FR2664616A2 - Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins - Google Patents

Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins Download PDF

Info

Publication number
FR2664616A2
FR2664616A2 FR9008819A FR9008819A FR2664616A2 FR 2664616 A2 FR2664616 A2 FR 2664616A2 FR 9008819 A FR9008819 A FR 9008819A FR 9008819 A FR9008819 A FR 9008819A FR 2664616 A2 FR2664616 A2 FR 2664616A2
Authority
FR
France
Prior art keywords
lactose
manufacturing
solution
amine
stable
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
Application number
FR9008819A
Other languages
French (fr)
Inventor
Clavier Philippe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
MERIDIAN INTERNATIONAL Ltd
Original Assignee
MERIDIAN INTERNATIONAL Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from FR9004432A external-priority patent/FR2660667A1/en
Application filed by MERIDIAN INTERNATIONAL Ltd filed Critical MERIDIAN INTERNATIONAL Ltd
Priority to FR9008819A priority Critical patent/FR2664616A2/en
Priority to AU76564/91A priority patent/AU7656491A/en
Priority to PCT/FR1991/000281 priority patent/WO1991015497A1/en
Publication of FR2664616A2 publication Critical patent/FR2664616A2/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/04—Acyclic radicals, not substituted by cyclic structures attached to an oxygen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
    • C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
    • C07H5/06—Aminosugars

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

The process makes it possible to manufacture a concentrated and stable solution containing a lactose derivative. In order to obtain this result, an amine, such as urea or melamine, is added to the solution. Use, especially for preventing the crystallisation of lactose, even in concentrated solution.

Description

On a décrit dans le brevet principal un procédé pour fabriquer uneThe main patent describes a process for manufacturing a

solution concentrée et stable renfermant un dérivé du lactose, à partir d'une solution aqueuse renfermant du lactose sous forme de monohydrate, caractérisé en ce qu'on ajoute à cette solution un composé chimique susceptible de réagir avec l'une des  concentrated and stable solution containing a lactose derivative, from an aqueous solution containing lactose in the form of monohydrate, characterized in that a chemical compound capable of reacting with one of the

deux fonctions OH du monohydrate de lactose.  two OH functions of lactose monohydrate.

Selon cette invention, le composé chimique utilisé est de préférence un alcool, transformant le lactose en hémiacétal de lactose, tel que du méthanol ou  According to this invention, the chemical compound used is preferably an alcohol, transforming lactose into lactose hemiacetal, such as methanol or

de l'éthanol.ethanol.

L'ajout d'un tel composé chimique à la solution de lactose a pour effet de bloquer la fonction aldéhyde  The addition of such a chemical compound to the lactose solution has the effect of blocking the aldehyde function

du lactose.lactose.

Le déposant a ainsi constaté que du fait de ce "blocage" de la fonction aldéhyde, le dérivé de lactose formé n'était plus susceptible de cristalliser, en cas de concentration de la solution, ni susceptible de former  The applicant has thus found that due to this "blocking" of the aldehyde function, the lactose derivative formed was no longer capable of crystallizing, in the event of concentration of the solution, nor capable of forming

deux phases distinctes.two separate phases.

Le but de la présente addition est de proposer d'autres composés chimiques que ceux décrits dans le brevet principal, capables d'assurer les mêmes fonctions  The purpose of this addition is to provide other chemical compounds than those described in the main patent, capable of ensuring the same functions

que ceux-ci.than these.

Suivant l'addition, le procédé pour fabriquer une solution concentrée et stable, renfermant un dérivé du lactose est caractérisé en ce qu'on ajoute à la  According to the addition, the process for manufacturing a concentrated and stable solution containing a lactose derivative is characterized in that the

solution une amine.solution an amine.

Les amines préférées, selon la présente addition, sont l'urée et la mélamine Les amines présentent la formule générale H R N H dans laquelle R est un radical alkyle Ainsi selon le procédé conforme à l'addition, la fonction aldéhyde du lactose est bloquée, par le groupement  The preferred amines, according to the present addition, are urea and melamine. The amines have the general formula HRNH in which R is an alkyl radical. Thus according to the process according to the addition, the aldehyde function of the lactose is blocked, by the group

HH

R N H Ce blocage permet d'éviter la cristallisation  R N H This blocking prevents crystallization

du lactose et la formation de deux phases distinctes.  lactose and the formation of two distinct phases.

La réaction du lactose avec de l'urée est effectuée de préférence en mélangeant le lactose ou lactosérum, généralement dilué dans de l'eau, à raison par exemple de 50 % en poids de solide, avec de l'urée ou de la mélamine à raison d'au moins une mole d'urée ou de mélamine par mole de lactose Le mélange est maintenu sous agitation pendant une 1/2 heure à deux heures à une température d'au plus 850 C. Comme la condensation de l'urée sur les fonctions OH du lactose est également obtenue dans ces mêmes conditions, le produit final peut être considéré comme une résine thermodurcissable et, en effet, peut  The reaction of lactose with urea is preferably carried out by mixing the lactose or whey, generally diluted in water, for example at a rate of 50% by weight of solid, with urea or melamine to at least one mole of urea or melamine per mole of lactose The mixture is kept stirred for 1/2 hour to two hours at a temperature of at most 850 C. As the condensation of urea on the OH functions of lactose is also obtained under these same conditions, the final product can be considered as a thermosetting resin and, in fact, can

être employée comme telle dans la fabrication de contre-  be used as such in the manufacture of counter

plaqués ou autres produits encollés.  plated or other glued products.

Il est utile, dans ce cas, de refroidir rapidement (par exemple à l'eau glacée) le produit final pour lui conférer une surface douce au toucher De telles colles ne thermodurcissent toutefois que sous pression (c'est-à-dire en utilisant une presse) et non à la pression ambiante En effet à la pression ambiante, il  It is useful, in this case, to cool quickly (for example with ice water) the final product to give it a soft surface to the touch. Such adhesives, however, only harden under pressure (i.e. using press) and not at ambient pressure Indeed at ambient pressure, it

se produit une caramélisation formant un magma soluble.  caramelization takes place forming a soluble magma.

L'hémiacétalisation du lactose peut aussi être réalisée à température ambiante en mélangeant le lactose ou lactosérum avec un excès molaire d'alcool tel que du méthanol ou de l'éthanol Un dépôt de couleur blanche se forme lentement et peut s'étendre dans toute la masse du produit. Selon une autre version du procédé selon la présente addition, au lieu d'utiliser l'hémiacétal de méthyle ou éthyle ou autre, on peut utiliser un hémiacétal chloré de la forme  The hemiacetalization of lactose can also be carried out at room temperature by mixing the lactose or whey with a molar excess of alcohol such as methanol or ethanol. A white deposit forms slowly and can spread throughout the mass of the product. According to another version of the process according to this addition, instead of using methyl or ethyl hemiacetal or the like, a chlorinated hemiacetal of the form may be used

CH 3 -CH 3 -

H IH I

l O R C Cil O R C Ci

o CH 3 est le radical du méthanol.  o CH 3 is the radical of methanol.

A cet effet, on procède comme dans le cas de l'hémiacétalisation du lactose par le méthanol, mais on ajoute de l'acide chlorhydrique en proportion d'au moins  This is done as in the case of hemiacetalization of lactose with methanol, but hydrochloric acid is added in proportion to at least

une mole d'acide par mole de lactose.  one mole of acid per mole of lactose.

Cet hémiacétal chloré est également utilisable pour créer des résines thermodurcissables avec l'urée, la mélamine ou le phénol ou autre composé à fonction hydrogène active, en le mélangeant avec un tel composé dans les mêmes conditions que s'il n'était pas chloré On peut ensuite réajuster le p H à une valeur plus basique en ajoutant à la solution par exemple, de la soude en paillettes.  This chlorinated hemiacetal can also be used to create thermosetting resins with urea, melamine or phenol or other compound with active hydrogen function, by mixing it with such a compound under the same conditions as if it were not chlorinated On can then readjust the p H to a more basic value by adding to the solution, for example, flake soda.

Claims (10)

REVENDICATIONS 1 Procédé pour fabriquer une solution concentrée et stable renfermant un dérivé du lactose conforme à la revendication 1 du brevet principal,  1 Process for manufacturing a concentrated and stable solution containing a lactose derivative according to claim 1 of the main patent, caractérisé en ce qu'on ajoute à la solution une amine.  characterized in that an amine is added to the solution. 2 Procédé conforme à la revendication 1,  2 Method according to claim 1, caractérisé en ce que l'amine utilisée est de l'urée.  characterized in that the amine used is urea. 3 Procédé conforme à la revendication 1,  3 Method according to claim 1, caractérisé en ce que l'amine utilisée est la mélamine.  characterized in that the amine used is melamine. 4 Procédé conforme à l'une des revendication 1 à 3, caractérisé en ce que l'amine est ajoutée à la solution à raison d'au moins une mole d'amine par mole de lactose.  4 Method according to one of claims 1 to 3, characterized in that the amine is added to the solution at the rate of at least one mole of amine per mole of lactose. 5 Procédé conforme à l'une des revendications  5 Method according to one of claims 1 à 4, caractérisé en ce qu'après l'ajout de l'amine, le  1 to 4, characterized in that after the addition of the amine, the mélange est maintenu sous agitation pendant une demi-  mixture is kept stirring for half a heure à deux heures et à une température au plus égale à  hour at two o'clock and at a temperature at most equal to 850 C.850 C. 6 Procédé conforme à la revendication 1 du brevet principal, caractérisé en ce qu'on ajoute à la solution de l'alcool et de l'acide chlorhydrique. 7 Procédé conforme à la revendication 6, en ce qu'on ajoute au moins une mole d'acide chlorhydrique par  6 Process according to claim 1 of the main patent, characterized in that alcohol and hydrochloric acid are added to the solution. 7 A method according to claim 6, in that at least one mole of hydrochloric acid is added per mole de lactose.mole of lactose. 8 Procédé pour la fabrication d'une résine thermodurcissable dans lequel on fait réagir la solution obtenue selon le procédé conforme à l'une des  8 Process for the manufacture of a thermosetting resin in which the solution obtained is reacted according to the process according to one of the revendications 1 à 7, sur un composé chimique ayant une  claims 1 to 7 on a chemical compound having a fonction hydrogène.hydrogen function. 9 Procédé conforme à la revendication 8, caractérisé en ce que le composé ayant une fonction hydrogène est choisi parmi le phénol, l'urée et la  9 Process according to claim 8, characterized in that the compound having a hydrogen function is chosen from phenol, urea and mélamine.melamine.
FR9008819A 1990-04-06 1990-07-11 Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins Pending FR2664616A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
FR9008819A FR2664616A2 (en) 1990-04-06 1990-07-11 Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins
AU76564/91A AU7656491A (en) 1990-04-06 1991-04-05 Process for manufacturing a concentrated, stable lactose solution, and its use, in particular for manufacturing thermosetting resins
PCT/FR1991/000281 WO1991015497A1 (en) 1990-04-06 1991-04-05 Process for manufacturing a concentrated, stable lactose solution, and its use, in particular for manufacturing thermosetting resins

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR9004432A FR2660667A1 (en) 1990-04-06 1990-04-06 Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins
FR9008819A FR2664616A2 (en) 1990-04-06 1990-07-11 Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins

Publications (1)

Publication Number Publication Date
FR2664616A2 true FR2664616A2 (en) 1992-01-17

Family

ID=26227964

Family Applications (1)

Application Number Title Priority Date Filing Date
FR9008819A Pending FR2664616A2 (en) 1990-04-06 1990-07-11 Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins

Country Status (3)

Country Link
AU (1) AU7656491A (en)
FR (1) FR2664616A2 (en)
WO (1) WO1991015497A1 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4066750A (en) * 1976-08-02 1978-01-03 Astra Chemical Products Ab Lactosyl substituted ureides in ruminant feedstuff
EP0007686A1 (en) * 1978-05-31 1980-02-06 TATE & LYLE PATENT HOLDINGS LIMITED A method for preparing a novolak phenol-formaldehyde resin, a method for making resin coated granules for foundry moulding and a foundry mould component made from the granules
EP0322310A2 (en) * 1987-12-23 1989-06-28 Philippe Clavier Process for preparing thermosetting resins

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2070118T3 (en) * 1987-11-30 1995-06-01 Henkel Corp GLYCOSIDES PREPARATION.

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4066750A (en) * 1976-08-02 1978-01-03 Astra Chemical Products Ab Lactosyl substituted ureides in ruminant feedstuff
EP0007686A1 (en) * 1978-05-31 1980-02-06 TATE & LYLE PATENT HOLDINGS LIMITED A method for preparing a novolak phenol-formaldehyde resin, a method for making resin coated granules for foundry moulding and a foundry mould component made from the granules
EP0322310A2 (en) * 1987-12-23 1989-06-28 Philippe Clavier Process for preparing thermosetting resins

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
W. PIGMAN ET AL.: "Reactions of Carbohydrates with Nitrogenous Substances", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 73, 1951, pages 1976 - 1979 *

Also Published As

Publication number Publication date
AU7656491A (en) 1991-10-30
WO1991015497A1 (en) 1991-10-17

Similar Documents

Publication Publication Date Title
FR2664616A2 (en) Process for manufacturing a stable and concentrated lactose solution, and its use, especially in manufacturing thermosetting resins
US4317781A (en) Process for the manufacture of p-hydroxybenzyl cyanide
WO1995030660A1 (en) Method for preparing substituted pyrazines
EP0627403B1 (en) Method for the production of hydroxyphenylacetic acids
FR2807428A1 (en) ENERGETIC PLASTICIZER COMPRISING BIS (2,2-DINITROPROPYL) FORMAL AND BIS (2,2-DINITROPROPYL) DIFORMAL, AND PROCESS FOR PREPARING THE SAME
FR2508041A1 (en) PROCESS FOR PRODUCING NICOTINYL ESTER OF 6-AMINONICOTINIC ACID
FR2572398A1 (en) ONE-STEP PROCESS FOR PREPARING BIS- (AMINO-NITRO-PHENYL) -METHANE
CH407147A (en) Process for the preparation of anti-tumor compounds
CH402842A (en) Process for the preparation of new heparin derivatives
BE634436A (en)
CH347204A (en) Process for preparing dichloroacet-4-hydroxy-N-methyl-anilide
BE865027A (en) PROCESS FOR THE PREPARATION OF 5- (4-JYDROXYPHENYL) -HYDANTOINE
BE481598A (en)
BE904929A (en) PROCESS FOR THE PREPARATION OF 1- (2-PIPERIDINOETHYL) -4,4-bis- (4-METHOXYPHENYL) 2,5-IMIDAZOLIDINEDIONE.
BE461878A (en)
CH328601A (en) Process for preparing uracils
BE544032A (en)
DE3527477A1 (en) METHOD FOR PRODUCING HYDANTOIN DERIVATIVES
FR2483419A1 (en) PROCESS FOR THE PREPARATION OF N- (2- (2-THENOYL) -THIOPROPIONYL) -GLICINE
BE446264A (en)
CH296483A (en) Process for preparing 1-carbethoxy-4-n-butyryl-piperazine.
BE480430A (en)
CH589637A5 (en) Bis(5-nitrofuryl)-3-aminoguanidyl hydrazone pentadiene prodn - by condensing acetone and nitrofurfural with zinc chloride, then reacting with aminoguanidine salt
CH358801A (en) Process for preparing 10-acridine oxide
BE822763A (en) Bis(5-nitrofuryl)-3-aminoguanidyl hydrazone pentadiene prodn - by condensing acetone and nitrofurfural with zinc chloride, then reacting with aminoguanidine salt