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CN-122028801-A - Solid propylene glycol derivative material

CN122028801ACN 122028801 ACN122028801 ACN 122028801ACN-122028801-A

Abstract

An energy efficient process for the rapid production of solid metal stabilized propylene glycol derivative materials comprising the step of mixing propylene glycol having a water content of up to about 50% by weight with a metal oxide and a promoter to produce an exothermic reaction to convert a liquid propylene glycol feedstock to a solid metal stabilized propylene glycol derivative material. The invention also relates to solid metal stabilized propylene glycol derivative materials and animal feed compositions comprising the solid metal stabilized propylene glycol derivative materials.

Inventors

  • A. Venter

Assignees

  • 克罗斯兽药集团英国有限公司(商业名称为百美达英国)
  • 生物能源原料有限公司

Dates

Publication Date
20260512
Application Date
20240904
Priority Date
20230905

Claims (20)

  1. 1. A method of producing a solid metal stabilized propylene glycol derivative material comprising: Combining propylene glycol having a water content of up to about 50 wt% with a metal oxide and an accelerator, and An exothermic reaction is generated to convert liquid propylene glycol to a solid propylene glycol derivative material.
  2. 2. The method of claim 1, wherein the metal oxide is selected from the group consisting of group 1A metal oxides, group 2A metal oxides, transition metal oxides, and combinations thereof.
  3. 3. The method of claim 1 or 2, wherein the metal oxide optionally comprises a metal hydroxide and/or a metal carbonate.
  4. 4. The method of any one of the preceding claims, wherein the metal oxide is a calcium oxide.
  5. 5. The method of claim 4, wherein the calcium oxide is at least about 75% pure.
  6. 6. The method of any of the preceding claims, wherein the promoter comprises a propylene glycol acidulant.
  7. 7. The method of claim 6, wherein the acidulant is selected from inorganic acids or salts, and/or organic acids or salts, and/or combinations thereof.
  8. 8. The method according to claim 7, wherein the inorganic acid is selected from phosphoric acid, sulfuric acid, hydrochloric acid and/or combinations thereof, and/or the organic acid is selected from an amino acid, an amino acid analogue or amino acid derivative, an alkyl carboxylic acid, a hydroxyalkyl carboxylic acid, lactic acid, propionic acid, a fatty acid, a salt thereof and/or combinations thereof, the amino acid may comprise methionine and/or lysine, and the amino acid analogue or amino acid derivative may comprise Methionine Hydroxy Analogue (MHA).
  9. 9. The method of claim 8, wherein the mineral acid is a fatty acid and is a short, medium or long chain saturated or unsaturated fatty acid or a mixture thereof.
  10. 10. The method of claim 9, wherein the fatty acid is selected from palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, and/or combinations thereof.
  11. 11. The method according to any one of claims 1 to 10, further comprising the step of combining an additional feed component selected from vitamins, minerals, trace elements, proteins, carbohydrates, oils, choline and choline salts, betaine and betaine salts, phospholipids/lecithins, metal salts, yeasts, flavors, colorants, or combinations thereof with propylene glycol, metal oxides, and accelerators.
  12. 12. The method of any one of claims 1 to 11, wherein the propylene glycol is partially replaced with glycerol.
  13. 13. The method of claim 12, wherein up to 50% by weight of the propylene glycol is replaced by glycerol.
  14. 14. The method of any one of the preceding claims, wherein the acidulant is an acid and the metal oxide is a calcium oxide, wherein the method produces a calcium salt of propylene glycol in the form of a solid, calcium-stabilized propylene glycol derivative.
  15. 15. A solid metal stabilized propylene glycol derivative material comprising: about 20% to about 80% by weight propylene glycol, and About 5wt% to about 40 wt% of a metal or combination of metals.
  16. 16. The solid metal stabilized propylene glycol derivative material according to claim 15, wherein the metal is part of an inorganic and/or organic metal salt.
  17. 17. The solid metal stabilized propylene glycol derivative material of claim 15 or 16, wherein the metal in the metal salt comprises a group 1A, group 2A or transition metal or a combination thereof.
  18. 18. The solid metal stabilized propylene glycol derivative material of claim 16 or 17, wherein the inorganic metal salt comprises a phosphate, sulfate, or chloride metal salt or a combination thereof.
  19. 19. The solid metal stabilized propylene glycol derivative material as claimed in any one of claims 15 to 18, wherein the organometallic salt comprises one or more metal salts of amino acids, amino acid analogues/derivatives, alkyl carboxylic acids, hydroxyalkyl carboxylic acids, lactic acid, propionic acid, fatty acids or combinations thereof, the amino acids may comprise methionine and/or lysine, the amino acid analogues/derivatives may comprise Methionine Hydroxy Analogue (MHA).
  20. 20. The solid metal stabilized propylene glycol derivative material according to any one of claims 15 to 19, further comprising an additional feed component which may be selected from vitamins, minerals, trace elements, proteins, carbohydrates, oils, choline and choline salts, betaines and betaine salts, phospholipids/lecithins, metal salts, yeasts, flavoring agents, colorants or combinations thereof.

Description

Solid propylene glycol derivative material Technical Field The present invention relates to a method of producing a solid propylene glycol derivative material, and a solid metal stabilized propylene glycol derivative material produced by the method. The invention also relates to an animal feed (feed) composition comprising a solid metal stabilized propylene glycol derivative material. Background Propylene glycol (IUPAC name: propane-1, 2-diol) is a viscous colorless liquid, almost odorless, slightly sweet, and soluble in water. Its chemical formula is CH 3CH(OH)CH2 OH. Commercially, propylene glycol is produced primarily from propylene oxide for food grade applications, with manufacturers producing colorless liquids using either a non-catalytic high temperature process of 200 ℃ to 220 ℃ or a catalytic process of 150 ℃ to 180 ℃ in the presence of ion exchange resins or small amounts of sulfuric acid or base. Propylene glycol is often used as a supplemental energy source in ruminant nutrition (glucose precursor) and also as an oral treatment for ruminant ketosis, where negative energy balance at the early stages of lactation results in lower glucose levels in the animal body, inducing the liver to compensate for this by converting body fat, leading to various health conditions such as abomasum translocation (DISPLACED ABOMASUM). Propylene glycol generally must be provided in a drenched liquid form because of the toxic compounds produced by propylene glycol during metabolism in the rumen and elsewhere, and large doses (> 500 g/day) of propylene glycol often produce toxic side effects on cows. Clinical symptoms of toxic doses of propylene glycol include depression, ataxia and excessive salivation, as well as abnormal, malodorous (malodorous) and foul (foul) breathing and stool in cows. However, wetting with propylene glycol is also problematic due to its viscous nature. Thus, the toxicity and side effects of propylene glycol limit its maximum dose as an oral treatment for cows to supplement energy and reduce the risk of ketosis. However, the side effects of propylene glycol are associated with the susceptibility of individual cows, so it is important to consider the toxic profile when administering propylene glycol, so the maximum feeding level of propylene glycol is 500 g per day per cow. When used as a supplemental energy source, propylene glycol is believed to increase the molar ratio of rumen propionate and liver gluconeogenesis in cows, resulting in elevated serum glucose and reduced serum non-esterified fatty acids (NEFA) and beta-hydroxybutyrate (BHBA). Therefore, the transitional period of filling propylene glycol is beneficial to the dairy cows to relieve the postpartum NEB. However, as noted above, the feeding level and method may affect the effectiveness of propylene glycol administration. As an alternative to liquid lavage, products in which liquid propylene glycol is absorbed onto a solid carrier such as cellulose or silica can also be used as feed. For example, chung et al demonstrated that feeding propylene glycol in a dry product form (65% propylene glycol and 35% silica as carrier) in a Total Mixed Ration (TMR) also reduced plasma BHBA concentrations .（Chung Y.H., Brown N.E., Martinez C.M., Cassidy T.W., Varga G.A. Effects of rumen-protected choline and dry propylene glycol on feed intake and blood parameters for Holstein dairy cows in early lactation.J. Dairy Sci.2009;92:2729–2736. doi: 10.3168/jds.2008-1299）. However, the same amount of propylene glycol was more effective as an additional fertilizer (top dress) (500 g/day cookie flour, a dry baking byproduct, mixed with dry propylene glycol) than it was added to a Total Mixed Ration (TMR). Thus, the method of administration appears to be important for the metabolic response of propylene glycol in cows, as the response of propylene glycol to be dispensed as an oral lavage fluid or as a separate feed concentrate is superior to the one mixed into TMR （Bjerre-Harpøth V., Storm A.C., Eslamizad M., Kuhla B., Larsen M. Effect of propylene glycol on adipose tissue mobilization in postpartum over-conditioned Holstein cows.J. Dairy Sci.2015;98:8581–8596. doi: 10.3168/jds.2014-8606）. However, liquid propylene glycol is not easy to use as an additional fertilizer because of its viscous nature and it can also negatively impact the taste and texture of animal feed, whereas the silica required for solid carriers containing dry propylene glycol is expensive and does not have any nutritional value. Moreover, regular or daily drenching with liquid propylene glycol is inconvenient or not feasible due to the labor required. In addition, neither liquid propylene glycol nor propylene glycol on silica support prevents fermentation in the rumen. More specifically, both forms also ferment rapidly in the rumen to large amounts of carbon dioxide gas (which forms carbonic acid when dissolved in rumen fluid) and volatile fatty acids, i.e., acetic acid, propionic acid, an