KR100772255B1 - Method for Purifying a Composition Containing at least an Internal Dehydration Product for a Hydrogenated Sugar - Google Patents

Abstract

The present invention relates to a process for the purification of a composition containing at least one internal dehydration of hydrogenated sugars. The invention further comprises the steps of (a) optionally treating said composition with one or more bleaching means after or after redissolution; (b) treating said composition optionally treated with at least one deionizing means with at least one ion exchange means; And (c) treating the resulting composition with one or more bleaching means. The method is applied to isohexide compositions, in particular isosorbide or isomannide compositions. The resulting compositions, which exhibit certain characteristics in terms of purity and proportion of some impurities, constitute new materials for use in the chemical, pharmaceutical, cosmetic and food industries.

Decolorization, Dehydration, Hydrogenated Sugar, Isohexide

Description

Methods for Purifying a Composition Containing at least an Internal Dehydration Product for a Hydrogenated Sugar}             

The present invention relates to a novel process for purifying a composition containing at least one internal dehydration of hydrogenated sugars.

The invention also provides a purified composition obtained by the above process in the preparation of polymeric or non-polymeric and biodegradable or non-biodegradable substances or mixtures, especially for use in the chemical, pharmaceutical, cosmetic or food industries. It relates to the use of.

Finally, the present invention relates to a novel material composed of a composition of that type obtainable by the process, having certain characteristics in terms of purity and content of certain impurities.

For the purposes of the present invention the expression "hydrogenated sugar" is specifically

-Hexitols such as sorbitol, mannitol, iditol and galactitol,

Pentitols such as, for example, arabitol, ribitol and xylitol, and

Tetritol, for example erythritol

It means.             

  The expression "internal dehydrate" means any material obtained by removing one or more water molecules from the original internal structure of the hydrogenated sugar in any manner as described above in one or more steps.

Preferably, these internal dehydrates are hexitols, in particular internal dehydrates of dianhydrohexitol or “isohexides” such as isosorbide (1,4-3,6-dianhydrosorbitol), iso Mannide (1,4-3,6- dianhydromanitol) or isoidide (1,4-3,6- dianhydroiditol).

Of these double dehydrogenated sugars, isosorbide is currently in development with the largest number of industrial uses. The industrial use is in particular

Preparation of isosorbide 2-nitrate, 5-nitrate or 2,5-dinitrate useful for heart and / or vascular disease as described in US Pat. No. 4,371,703;

Alkylated, especially dimethylated isosorbides, useful as solvents (US Pat. No. 4,082,881) or as active ingredients in oral care compositions (European Patent No. 315,334), in particular in the preparation of pharmaceutical or cosmetic compositions. Preparation of derivatives;

Polyesters containing polyvinyl alcohol (US Pat. No. 4,529,666), polyurethane (US Pat. No. 4,383,051), or monomer units of the "terephthaloyl" type (US Pat. No. 3,223,752 and US Pat. No. 6,025,061). Production of products based on substrates;

Preparation of biodegradable polycondensates (WO 99/45054); And             

Preparation of a composition having an aqueous lacquer (US Pat. No. 4,418,174) or a surface covering and / or coloring action (US Pat. No. 5,766,679).

It is about.

For most of the above uses of isosorbide and other internal dehydrates of hydrogenated sugars, in particular other isohexides, it is usually necessary to apply the purification treatment to the composition resulting directly from the actual dehydration step. This is especially because any hydrogenated sugars that are subjected to the dehydration (for example in the case of sorbitol) are likely to be converted into various by-products apart from the desired dehydration (eg isosorbide) during the dehydration step. The various by-products

Isomers of the desired product, for example isomers of isosorbide such as isomannide and isoidide,

Products which are less dehydrated than the desired product or isomer thereof, for example sorbitan, mannitol or iditan,

Derivatives resulting from oxidation of the product or more typically from decomposition of the product (these derivatives are for example deoxymonoanhydrohexitol, monoanhydropentitol, mono, if the desired product is isosorbide) By-products of the type such as anhydrotethitol, anhydrohexes, hydromethylfurfural or glycerin),

Derivatives resulting from the polymerization of said products, and / or

Highly colored species with poorly defined properties             

This includes.

It should be recalled that generally all or some of these various kinds of by-products or impurities are produced to a higher or lower degree during the actual dehydration step of the hydrogenated sugar, which is independent of the conditions and measures actually used during the step, E.g,

-The nature and supply form of the dehydrating acid catalyst used (inorganic acid, organic acid, cationic resin, etc.)

The amount of water or organic solvent (s) in the initial reaction medium, or

-Purity of hydrogenated sugar compositions used as raw materials, for example sorbitol

Does not matter.

Various techniques are used to obtain a composition, for example, a composition of isohexide (s) with improved purity in terms of purity, wherein the composition is "directly" by controlling the reaction conditions during the dehydration step. And / or, in an "indirect" manner by applying one or more purification treatments after the dehydration step.

For example, British Patent 613,444 describes a product obtained by dewatering an isosorbide composition which has been distilled and then recrystallized from an alcohol / ether mixture in water / xylene medium.

Purification treatments that combine distillation and recrystallization from lower aliphatic alcohols (ethanol, methanol) have also recently been described in WO 00/14081. This document also describes that it is advantageous to carry out the distillation step in the presence of sodium borohydride when distillation is the only purification step contemplated.

As described in US Pat. No. 3,160,641, it is also advisable to carry out the distillation step in the presence of boron containing compounds, in particular boric acid, or anionic resin filled with borate ions.

U.S. Pat. No. 4,408,061 and European Patent No. 323,994 preferably use crude isosorbide obtained after the use of certain dehydration catalysts (each of gaseous hydrogen halide and liquid hydrogen fluoride) used with carboxylic acids as cocatalysts or Distillation of isomannide is described.

Although not described in detail in US Pat. No. 4,564,692, the isosorbide or isomannide composition is purified on an "ion exchanger and / or activated charcoal" after concentration by evaporation and seeding of the desired isohexide crystals. And then crystallizing the composition from water.

EP 380,402 claims to dehydrate hydrogenated sugars in the presence of hydrogen under partial pressure and certain catalysts based on combinations of copper and Group VIII precious metals or gold. These conditions are provided to significantly reduce the formation of polymeric impurities during the actual dehydration step.

More recently, European Patent No. 915,091 describes that it is possible to further reduce the production of such unwanted polymers, which is achieved using an acid-stable hydrogenation catalyst during the dehydration step.             

The result of the previous step is that in order to obtain a high purity composition based on isohexide (s) or other dehydrogenated hydrogenated sugar (s) it is generally required to use at least the following materials at least at a given moment:

Expensive materials such as hydrogen associated with hydrogenation catalysts and cocatalysts,

-Substances that can be harmful to humans and the environment, such as organic solvents (in some cases their use is highly regulated), or

Material that is not very effective in terms of yield, such as crystallization from water.

In addition, these patents generally did not address the problem of stability over time of the obtained and purified compositions, including the problem of some discoloration during the purification process.

According to the above patents, at least 98.5% (dry / dry) purity, white (as powder) or colorless (as a solution) and good stability, without the need for a continuous step of crystallization from an organic solvent medium after the distillation step. It has not yet been practically possible to carry out industrially the production of compositions having simultaneously, for example, isosorbide.

Indeed, alternatively consisting of converting the medium to a “lump” form of the composition by simple distillation and cooling of the medium derived from the dehydration step, results in satisfactory results in terms of purification, in particular coloring (yellow to brown) and stability. Can not get Using an additional step of treating the pre-dissolved distillate with granular activated charcoal prior to evaporation, a composition can be obtained which is improved in color but not in purity. In addition, such compositions exhibit relatively limited stability over time. The inventors have obtained a composition based on isohexide (s) and other dehydrogenated hydrogenated sugars having high purity (more than 99.5%) and improved stability without necessarily involving a crystallization step from the solvent medium after many studies. It has been found that this can be accomplished by using one or more decolorization steps and one or more ion exchange steps in a particular order.

More specifically, the subject matter of the present invention

a) optionally treating the composition containing at least one internal dehydration of the hydrogenated sugar with one or more decolorizing means after or after redissolution;

b) optionally treating the composition treated with bleaching means with one or more ion-exchange means; And

c) treating the resulting composition with one or more bleaching means

It is a purification method of the composition containing one or more of the internal dehydration thing of a hydrogenated sugar, characterized by including.

According to one preferred embodiment of the method of the invention, the method is

a) treating said composition with activated charcoal that has been or has not been redissolved;

b) treating the resulting composition with one or more ion-exchange means; And

c) treating the resulting composition with activated charcoal             

Characterized in that it comprises a.

 More preferably, the activated charcoal is used in the form of granules in step a) and in the form of fine powder in step c).

According to another embodiment, the ion-exchange means used in step b) comprises at least one anionic resin and at least one cationic resin. Preferably, the ion-exchange means comprises a mixed layer of anionic resin (s) and cationic resin (s), or a cationic resin (s) layer followed by an anionic resin (s) layer or anionic resin (s) The layer consists of a continuous layer followed by a cationic resin (s) layer. In the most preferred manner, the resins used are cationic strong resin (s) and anionic strong resin (s).

According to another embodiment of the process of the invention, the process of the invention optionally filters and then concentrates the composition obtained from step c) to give a product in the form of a "lump", which is then optionally crystallized, especially from an organic solvent medium. And / or drying d).

The composition to be purified in the purification method according to the invention contains one or more internal dehydrates of hydrogenated sugars as defined above, the dehydration may be whole or partial.

Generally, the composition contains a mixture of several substances, one of which is significantly higher by weight. The first object of the purification process according to the invention is to provide improved properties in terms of stability and coloring while maintaining and optionally increasing the weight ratio of certain hydrogenated sugars relative to all other species contained in the dry matter ("DM") content of the composition. It is for giving to a composition.

These compositions can be obtained according to any of the distillation steps optionally performed after the dehydration step described in any one of the patents described above. Nevertheless, it is advantageous to apply the process of the invention to a composition which, if desired, has already been purified by crystallization from a solvent medium or water and which is usually re-dissolved to be treated according to the process of the invention.

The composition to be purified by the purification method according to the invention contains an isohexide composition, i.e., isohexide in the form of a mixture or at least one other isohexide regardless of its origin, its properties, its provided form and its composition. It may be desirable to consist of a composition that does not have, and the isohexide is in most cases the most abundant and typically the predominantly many of the DM contained in the composition.

Thus, according to the properties of significantly more isohexides on a weight basis, the isohexides may in particular include isosorbide, isomannide, isoidide or isogalactide compositions.

According to a preferred embodiment, the composition to be purified by the purification method according to the invention consists of an isosorbide composition.

Surprisingly, the inventors have found that it is possible to obtain compositions with improved stability by the claimed purification method, i.e. by combining ion exchange means followed by continuous use of bleaching.

"Stability" is understood to mean stability over time of the composition, in particular in terms of various pH, conductivity and / or content of certain impurities. Impurities include, in particular, formic acid, and generally ionic species, but all these products have not been specifically studied in the prior art. The inventors believe that in all cases, all or some of these products can serve as “promoters” and / or “indicators” for the instability of the compositions observed herein.

All of these results are even more surprising, which is the same performance in terms of the stability of the tablet compositions from which decolorization and ion exchange means are used, not only in the work carried out by the inventors but also together in reverse order (post-bleach ion exchange). It has been shown that it is not possible to obtain.

For example, treating an isosorbide composition previously passed through a granular activated charcoal column through a strong anionic resin subsequent to a strong cationic resin was eventually observed to destabilize the decolorized isosorbide composition thus obtained. . The inventors have found that, in particular, with such use different from the invention, the isosorbide composition is 1) totally acidified (measured in pH), in particular in the course of being stored for a short period of time (2 days) at relatively low temperatures (60 ° C.). It has been found to play an undesirable role not only in forming formic acid but also in increasing the tendency to 3) form ionic species (the overall measurement of conductivity).

In the case of finely powdered activated charcoal, the use of a second bleaching means prior to treatment on the resin did not significantly reduce this tendency.

On the other hand, the use of the same activated charcoal after treatment on the same resin according to the present invention has surprisingly made it possible to obtain isosorbide compositions and has a much greater tendency to acidify and form formic acid and ionic species during the same storage treatment period. It was less noticeable.

Thus, in the future, improved compositions of isohexide and other dehydrated hydrogenated sugars (sorbitan, mannitan, iditan, galactitan, xylitane, ribitan or erythritane), in particular isosorbide, by simple and effective means And making improved compositions of isomannide.

Such means are particularly characterized in that the purity is at least 98.5 dry weight%, preferably at least 99.0 dry weight% based on the total dry weight of the composition, and the content of formic acid in the form of free and / or salt is based on the total dry weight of the composition. To 0.01 dry weight% or less, and preferably, to the preparation of isosorbide or isomannide compositions having a conductivity of 20 microsiemens / cm (mm / cm) or less.

The conductivity is determined by diluting the composition in distilled water, if necessary, or concentrating under vacuum to adjust the dry matter (DM) content of the isosorbide composition to 5% and then measuring the conductivity of the thus obtained 5% composition. Measure according to A.

Surprisingly, this means makes possible the preparation of isosorbide compositions characterized by a purity of at least 99.5%, preferably at least 99.6%, for example on the order of 99.8%, in particular with preceding or subsequent crystallization steps.

In addition, the process according to the present invention has a purity of at least 98.5%, preferably at least 99.0%, a total monohydricpentitol content of 0.1% or less, preferably 0.07% or less, and monodeoxy- and dideoxy Enables the preparation of isosorbide or isomannide compositions having a monohex anhydritol total content of 0.1% or less, preferably 0.08% or less (the percentages are expressed as dry weights based on the total dry weight of the composition) ).

As mentioned above, this process enables the preparation of isosorbide compositions characterized in that the purity is at least 99.5%, preferably at least 99.6%.

The content of isosorbide and other dehydrated hydrogenated sugars is typically determined by gas chromatography (GC).

Formic acid content is typically determined by high performance liquid chromatography (HPLC).

According to the present invention, such isosorbide or isomannide composition is characterized by constituting a novel industrial product. Since such compositions can be obtained according to the invention without necessarily using (d) step (d), which is crystallized from an organic solvent medium, a small amount of any organic solvent may be added to such compositions for a particular application. It may be beneficial to not exist.

The compositions of isosorbide, and other internal dehydrates of hydrogenated sugars such as isomannide, obtained in accordance with the present invention, may be provided in various liquid or solid forms, in particular in the form of purified distillates, of agglomerated products or compositions of well individualized crystals. Can be. The solid form may also be white and may have a water content of 1% or less, preferably 0.6% or less, in particular 0.10% to 0.55%.

Given their properties with regard to purity, stability and / or color, these compositions can be advantageously used in numerous industries, particularly in polymerizable or nonpolymerizable biodegradable or not possible chemicals, pharmaceuticals, cosmetics or foods. In the preparation of industrial products or mixtures it can be used as synthetic intermediates, comonomers (including chain extenders), solvents, plasticizers, lubricants, fillers, sweeteners and / or active ingredients.

The invention is illustrated in more detail by the following examples, without however being limited thereto.

Example 1

1 kg of a sorbitol solution containing 70% DM and 7 g of concentrated sulfuric acid, sold under the trade name "NEOSORB® 70/02", were introduced into a jacketed stirred reactor. The mixture was heated under vacuum (pressure of about 100 mbar) for 5 hours to remove water content from the initial reaction medium and the medium obtained in the sorbitol dehydration reaction.

The crude reaction product was then cooled to about 100 ° C. and neutralized with 11.4 g of 50% sodium hydroxide solution. This neutralized isosorbide composition was then distilled under vacuum (pressure less than about 50 mbar).

The slightly colored (light yellow) crude isosorbide distillate was then dissolved in distilled water to give a solution containing 40% DM.

This solution was then filtered at a rate of 0.5 BV / h (bed volume / hour) on a granular activated charcoal column of type “CECA DC 50”. The decolorized isosorbide composition thus obtained was passed at a rate of 2 BV / h along a column in which a strong cationic resin of type "PUROLITE C 150 S" followed by a strong anionic resin of type "AMBERLITE IRA 910". .

This solution was then treated at 20 ° C. for 1 hour with powdered activated charcoal of the “NORIT SX +” type. Activated charcoal was used in an amount of 5 dry weight / dry weight percent of solution.

After filtration, the isosorbide solution was concentrated under vacuum. The resulting molten mass was crystallized in the form of large crystals of “lump product” while cooling to obtain a white powder having a water content of 0.3% and a DM of 99.7%.

The properties of the isosorbide composition obtained according to the present invention are as follows, the percentages are expressed based on the total weight of the composition.

Water: 0.3%

Isosorbide: 98.8%

Isomanide: 0.3%

Other hexahydrate hexitol: 0.3%

Mono-anhydrous pentitol: <0.025%

Deoxyhexitol: <0.070%

Formic acid: <0.0005%

pH *: 6.6

Conductivity *: <20 ㎲ / cm

* Measured after diluting the composition with 5% DM.

Thus, the composition obtained according to the present invention was isosorbide having a purity of 98.8 / 99.7, i.e. about 99.1%.

20 g of this mass product of isosorbide were introduced into a capped plastic container and stored in a 60 ° C. oven by itself. After two days of storage under these conditions, the pH of the composition changed slightly (0.6 pH decrease), but in particular the purity, formic acid concentration and conductivity of sorbide did not change significantly, and the last two properties were very low (<0.005 each). % And <50 dB / cm).

Example 2

In this test, the crude isosorbide distillate obtained in Example 1 was purified by modifying it differently from the present invention as follows:

Trial 1: Distillate only treated with granular activated charcoal before crystallization into lump product

Test 2: Distillate only treated with resin (strong cationic followed by strong anionic) before crystallization (lumping)

Test 3: Distillate first treated with activated charcoal and then with resin (strong cationic followed by strong anionic) before crystallization (lumping),

Test 4: The distillate is treated with granular activated charcoal continuously and then with fine powdered activated charcoal before filtration followed by treatment with resin and crystallization (lumping).

It is observed that the isosorbide compositions obtained directly in this way all have the following properties:

The pH is reduced slightly or significantly more than the mass product obtained in Example 1, ie the pH is between 5.6 (test 2) and about 6.5 (test 3 and 4),

Conductivity is less than 20 μs / cm (tests 2 to 4) or slightly higher (23 μs / cm—test 1),

The proportion of formic acid is less than 0.0005% or 5 ppm (tests 2 to 4) or slightly higher (0.0015% or 15 ppm-test 1).

However, under the same storage conditions as described in Example 1, all of these compositions were observed to exhibit the following properties:

the pH is reduced by at least 3 times than that observed in Example 1, in particular 4 times (test 4) to 5 times (test 3) is higher,

Formic acid is produced more markedly than in Example 1, the level of formic acid still exceeds the 0.01% value and reaches a value greater than 0.02% (test 4), or 0.04% (test 3) and even 0.08% ( Greater than test 2).

In addition, the compositions derived from tests 2 and 3 were very prominent in producing ionic species during storage, which, after only two days, their conductivity reached 40 kW / cm (test 3), or even 80 kPa It was because the value of / cm (test 2) was exceeded.

Thus, very surprisingly, the process according to the invention as devised by the applicant in Example 1 using a bleaching means after ion exchange means is obtained according to all the methods described in Example 2 of the invention, for isosorbide. It was possible to obtain a much more stable composition than that.

The improvements obtained by using these two specific means in a particular order are both more unexpected when considering the effects obtained by using these means alone (test 1 and 2), respectively, or together in reverse order (test 3 and 4). .

Example 3

In this test, according to the present invention, a crude distillate of isosorbide was obtained and then treated in the same manner as in Example 1 except that each was specifically modified as described below:

Test 5: Mass product as obtained in Example 1 is redissolved in methanol hot. The resulting solution containing 75% DM is cooled to a temperature of about −15 ° C. and converted to a better individualized crystal composition than the initial mass product,

Test 6: The sorbitol composition used as raw material in the actual dehydration step was first purified by chromatography using a "PCR 432" type PUROLITE column in the form of calcium,

Test 7: Distillation step carried out in 0.5% NaBH ₄ (dry / dry),

Test 8: Granular Activation Charcoal, followed by 40% DM containing solution treated in cationic and anionic resin according to the invention and then in fine powder Activation Charcoal, is obtained by redissolution of isosorbide crystals in water, Isosorbide crystals are commonly obtained by crystallizing the isosorbide mass product itself obtained by distillation from methanol.

The water content of all compositions obtained according to the present invention was from 0.1% (test 8) to 0.5% (test 5), and the purity was even more (slightly) higher than the product derived from Example 1. The purity of this isosorbide was 99.2% (test 7) to 99.6% (test 5, 6 and 8).

It is actually noteworthy that this level of purity (99.6%) can be obtained without any crystallization step according to test 6 in particular.

These products according to the invention and the products obtained in tests 5, 7 and 8 actually have good stability during the storage period and have a certain level of purity.

Example 4

The crude distillate obtained in Example 1 was dissolved in 2-propanol at a temperature of 60 ° C. to give a solution containing 75% of dry matter (DM). The solution was then cooled slowly at 10 ° C. for 5 hours. Recrystallized isosorbide seed was added at 40 ° C.

The crystals were then dehydrated in a centrifuge and washed with a small amount of 2-propanol.

After drying under vacuum, the crystals were redissolved in water to give DM 40%.

This solution was filtered on a granular activated charcoal (CPG 12-40) column at a rate of 0.5 BV / h. The isosorbide composition thus obtained was then passed at a rate of 2 BV / h along a continuous column of strong cationic resin followed by strong anionic resin as described in Example 1 of the present invention.

This solution was then treated with powdered activated charcoal of NORIT SX + type at 20 ° C. for 1 hour. Activated charcoal was used in an amount of 0.2% dry weight / dry weight of solution.

After filtration, the isosorbide solution was concentrated under vacuum. The molten mass obtained was crystallized in the form of agglomerate product while cooling, and then ground to obtain a white powder having a water content of 0.2%.

The properties of the isosorbide composition obtained according to the present invention are as follows, the percentages are expressed based on the total weight of the composition.

Water: 0.2%

Isosorbide: 99.6%

Isomanide: not detected

Other dianhydride hexitol: 0.03%

Mono-anhydrous pentitol: not detected

Deoxyhexitol: not detected

Formic acid: <0.0005%

pH *: 6.5

Conductivity *: <20 ㎲ / cm

Thus, the purity of isosorbide was 99.6 / 99.8, i.e. about 99.8%.

20 g of this mass product of isosorbide were introduced into a capped plastic container and stored in a 60 ° C. oven by itself. After 14 days of storage, the purity of isosorbide and its formic acid concentration did not change.                 

Example 5

700 g of mannitol, 300 g of water and 21 g of concentrated sulfuric acid were introduced into a jacketed stirred reactor. The resulting mixture was heated under vacuum (40 mbar) for 8 hours to remove water contained in the reaction medium and the medium derived from the mannitol dehydration reaction.

The crude reaction product was neutralized with 50% sodium hydroxide solution. The isomannide composition was then distilled under vacuum.

The crude distillate was dissolved in water to obtain a dry substance of 40% content.

This solution was filtered on a granular activated charcoal (CPG 12-40) column at a rate of 0.5 BV / h. The isomannide composition thus obtained was then passed at a rate of 2 BV / h along a continuous column of strong cationic resin followed by a strong anionic resin as described in Example 1.

This solution was then treated with powdered activated charcoal of NORIT SX + type at 20 ° C. for 1 hour. Activated charcoal was used in an amount of 5 dry weight / dry weight percent of solution.

After filtration, the isomannide solution was concentrated under vacuum. The molten mass obtained was crystallized in the form of agglomerate product while cooling and then ground to obtain a white powder having a water content of 0.3%.

The properties of the isomannide composition obtained according to the present invention are as follows and the percentages are expressed based on the total weight of the composition.

Water: 0.5%                 

Isomanide: 98.0%

Isosorbide: 0.9%

Other hexahydrate hexitol: 0.3%

Formic acid: <0.0005%

pH *: 6.5

Conductivity *: <20 ㎲ / cm

Thus, the purity of the isomannide was 98 / 99.5, i.e. about 98.5%.

20 g of this mass product of isomannide were introduced into a capped plastic container and stored on their own in a 60 ° C. oven. After 14 days of storage, the purity of isosorbide and its formic acid concentration did not change.

Claims (16)

Treating the composition containing at least one internal dehydration of the hydrogenated sugar with at least one ion-exchange means; And Treating the resulting composition with one or more bleaching means A method for purifying a composition comprising at least one internal dehydration product of a hydrogenated sugar, comprising: a. The method of claim 1, a) treating a composition that has been redissolved or not redissolved with activated charcoal; b) treating the resulting composition with one or more ion-exchange means; And c) treating the resulting composition with activated charcoal Method comprising a. The method of claim 1 wherein the ion-exchange means comprises at least one anionic resin and at least one cationic resin. The process according to claim 2, comprising the step d) of concentrating the composition obtained from step c) to obtain a product in the form of a "lump". A method according to claim 1, wherein the composition containing at least one internal dehydration of hydrogenated sugars consists of an isohexide composition. -Isosorbide or isomannide purity of at least 98.5%, -Formic acid content in a form selected from the group consisting of free acid form and salt form, up to 0.01 dry weight percent based on the total dry weight of the composition, and Conductivity up to 20 μS / cm Isosorbide or isomannide composition characterized in that it has a. -Isosorbide or isomannide purity of at least 98.5%, A total monoanhydropentitol content of 0.1% or less, and A total monodeoxy- and dideoxy-monohydrohexitol content of not more than 0.1 dry weight percent based on the total dry weight of the composition Isosorbide or isomannide composition characterized in that it has a. 8. A composition according to claim 6 or 7, having a purity of at least 99.5%. 8. A composition according to claim 6 or 7, wherein no organic solvent (s) remain. The method according to claim 6 or 7, -White, and -Less than 1% water content A composition characterized in that it is present in the form of a purified distillate, a lump product or a crystalline composition. Polymeric or nonpolymeric and biodegradable or non-biodegradable materials or mixtures for use in the chemical, pharmaceutical, cosmetic, or food industries, prepared using the composition according to claim 6. The method of claim 1, a) treating the composition with one or more bleaching means after or after redissolution; b) treating said composition with at least one ion-exchange means; And c) treating the resulting composition with one or more bleaching means Method comprising a. The method of claim 2 wherein the activated charcoal of step a) is in granular form and the activated charcoal of step c) is in fine powder form. The method of claim 3, wherein the at least one anionic resin is a strong anionic resin and the at least one cationic resin is a strong cationic resin. 5. The method of claim 4, further comprising crystallizing the product in "lump" form from an organic solvent. The method of claim 5, wherein the isohexide composition is selected from the group consisting of isosorbide compositions and isomannide compositions.