Butyl p-hydroxybenzoate, also known as Butyl 4-Hydroxybenzoate, its pure product is almost odorless and slightly astringent colorless fine crystals or crystalline powder, it is a safe and effective paraben ester used internationally preservative. Because its antiseptic effect is better than other parabens preservatives, it is widely used in food, medicine, cosmetics and other fields. The traditional production method of butyl p-hydroxybenzoate is to use concentrated sulfuric acid as a catalyst, and to use p-hydroxybenzoic acid and n-butanol as raw materials for esterification. Practice has proved that this method has disadvantages such as poor catalyst selectivity, many side reactions, serious equipment corrosion, bad product color, and serious environmental pollution. Therefore, the research and development of new catalysts has become the key to solve the problem. In recent years, many researchers have done a lot of research on the synthesis of Butyl 4-Hydroxybenzoate and achieved certain results.
Butyl 4-Hydroxybenzoate Property
156-157 °C3.5 mm Hg(lit.)
0.002-0.113Pa at 20-50℃
Soluble in DMSO, ethyl acetate, methanol.
pKa 8.5 (Uncertain)
White to almost white
<0.1 g/100 mL at 17 ºC
Butyl 4-Hydroxybenzoate Uses
Butyl 4-Hydroxybenzoate is an organic synthesis intermediate; antiseptic additive for medication, food, cosmetics, film and additionally premium things; reagent. It is primarily used as a food antibacterial as well as also bactericide. Amongst the parabens, it has the hardest antibacterial as well as antiseptic impact. Because of its inadequate water solubility, it is typically made use of along with other esters.
Butyl 4-Hydroxybenzoate is generally prepared as ethanol remedy, acetic acid service or salt hydroxide service because of its low solubility in water. To enhance solubility, a variety of numerous esters are typically made use of in mix. As an example, 3 parts of isobutyl ester, four parts of isopropyl ester, and also 3 parts of butyl ester are prepared as a co-soluble mixture, and this mix is used as an oil-in-water emulsifier. This prep work is convenient to be made use of in foods such as soy sauce, and its solubility can be enhanced by 2 to 3 times than that of butyl ester alone. When made use of in soy sauce, consist of 20% to 25% of this thing to 5% sodium hydroxide service, and after that slowly include it to the soy sauce that has actually been heated to worrying 80 ° C. Acetic acid solution or ester emulsifiers can furthermore be utilized. The amount of anti-mold for soy sauce is 0.05-0.10 g/L. Acetic acid or sodium hydroxide solution can be made use of in vinegar. A treatment of salt hydroxide can be used in sodas, yet it is normally integrated with benzoic acid and additionally dehydroacetic acid.
Preparation of Butyl 4-Hydroxybenzoate
The preparation of Butyl 4-Hydroxybenzoate: p-hydroxybenzoic acid, butanol, toluene and benzyltriethylamine chloride are added in the flask together with solid catalyst, the mol ratio of p-hydroxybenzoic acid and butanol is 1: 1.5～2.5, The amount of benzyltriethylamine chloride is 0.5-2% of the mass of p-hydroxybenzoic acid, the amount of solid catalyst is 8-15% of the mass of p-hydroxybenzoic acid, and the reaction is carried out under reflux for 4-8 hours, while water is removed; After the reaction is over, remove the catalyst by filtration, distill off the unreacted butanol and toluene, add the residue to cold water and stir vigorously, and white crystals will precipitate out, then neutralize the unreacted acid with 5% sodium carbonate solution until the solution It is weakly alkaline, filtered by suction, and dried to obtain the product butyl p-hydroxybenzoate.
Physicochemical Weaknesses and Overcoming Ways of Butyl 4-Hydroxybenzoate
There is no doubt that butylparaben is an efficient, safe and broad-spectrum food preservative. The reason why the domestic food industry has not promoted its use is related to the physical and chemical properties of this substance. Regarding the physical and chemical properties of parabens, most of the literature has the following introduction: colorless fine crystals or white crystalline powder. Almost odorless, slightly numb tongue. The melting point is 69~72°C. Very poorly soluble in water (0.2g/L, 25°C). Soluble in ethanol (2.10g/mL), ether (2.10g/g), acetone (2.40g/g) and propylene glycol (1.10g/g). Insoluble in glycerol (0.002g/g). Among them, the two properties of slightly numb tongue and extremely difficult to dissolve in water constitute two physical and chemical weaknesses of Butyl 4-Hydroxybenzoate, which directly hinder the selection of this substance by technical personnel in the food industry. The reasons are: first, common sense of life prompts People, for most foods, tongue numbness is a peculiar smell, unless a certain food needs to have a spicy flavor. Therefore, once a food preservative is told that it has a numb tongue, the technicians in the food processing department will try to give up using this variety, so as not to affect the flavor of the food. Secondly, according to biological principles, the growth and reproduction of microorganisms is not only dependent on suitable temperature, active water is also a key factor. If a certain food is in a relatively dry state, even if it is contaminated with microorganisms, it is not easy to spoil. Therefore, most food preservatives need to be dissolved in water before they can be evenly distributed to all parts of the food, and make the moisture contained in the food unsuitable for the growth of microorganisms. Preservatives that are poorly soluble in water will become unsuitable for most foods. Although butylparaben is an efficient, safe and broad-spectrum food preservative, to be widely used in the food industry, technical means that can overcome its physical and chemical weaknesses must be found. The experimental results prove that finding the taste threshold of Butyl 4-Hydroxybenzoate and realizing the sodium salt of Butyl 4-Hydroxybenzoate is an effective way to overcome the two physical and chemical weaknesses of Butyl 4-Hydroxybenzoate.
First, experimentally determine the taste threshold of Butyl 4-Hydroxybenzoate. Any substance with taste or smell has a concentration detection range for its taste or smell. When the taste or smell of a certain taste substance is below a certain level, individuals with normal sense of taste or smell cannot detect the presence of the taste substance. Taste substances can only be perceived by most people if the taste or smell is higher than this amount. According to the threshold definition proposed by the American Society for Testing and Materials, the so-called taste threshold is the most dilute aqueous solution concentration of taste substances that people can taste. The sensory taste method was used to measure the taste threshold, and the test results were processed by statistical methods. For example, 0.08% saline solution is the lowest concentration at which 50% (or 75%) of the subjects can feel the salty taste, and it is set as the threshold concentration of table salt. Sensory tasting experiments showed that the taste threshold concentration of butylparaben was 0.012%. Accordingly, there are three ways to overcome the tongue numbness of butylparaben. One is to use butylparaben and propylparaben in combination, not only can the concentration of the former be controlled within 0.012%, but also can make the two preservatives produce a synergistic effect, improve the antibacterial strength of the preservative, and expand Bacteriostatic range of preservatives. The second is to use butylparaben in combination with other acid-type preservatives, and the concentration of butylparaben can also be controlled within 0.012%. Even if there is no synergistic effect between paraben ester preservatives and commonly used acid preservatives, at least there will be no mutual masking. The third is to use butylparaben in foods with obvious flavor characteristics, and use it as little as possible in light foods.
Second, the sodium salification of butylparaben is realized by spray drying process.
Although paraben esters are organic substances with high molecular weight, they lack water solubility. However, because its molecular structure contains a highly reactive hydroxyl group, it has very close properties to benzoic acid and sorbic acid, and it is easy to neutralize with sodium hydroxide, derivate into sodium paraben ester, and become into water-soluble substances. Its reaction formula is as follows:
The aqueous solution of paraben sodium salt is alkaline and is an unstable substance. If it is left for a long time, the hydrolysis reaction of paraben will occur, and part of the paraben in the solution will be reduced to p-hydroxybenzoic acid. . In order to prevent the hydrolysis of parabens, the method adopted by Japanese companies in the early years was to mix and use the sodium paraben solution immediately. Due to the popularization of spray drying technology in recent years, several domestic enterprises began to quickly dry the prepared sodium paraben solution into fine powder from the beginning of 2000, which not only overcomes the problem of poor water solubility of paraben, but also effectively avoids the Hydrolytic reduction of parkinyl esters. In short, the two major physical and chemical weaknesses of Butyl 4-Hydroxybenzoate have now found an effective way to overcome them, and people don’t have to follow the old ideas and hold conservative opinions on the promotion and application of Butylparaben.
About Products: If you need Butyl 4-Hydroxybenzoate as a cosmetic raw material, please contact our service staff directly, and we will provide you with high-quality products at the best price. As an experienced manufacturer and supplier of Butyl 4-Hydroxybenzoate, ZSpharmac will provide Butyl 4-Hydroxybenzoate raw materials for customers all over the world for a long time. Over the years, the company has been adhering to the spirit of “integrity management, strict quality control, customer first”, and has won unanimous praise from domestic and foreign customers.
Company Profile and Corporate Culture
ZhiShang Chemical is owned by ZhiShang Group is a professional new-type chemicals enterprise combined into research and development, production and sales .
The company’s competitive product is pharmaceutical raw materials and intermediates (especially carbohydrate derivatives Series), In recent years, the company has made a major breakthrough in food and feed additives, plant extraction, industrial chemicals industry .
The company insists on the spirit of “sincere management, strict quality control, customer as god” , get consistent high praise from customers at home and abroad.
OUR MISSION Help China Chemicals to benefit the happiness of human life OUR VISSION Become the most trusted chemical supplier in the world OUR BUSINESS PHILOSOPHY Striver – oriented, enrich employees, customer first, deep service, seek development OUR VALUES Be prepared for danger in times of peace, forge ahead actively, unity and cooperation, and be brave to fight
The production base is located in Zhangqiu chemical industry park and Tai’an high-tech chemical industry park. laboratory and workshop in strict accordance with the GMP standard and the product fit national ISO9001 and ISO2000 standards.
“Zhishang” products are exported to Europe, North and South America, the Middle East, Asia Pacific and Africa area, so as to establish a long-term and stable cooperation relationship with customer in the world.
Business Type: Manufacturer
Product Range: Cosmetic raw materials
Products/Service:Cosmetic raw materials (flavors and fragrances,antioxidant products, moisturizing and hydrating, whitening agents, cosmetic additives)
Factory Location : Diao Town Industry Park, Zhangqiu City, Jinan City, Shandong Province, China.
* Prompt reply and 24 hours online, professional team to provide best price and high quality product.
* Sample testing support.
* Every batch of products will be tested to ensureits quality.
*The packing also can be according the customers` requirment.
*Any inquiries will be replied within 24 hours.
*we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate. If your markets have any special requirements, let us know.
*The fact of logistics information monitoring.
* Any questions about the product can be consulted at any time.
*Product has any problem can return.
Do you accept sample order?
We will make samples before mass production, and after sample approved, we’ll begin mass production. Doing 100% inspection during production, then do random inspection before packing.
HOW TO CONFIRM THE PRODUCT QUALITY BEFORE PLACING ORDERS?
You can get free samples for some products,you only need to pay the shipping cost or arrange a courier to us and take the samples. You can send us your product specifications and requests,we will manufacture the products according to your requests.
What’s your MOQ?
Our MOQ is 1kg. But usually we accept less quantity such as 100g on the condition that sample charge is 100% paid.
Do you supply product report?
Yes. We’ll give you product analysis report before shipping.
Is there a discount?
Different quantity has different discount.
1. ≤50kg, Express delivery recommended, usually called as DDU service;
2. ≤500kg, Air shipping recommended, usually called as FOB, CFR, or CIF service;
3. >500kg, sea shipping recommended, usually called as FOB, CFR, or CIF service;
4. For high value products, please select air shipping and express delivery for safe.