count and IC50 show that the cinnamaldehyde has dual effects of preventing blackening and resisting bacteria; the cinnamaldehyde, phytic acid and sodium alginate compound preservative has an obvious preservation effect.
Description
(1) technical field
The present invention relates to a kind of crude antistaling agent, especially a kind of anticorrisive agent that contains cinnamic acid, phytic acid, sodium alginate compound.
(2) background technology
Cinnamic acid is the main component of Cortex Cinnamomi volatile oil, and it has good inhibitory action to numerous food product putrefactive microorganisms, is that China, European Union and the U.S. all allow the food additives that use.Cinnamic acid has very strong sterilizing antisepsis, particularly fungi is had to significant curative effect.To Escherichia coli, hay bacillus and golden yellow staphylococcus, staphylococcus albus, Shigella shigae, Typhoid and paratyphoid first bacillus, pneumococcus, aerobacteria, proteus, bacillus anthracis, Bacterium enteritidis, comma bacillus etc. have inhibitory action.And remarkable to gram-positive bacteria bactericidal effect, can be used for treating and multiplely infect the disease causing because of bacterium.MIC (MIC) is 0.02-0.07ul/ml, and to deep pathomycete, MIC is 0.1-0.3ul/ml.Studies have shown that many plant extracts, plants essential oil, there is the antibacterial antisepsis of comparison wide spectrum and the activity of the aspect such as anti-oxidant.
Cinnamic acid is high-boiling-point heat-sensitive substance, separated with traditional air-distillation separation method, can cause cinnamic acid oxidation etc.Utilize merely decompression distillation separation method high purity cinnamic acid, yield is too low.Utilize merely molecular clock separation method high purity cinnamic acid, the purity of cinnamic acid does not reach requirement, is only 95.17%.Decompression distillation is separation one of the common method of organic compound of can purifying, and is specially adapted to those and when air-distillation, does not reach the boiling point material of decomposes, oxidation or polymerization.Molecular clock is in separation process, and mixture can volatilize at the temperature far below atmospheric boiling point, and separating degree increases significantly than conventional distillation, can solve the problems such as the indeterminable material decomposes of conventional distillation technique, polymerization simultaneously.This research first adopts decompression distillation, on the basis of single factor experiment, carries out Orthogonal Optimization Test, draws decompression distillation optimum production process, and recycling wiped film molecular distillation device is further purified.
(3) summary of the invention
The process that the object of the invention is to find green high-efficient more improves the yield of cinnamic acid, thereby traditional organic synthesis needs organic matter can give off a large amount of poisonous wastes as reaction dissolvent and inorganic acid alkali as catalyst thereby in industrial production conventionally, environment is caused to severe contamination. along with environmental protection and economy and social desirability day by day improve adopt green synthetic chemistry that nontoxic raw material solid acid/base catalyst and green solvent are representative to become the focus of domestic and international research.
The present invention has attempted take benzaldehyde first and acetaldehyde is raw material, take NCW as reaction medium, and under the condition of additional any catalyst not, synthetic cinnamic acid (being shown below), has investigated the impact of reaction condition.
Technical scheme of the present invention: cinnamic acid, phytic acid and sodium alginate are carried out to composite comparison, determine that the best composition of composite preservative is: cinnamic acid mass fraction 0.10%, phytic acid mass fraction 0.05%, sodium alginate mass fraction 0.50%.
Advantage of the present invention is, in building-up process, NCW has replaced traditional poisonous solvent, does not need additional catalyst, can be effectively cost-saving, and reaction condition (serviceability temperature 200～300 conventionally; Pressure 2～10Mpa) gentleness of comparing with supercritical water, is suitable for and realizes industrialization.By the measurement result of total plate count and IC50, find that cinnamic acid has anti-black change and antibacterial double effects concurrently simultaneously, the fresh-keeping complexing agent of cinnamic acid, phytic acid and sodium alginate has obvious preservation.
(4) specific embodiment:
Test method:
1) select the shrimp that Individual Size is (15 ± 5) g, with trash ice, make its shock inactivation, and rinse with clear water.
2) respectively shrimp is soaked to 15min in mass ratio from the aqueous solution of mass fraction 0.10% different compounds at 1: 4, untreated is control group.
3) every 20 shrimps are one group, are placed in plastic casing, storage at (4 ± 1) ℃.
4) measure the total plate count after storage 4d.
Technique effect: the mensuration by total plate count, TVB-N, TBARS value, sense organ scoring, show that composite preservative has obvious fresh-keeping effect, under 4 ℃ of conditions, storage period reaches 8～10d, in the scope that total plate count, TVB-N index all require in GB.Use separately cinnamic acid also can effectively suppress microbial spoilage in Penaeus Vannmei storage and the generation of black change, there is good fresh-keeping effect.
Claims (3)
1. according on the said synthesis technique of claim 1, the present invention is mainly that to take benzaldehyde and acetaldehyde be raw material, take NCW as reaction medium, synthetic cinnamic acid under the condition of additional any catalyst not.
2. according to the anticorrisive agent of the said a kind of natural compound of claim 1, be characterized in containing cinnamic acid, phytic acid, sodium alginate cinnamic acid mass fraction 0.10%, phytic acid mass fraction 0.05%, sodium alginate mass fraction 0.50%.
According to the said active component wherein of claim 1 be mainly due to: cinnamic acid has very strong sterilizing antisepsis, particularly fungi is had to significant curative effect.To Escherichia coli, hay bacillus and golden yellow staphylococcus, staphylococcus albus, Shigella shigae, Typhoid and paratyphoid first bacillus, pneumococcus, aerobacteria, proteus, bacillus anthracis, Bacterium enteritidis, comma bacillus etc. have inhibitory action.And remarkable to gram-positive bacteria bactericidal effect, can be used for treating and multiplely infect the disease causing because of bacterium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210548734.4A CN103720004A (en) | 2012-12-07 | 2012-12-07 | Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201210548734.4A CN103720004A (en) | 2012-12-07 | 2012-12-07 | Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103720004A true CN103720004A (en) | 2014-04-16 |
Family
ID=50444498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201210548734.4A Pending CN103720004A (en) | 2012-12-07 | 2012-12-07 | Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103720004A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106752449A (en) * | 2017-01-21 | 2017-05-31 | 湖北红旗电缆有限责任公司 | A kind of anticorrosion and antifouling coating used for cable |
| CN114007429A (en) * | 2019-06-20 | 2022-02-01 | Csp技术公司 | Composition and method for preventing and/or reducing melanosis in crustaceans |
| CN115279200A (en) * | 2020-02-13 | 2022-11-01 | Csp技术有限公司 | Methods, systems, and compositions for inhibiting melanosis using aldehydes |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1594257A (en) * | 2004-06-17 | 2005-03-16 | 浙江大学 | Cinnamaldehyde synthesis method using benzaldehyde and acetaldehyde as raw material in near-critical water |
| CN1837171A (en) * | 2006-04-21 | 2006-09-27 | 浙江大学 | Process for preparing cinnamic aldehyde by continuous condensation of benzaldehyde and acetaldehyde with ammonia water as catalyst in near critical water |
| CN102232608A (en) * | 2010-10-22 | 2011-11-09 | 浙江省农业科学院 | Shrimp preservative, method for preparing same and application thereof |
-
2012
- 2012-12-07 CN CN201210548734.4A patent/CN103720004A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1594257A (en) * | 2004-06-17 | 2005-03-16 | 浙江大学 | Cinnamaldehyde synthesis method using benzaldehyde and acetaldehyde as raw material in near-critical water |
| CN1837171A (en) * | 2006-04-21 | 2006-09-27 | 浙江大学 | Process for preparing cinnamic aldehyde by continuous condensation of benzaldehyde and acetaldehyde with ammonia water as catalyst in near critical water |
| CN102232608A (en) * | 2010-10-22 | 2011-11-09 | 浙江省农业科学院 | Shrimp preservative, method for preparing same and application thereof |
Non-Patent Citations (2)
| Title |
|---|
| 吕秀阳等: "肉桂醛绿色合成新方法", 《化工学报》, vol. 56, no. 5, 31 May 2005 (2005-05-31), pages 857 - 860 * |
| 穆宏磊等: "肉桂醛复合保鲜剂对南美白对虾贮藏品质的影响", 《农业机械学报》, vol. 42, no. 6, 30 June 2011 (2011-06-30), pages 161 - 165 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106752449A (en) * | 2017-01-21 | 2017-05-31 | 湖北红旗电缆有限责任公司 | A kind of anticorrosion and antifouling coating used for cable |
| CN114007429A (en) * | 2019-06-20 | 2022-02-01 | Csp技术公司 | Composition and method for preventing and/or reducing melanosis in crustaceans |
| CN115279200A (en) * | 2020-02-13 | 2022-11-01 | Csp技术有限公司 | Methods, systems, and compositions for inhibiting melanosis using aldehydes |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Zeng et al. | Antibacterial activity of water-soluble extract from pine needles of Cedrus deodara | |
| Verrillo et al. | Bioactivity and antimicrobial properties of chemically characterized compost teas from different green composts | |
| CN107501065B (en) | Polysubstituted naphthalene compound with antibacterial activity in aloe and preparation method and application thereof | |
| Roy et al. | Solid wastes of fruits peels as source of low cost broad spectrum natural antimicrobial compounds-furanone, furfural and benezenetriol | |
| CN102232609B (en) | Pectin hydrolysate natural food preservative and method for preparing same | |
| CN102273715A (en) | Common lophatherum herb extract natural food preservative and preparation method thereof | |
| CN103720004A (en) | Novel method for synthetizing cinnamaldehyde and using cinnamaldehyde to compound preservative | |
| CN110151752B (en) | Tea polyphenol composition and application thereof in preparation of anti-streptococcus suis medicines | |
| Zhang et al. | Identification and characterization of antifungal active substances of Streptomyces hygroscopicus BS-112 | |
| Chaieb et al. | Cytotoxicity, antibacterial, antioxidant, and antibiofilm properties of Tunisian Juglans regia bark extract | |
| CN103385283B (en) | Preparation method for antiseptic insect-proof antistaling agent used for bacon | |
| Gama et al. | Antimicrobial activity and chemical profile of wood vinegar from eucalyptus (Eucalyptus urophylla x Eucalyptus grandis-clone I144) and bamboo (Bambusa vulgaris) | |
| Tran et al. | Stilbenoids as promising natural product-based solutions in a race against mycotoxigenic fungi: a comprehensive review | |
| Yangui et al. | Potential use of hydroxytyrosol-rich extract from olive mill wastewater as a biological fungicide against Botrytis cinerea in tomato | |
| CN103300051A (en) | Macromolecular organic guazatine and organic silicon derivative leather antimicrobial mildew preventive and preparation method thereof | |
| Emeri et al. | Antimicrobial activity of nitrochalcone and pentyl caffeate against hospital pathogens results in decreased microbial adhesion and biofilm formation | |
| CN101568257A (en) | Antibacterial agent and bactericidal agent | |
| Klug et al. | Effect of tannin extracts on biofilms and attachment of Escherichia coli on lettuce leaves | |
| CN102640781B (en) | Fresh meat composite biological preservative and preparation method of fresh meat composite biological preservative | |
| Taghavi-Nezhad et al. | The effect of essential oils of Zataria multiflora and Mentha spicata on the in vitro rumen fermentation, and growth and deaminative activity of amino acid-fermenting bacteria isolated from Mehraban sheep | |
| CN1947523A (en) | Anti-rot agent contg. compounding traditional Chinese herb medicine bark of magnolia, prepn. method and use thereof | |
| CN103449897A (en) | Antibacterial biological fertilizer | |
| Nairetti et al. | Antimicrobial activity of active biodegradable starch films on pathogenic microorganisms | |
| CN101235297A (en) | Method for purifying plant fumigation matter | |
| CN104447330B (en) | A kind of method preparing antiseptic-germicide from pine needle |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C05 | Deemed withdrawal (patent law before 1993) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20140416 |