The invention provides: a dihydroxynaphthalene condensate which suppresses soft particle generation and is suitably usable for a composition excellent in filterability; and a method for producing the dihydroxynaphthalene condensate. In the method for producing a dihydroxynaphthalene condensate, dihydroxynaphthalene to be used has a sulfur element content of 100 ppm or less in terms of mass among constituent elements. The dihydroxynaphthalene and a condensation agent are condensed in presence of an acid or a base to produce the dihydroxynaphthalene condensate.

The invention provides: a dihydroxynaphthalene condensate which suppresses soft particle generation and is suitably usable for a composition excellent in filterability; and a method for producing the dihydroxynaphthalene condensate. In the method for producing a dihydroxynaphthalene condensate, dihydroxynaphthalene to be used has a sulfur element content of 100 ppm or less in terms of mass among constituent elements. The dihydroxynaphthalene and a condensation agent are condensed in presence of an acid or a base to produce the dihydroxynaphthalene condensate.

The present invention relates to a method for preparing cannabidiol by separation and purification using high-speed countercurrent chromatography, comprising: alcohol extraction and water precipitation, adsorption with a macroporous resin, and high-speed countercurrent chromatography separation. The present invention separates and obtains high-purity cannabidiol from industrial hemp flowers or leaves, while at the same time removing the psychotoxic component tetrahydrocannabinol by combining a macroporous resin chromatographic column with a high-speed countercurrent chromatograph, and optimizing process parameters, and the solvent used therein being environmentally friendly, leaving no residues, having low cost and being recyclable. Therefore, the method is suitable for industrial production.

The present invention relates to a method for preparing cannabidiol by separation and purification using high-speed countercurrent chromatography, comprising: alcohol extraction and water precipitation, adsorption with a macroporous resin, and high-speed countercurrent chromatography separation. The present invention separates and obtains high-purity cannabidiol from industrial hemp flowers or leaves, while at the same time removing the psychotoxic component tetrahydrocannabinol by combining a macroporous resin chromatographic column with a high-speed countercurrent chromatograph, and optimizing process parameters, and the solvent used therein being environmentally friendly, leaving no residues, having low cost and being recyclable. Therefore, the method is suitable for industrial production.

Δ.sup.9-Tetrahydrocannabinol (Δ.sup.9-THC or THC) and cannabidiol (CBD) are major constituents of the Cannabis plant that have pharmacological properties with potential therapeutic value. This invention is directed to processes for large scale isolation of these two and other cannabinoids from the Cannabis sativa plant. This is accomplished through the discovery that protected amino acid esters of the cannabinoids are easier to separate using normal phase silica column chromatography. Mild base hydrolysis of the esters regenerates the free cannabinoids in a purified form. The invention is also applicable to the isolation of other cannabinoids from Cannabis extracts.

Δ.sup.9-Tetrahydrocannabinol (Δ.sup.9-THC or THC) and cannabidiol (CBD) are major constituents of the Cannabis plant that have pharmacological properties with potential therapeutic value. This invention is directed to processes for large scale isolation of these two and other cannabinoids from the Cannabis sativa plant. This is accomplished through the discovery that protected amino acid esters of the cannabinoids are easier to separate using normal phase silica column chromatography. Mild base hydrolysis of the esters regenerates the free cannabinoids in a purified form. The invention is also applicable to the isolation of other cannabinoids from Cannabis extracts.

Δ.sup.9-Tetrahydrocannabinol (Δ.sup.9-THC or THC) and cannabidiol (CBD) are major constituents of the Cannabis plant that have pharmacological properties with potential therapeutic value. This invention is directed to processes for large scale isolation of these two and other cannabinoids from the Cannabis sativa plant. This is accomplished through the discovery that protected amino acid esters of the cannabinoids are easier to separate using normal phase silica column chromatography. Mild base hydrolysis of the esters regenerates the free cannabinoids in a purified form. The invention is also applicable to the isolation of other cannabinoids from Cannabis extracts.

A porous support-zeolite membrane composite comprising an inorganic porous support and a zeolite membrane provided on, wherein the zeolite membrane contains a zeolite having a microporous structure of 8-membered oxygen ring or less, and a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane surface is larger by at least 20 than a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane itself, or a water adsorption of the porous support-zeolite membrane composite at a relative pressure of 0.8, as determined from a water vapor adsorption isotherm of the porous support-zeolite membrane composite, is at least 82% of a water adsorption of the porous support-zeolite membrane composite under the same condition as above after one-week immersion of the porous support-zeolite membrane composite in an aqueous 90 mass % acetic acid solution at room temperature.

A porous support-zeolite membrane composite comprising an inorganic porous support and a zeolite membrane provided on, wherein the zeolite membrane contains a zeolite having a microporous structure of 8-membered oxygen ring or less, and a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane surface is larger by at least 20 than a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane itself, or a water adsorption of the porous support-zeolite membrane composite at a relative pressure of 0.8, as determined from a water vapor adsorption isotherm of the porous support-zeolite membrane composite, is at least 82% of a water adsorption of the porous support-zeolite membrane composite under the same condition as above after one-week immersion of the porous support-zeolite membrane composite in an aqueous 90 mass % acetic acid solution at room temperature.

A porous support-zeolite membrane composite comprising an inorganic porous support and a zeolite membrane provided on, wherein the zeolite membrane contains a zeolite having a microporous structure of 8-membered oxygen ring or less, and a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane surface is larger by at least 20 than a molar ratio of SiO.sub.2/Al.sub.2O.sub.3 in the zeolite membrane itself, or a water adsorption of the porous support-zeolite membrane composite at a relative pressure of 0.8, as determined from a water vapor adsorption isotherm of the porous support-zeolite membrane composite, is at least 82% of a water adsorption of the porous support-zeolite membrane composite under the same condition as above after one-week immersion of the porous support-zeolite membrane composite in an aqueous 90 mass % acetic acid solution at room temperature.