545 results about "Acylation" patented technology

The invention discloses a method for preparing 1, 3-propylene glycol by hydrating and hydrogenating acrolein, which comprises the following steps: carrying out hydration reaction by taking an acrolein aqueous solution as a raw material and taking acylated and aminated modified polystyrene resin as a catalyst; carrying out flash evaporation or gas stripping on the product after the reaction to remove acrolein, condensing and recovering the removed acrolein, and carrying out hydrogenation reaction on the acrolein-removed mixed solution serving as a hydrogenation raw material on a metal catalyst; and after the reaction is finished, performing flash evaporation on the product to remove water and light components, and performing vacuum rectification to obtain a high-purity 1, 3-propylene glycol product. According to the method, the modified resin is used for catalyzing the acrolein hydration reaction, the overall yield of the 1, 3-propylene glycol can be increased, the catalyst modification process is simple, the cost is low, the additional value of the final product is high, and the method is suitable for industrial production.

The invention discloses a dual-band dianthracene photocatalyst as well as a preparation method and application thereof, and belongs to the field of heterocyclic compounds. The novel 2, 9 '-dianthracene photocatalyst is designed and synthesized, the compatibility at the two wavebands of 365 nm and 405 nm is good, the tetrahydroisoquinoline phosphoramidite can be induced by light, and a new thought is provided for preparing an alpha-phosphoramidate compound; the reaction conditions are mild, the reaction time is short, the photocatalyst can be recycled, the circulation loss is low, the circulation efficiency is high, the production efficiency is greatly improved, and the production period and cost are reduced; the product is free of transition metal residues and high in yield.

The invention provides isosorbide-based copolyester as well as a preparation method and application thereof, and relates to the technical field of high polymer materials. According to the preparation method, a step-by-step esterification method is adopted, firstly, isosorbide, excessive aromatic dicarboxylic acid and an acylating agent are subjected to a first esterification reaction, so that the acylating agent can efficiently and specifically activate secondary hydroxyl of isosorbide, and the initial esterification rate of isosorbide is greatly increased. Meanwhile, the excessive aromatic dicarboxylic acid ensures that the generated isosorbide prepolymer takes carboxyl as a terminal group, so that isosorbide molecules are'locked 'in the middle of a polymer chain segment. Due to the fact that the isosorbide is embedded in the middle of the chain segment in advance, the problem that the isosorbide falls off in the ester exchange reaction due to the fact that the isosorbide is located at the chain end and low in reaction activity in the subsequent polycondensation stage is effectively solved, and therefore the retention rate of the isosorbide in the final polymer is greatly increased, and the glass-transition temperature of the isosorbide is greatly increased.

A diesel fuel composition including (a) a quaternary ammonium salt additive; and (b) one or more nitrogen-free detergents; wherein the quaternary ammonium salt additive includes the quaternised reaction product of a hydrocarbyl substituted succinic acid derived acylating agent and a compound able to react with said acylating agent and which includes a tertiary amine group; wherein each molecule of the hydrocarbyl substituted succinic acid derived acylating agent includes on average at least 1.2 succinic acid moieties.

The invention discloses conductive hydrogel as well as a preparation method and application thereof, and belongs to the technical field of flexible sensors. The preparation method of the conductive hydrogel disclosed by the invention comprises the following steps: modifying gelatin and sodium alginate to obtain N '-(2-nitrobenzyl)-N-acryloyl glycine amidated methacryloylated gelatin and oxidized sodium alginate; the preparation method comprises the following steps: mixing oxidized sodium alginate, N '-(2-nitrobenzyl)-N-acryloyl glycine amidated methacryloylated gelatin, CaCl2 and a light initiator, so as to prepare a hydrogel precursor aqueous solution; and irradiating the hydrogel precursor aqueous solution with ultraviolet light to obtain the conductive hydrogel. The conductive hydrogel is easy to prepare, convenient to use, good in biocompatibility and natural and antibacterial, has toughness, adhesion and self-repairing performance, and has wide practical value in the aspect of human body wearable sensor application.

The invention discloses a synthesis method of piperonone, and relates to the technical field of flavors, fragrances and chemical engineering, and the synthesis method comprises the following steps: taking acrylate as a raw material, and carrying out Michael addition reaction with isobutene under the action of Lewis acid to obtain 5-methyl-5-hexenoic acid ethyl ester; the preparation method comprises the following steps: carrying out nucleophilic substitution reaction on ethyl 5-methyl-5-hexenoate and bromoisopropane under the action of a basic catalyst to obtain ethyl 5-methyl-2-isopropyl-5-hexenoate; carrying out self Friedel-Crafts acylation reaction on the 5-methyl-2-isopropyl-5-hexenoic acid ethyl ester under the action of Lewis acid, so as to obtain 5-methyl-2-isopropyl-5-chloro cyclohexanone; and carrying out elimination reaction on the 5-methyl-2-isopropyl-5-chlorocyclohexanone under the action of alkali to obtain the product piperonone. According to the synthetic route, conventional chemical reagents are used as raw materials, reaction conditions are mild, emission of three wastes is reduced to a great extent, and the synthetic route is more environmentally friendly and suitable for continuous industrial production.

The application discloses a 5-position linked naphthalene diisocyanate, a halogenated naphthylamine or a phenolic hydroxyl naphthylamine, which is subjected to an acylation reaction, then subjected to an Ullmann coupling reaction in the presence of a ligand and an inorganic base and under the protection of an inert gas by using a metal or a salt thereof as a catalyst, subjected to amide hydrolysis, and then subjected to a carbonacylation reaction with a carbonacylation reagent to obtain the 5-position linked naphthalene diisocyanate. The application further provides a synthesis method of the 5-position linked naphthalene diisocyanate. The application further provides an application of the 5-position linked naphthalene diisocyanate in preparation of urethane rubber and elastomer, urethane fiber, cast urethane rubber, urethane emulsion and paint, urethane adhesive, shock-absorbing foam material, energy-absorbing foam material and damping foam material. The polylinked naphthalene urethane prepared by using the 5-position linked naphthalene diisocyanate has high cohesive energy and impact modulus, and can be widely applied to high dynamic load and heat-resistant occasions.

The application relates to a chiral NSiN ligand based on a phenyloxazoline skeleton, a preparation method and application thereof, wherein the chiral NSiN ligand is prepared from a chiral phenyloxazoline bromide with R or S configuration through lithiation and silylation. The chiral NSiN ligand can be used in transition metal catalyzed asymmetric synthesis, and is used in catalyzing an allylic sulfonylation reaction with a cobalt catalyst, and shows high reaction activity and high stereoselectivity.

The utility model discloses a production device of 3-acetamino phthalic acid, and belongs to the technical field of chemical production devices. The device comprises an acylation reaction device, an acidification device and a solid-liquid filtering device. The acylation reaction device comprises an acylation reaction kettle with a stirring device, an acetic anhydride high-position metering tank with a first rotor flow meter, a solid feeding hole and a first conveying pump; the acidification device comprises an acidification reaction kettle with a stirring device, a hydrochloric acid high-position metering tank with a second rotor flow meter, an online pH meter and a second delivery pump; and the solid-liquid filtering device comprises solid-liquid separation equipment, a filtrate receiving tank and a product collecting tank. All the devices of the device are connected through pipelines and stop valves. According to the utility model, the dosage of hydrochloric acid is reduced by adjusting the dosage of acetic anhydride and controlling the acidification pH value, so that the production cost is reduced, and the quality and yield of the product 3-acetamino phthalic acid are improved.

The utility model discloses an acylation wastewater receiving tank convenient to clean, which comprises a bracket, a tank body is arranged on the bracket, a rotating shaft is rotatably connected in the tank body, the end part of the rotating shaft penetrates through the tank body, one end of the rotating shaft is connected with a motor, the motor is arranged at the outer end of the tank body, ring seats are symmetrically sleeved on the rotating shaft, a U-shaped frame is connected between the ring seats, and the outer side surface of the U-shaped frame is connected with a scrubbing brush. A plurality of water distribution pipes are connected to the water distribution pipe at intervals, the water distribution pipes penetrate through the side wall of the tank body, one end of each water distribution pipe is blocked, and the other end of each water distribution pipe is connected with a main water pipe; the cleaning device is simple in structure, reasonable in design and novel and unique in idea, the motor drives the rotating shaft to rotate, the U-shaped frame rotates along with the rotating shaft and drives the scrubbing brush to clean dirt on the inner wall of the tank body, and in the rotating process of the scrubbing brush, the water distribution pipe sprays water liquid on the inner wall of the tank body to promote dirt cleaning on the inner wall of the tank body.

The application belongs to the technical field of biomedical materials, and discloses a collagen-based double-network porous hydrogel scaffold capable of recruiting endogenous stem cells and a construction method and application thereof. The scaffold takes collagen II (Col-II) and oxidized methyl acrylated hyaluronic acid (AHAMA) as an organic phase, and is constructed into a physical / chemical double-network structure through Schiff base dynamic crosslinking and ultraviolet light-induced methacryl radical polymerization. An air-in-water emulsion template method is used to form a through-porous structure, and 5' aldehyde-modified nucleic acid aptamer Apt19S is anchored in the scaffold network to achieve specific recruitment of endogenous pluripotent stem cells. The scaffold has excellent mechanical properties, a biomimetic extracellular matrix microenvironment and a targeted stem cell recruitment function, can effectively promote the directional differentiation of stem cells into chondrocytes, avoids the immune rejection and ethical issues caused by exogenous stem cell transplantation, and is suitable for the field of articular cartilage defect repair.

The invention relates to a method for preparing cellulose acetate based on a micro-flow field technology. Dissolving the cellulose raw material in the ionic liquid to obtain a cellulose solution, and mixing the supported protonic acid catalyst and the cellulose solution to obtain a material A; the esterifying agent is marked as a material B; and respectively pumping the material A and the material B into a micro-flow field reactor for esterification reaction to obtain the cellulose acetate. According to the method, a micro-flow field reaction technology is innovatively adopted, and a new green and continuous cellulose acetate synthesis path is constructed through high-efficiency mixing and mass (heat) transfer reinforcement under a micro scale and precise control of a cellulose acylation reaction.

The application discloses a green preparation method of a medium-chain acylated hydroxytyrosol lipoid-triphenylphosphine derivative and application of the derivative in mitochondrial-targeted antioxidation, and relates to the following steps: taking hydroxytyrosol and saturated halogenated fatty acids with medium-chain length C8-C12 as raw materials, and synthesizing a medium-chain hydroxytyrosol lipoid compound through a low-field ultrasonic coupling immobilized lipase synergistic directional alcohol hydroxyl acylation reaction; and further synthesizing the lipoid compound through high-speed stirring reaction with a triphenylphosphine compound to obtain a medium-chain acylated hydroxytyrosol lipoid-triphenylphosphine derivative. The derivative has the antioxidation effect of mitochondrial-targeted enrichment and active oxygen radical scavenging. The hydroxytyrosol derivative prepared by the application has the characteristics of green efficiency, directional bonding and simple operation. The acylation reaction of hydroxytyrosol does not need to involve flammable and explosive, easily oxidized and corrosive concentrated sulfuric acid and concentrated nitric acid, and the medium-chain acylated hydroxytyrosol lipoid-triphenylphosphine derivative has mitochondrial targeting, can be used as a potential mitochondrial nutritional supplement product, and has a wide application prospect in the health care functions of anti-aging, cardiovascular protection, diabetes prevention and the like.

The invention discloses composite hydrogel for wound repair as well as a preparation method and application of the composite hydrogel, and belongs to the technical field of medical materials. The preparation method comprises the following steps: mixing methylacryloylated gelatin, hydroxyethyl methylacrylate and oxidized dextran, adding copper sulfide nanoparticles, a cross-linking agent and a photoinitiator, uniformly stirring, placing in a mold, irradiating by adopting ultraviolet light, carrying out Schiff base reaction on an aldehyde group on an ODex chain and an amino group on a GelMA chain to form a dynamic covalent bond, and forming a reversible cross-linking point, so as to obtain the copper sulfide nanoparticle / GelMA composite hydrogel. The preparation method comprises the following steps: carrying out a copolymerization reaction on HEMA and methacryloyl on a GelMA molecular chain to form a stable covalent cross-linked network, effectively capturing CuS NPs through a physical effect and stably dispersing the CuS NPs in the network in the process, and soaking the cross-linked hydrogel in deionized water for balancing to obtain the target composite hydrogel. The composite hydrogel has excellent mechanical strength, pH response swelling property and biocompatibility, can realize efficient antibacterial and endogenous immune regulation by combining near-infrared photothermal therapy, and effectively promotes wound repair.

This invention provides a naphthopyrimidine-fused-acid sugar derivative, its synthesis method, and its application, belonging to the field of pharmaceutical technology. The naphthopyrimidine-fused-acid sugar derivative has the structures shown in formulas (I) to (IV). These compounds are obtained by one-step cyclization via a condensation reaction with 1,8-diaminonaphthalene in an organic solvent under the catalysis of a trifluoromethanesulfonate catalyst, using a propionyl-protected and p-toluenesulfonated sugar as the starting material. The preparation method is efficient and simple. The compounds of this invention exhibit good anti-proliferative activity against colon cancer tumor cells.

The application discloses a preparation method of iopromide and intermediates thereof, and particularly relates to the fields of organic synthesis and medicinal chemistry, and the preparation method route is as follows: a compound of formula I is subjected to chlorination reaction, acylation reaction, reduction reaction and iodination reaction to prepare a compound of formula V, and then iopromide is further prepared, the method can not only avoid the generation of diacylation by-products (formula 18), but also effectively reduce the generation of diiodo compounds (formula 24) in the preparation process, the intermediates are easy to separate and purify, and high-purity products can be obtained at a high yield.

The invention provides a production method of 2, 3, 5-trimethylhydroquinone diester, which comprises the following steps: carrying out rearrangement reaction on 2, 6, 6-trimethyl-cyclohexyl-2-ene-1, 4-diketone and an acylating agent in a tubular reactor filled with a catalyst to obtain the 2, 3, 5-trimethylhydroquinone diester, all reaction parameters in the tubes of the tubular reactor meet the relationship shown in the formula 1. The production method has the advantages of high production efficiency, small corrosion to equipment and simple subsequent treatment process, and is suitable for wide popularization and application.

The invention relates to a dapagliflozin impurity and a preparation method thereof, 5-bromo-2-chlorobenzoic acid (IV) is used as a raw material, (5-bromo-2-chlorphenyl) (4-ethyoxyl phenyl) ketone (III) is prepared through chlorination and Friedel-Crafts acylation, (5-bromo-2-chlorphenyl) (4-ethyoxyl phenyl) methanol (II) is obtained through reduction, and the benzhydryl ether impurity (I) is obtained through condensation under the catalysis of iodine. The preparation method has the advantages of simple operation, low cost, easily available raw materials and good product purity.

The present application relates to a method for synthesizing leu-enkephalin by Fmoc method, which uses Fmoc-protected amino acid as monomer, and sequentially connects amino acid to resin. In the synthesis of leu-enkephalin, all the amino acids do not have any side chain protection group. The Fmoc protection group is removed by using a solution of 1.00 mol / L imidazole and 0.02 mol / L tricyclohexylphosphine in tetrahydrofuran, and finally leu-enkephalin is obtained by removing the resin with aqueous trifluoroacetic acid. The present application first uses imidazole and tricyclohexylphosphine as components of Fmoc deprotection agent, instead of traditional pyridine. The deprotection agent is not controlled by "controlled chemicals", is cheap and easy to obtain, is stable in nature, and is low in toxicity, volatility and corrosion. The deprotection agent has excellent Fmoc removal ability, does not cause phenolic ring acylation side reaction of tyrosine side chain, does not need any side chain protection, simplifies the production process of polypeptide, reduces the preparation cost of polypeptide, and provides great improvement space for the design of synthesis strategy of polypeptide containing basic sensitive side chain protection group.

The invention provides a method for preparing oxacillin sodium by using a microchannel reactor. The oxacillin sodium is prepared by adopting micro-channel reactors, firstly, a 6-APA dissolved clear solution, liquid-state oxacillin acyl chloride, a sodium hydroxide solution and a sulfuric acid solution are prepared in advance, the 6-APA dissolved clear solution and molten-state oxacillin acyl chloride are oppositely added in the first micro-channel reactor, fine liquid drops are formed through atomization and collide with each other to be fully reacted, and then the oxacillin sodium is prepared. The collided and mixed liquid flows through a second micro-channel reactor and then enters a four-opening bottle, butyl acetate is added after the liquid reacts in the four-opening bottle for a period of time, acidification and phase splitting are conducted, a sodium acetate solution is fed into the four-opening bottle, crystallization, filtering, washing and drying are conducted, and a finished oxacillin sodium product is obtained. According to the method for preparing the oxacillin sodium by using the microchannel reactor, the molar yield of the oxacillin sodium prepared by using the method is relatively high, the time of an acylation reaction stage is greatly shortened, and the total impurities of the oxacillin sodium are effectively reduced.

The invention belongs to the technical field of fine chemical engineering, and relates to a method for recovering 5-acetoacetamidobenzimidazolone, which comprises the following steps: adding a stabilizer into AABI acylation wastewater, concentrating under reduced pressure, cooling to 25-30 DEG C, carrying out suction filtration, and taking a filter cake for later use; adding methanol into a filter cake, dispersing and stirring for 0.5 hour, adding corresponding sodium alkoxide, stirring for 0.5 hour, adding activated carbon, stirring for 0.5 hour, decolorizing, carrying out suction filtration, and concentrating filtrate until no fraction appears; and adding water into the concentrated filtrate for refining, dropwise adding acetic acid to adjust the pH value, stirring for 0.5 h, carrying out suction filtration, and washing and drying a filter cake to obtain an AABI product. The gallic acid is selected as a stabilizer, in the high-temperature concentration process, the AABI structure cannot be damaged, water-soluble salts are filtered out after concentration, impurities are removed through alcohol dispersion and alkali adjustment through sodium alcoholate, then a qualified product is obtained through aqueous phase inversion, the purity is larger than or equal to 99.60%, operation is simpler, conversion is easier, and application and popularization are facilitated.

The invention belongs to the technical field of medical wound nursing materials, and discloses a conductive nanofiber aerogel for wound repair and seepage monitoring, a raw material and a preparation method, the conductive nanofiber aerogel comprises a matrix and a conductive material dispersed in the matrix; the preparation method comprises the following steps: mixing and stirring deionized water, methacrylated sodium alginate and EDOT to obtain an emulsion, controlling the EDOT in the emulsion to be oxidized into PEDOT, and removing unreacted EDOT and deionized water to obtain the conductive material. Performing liquid nitrogen freezing and freeze drying on the aqueous dispersion in which the nanofiber (containing the first methylacryloyl polymer) and the conductive material are dispersed and the second methylacryloyl polymer is dissolved at the same time to obtain an intermediate product, and initiating double bonds in methylacryloyl groups contained in the intermediate product to perform cross-linking reaction, so as to obtain the conductive nanofiber. The conductive nanofiber aerogel is obtained. The product provided by the invention has good wound repairing and seepage monitoring performance, and can play a high-efficiency role in the field of high-seepage wound application.

This invention discloses an enzyme-responsive silk fibroin nanovesicle, its preparation method, and its application, comprising the following steps: silk fibroin is mixed with a hydrophobic acylation reagent containing enzymatically cleavable chemical bonds and a catalyst for a grafting reaction to obtain amphiphilic modified silk fibroin; the amphiphilic modified silk fibroin is mixed with hair care active ingredients in an aqueous phase, and self-assembly is induced to form nanovesicles encapsulating the active ingredients through ultrasonic treatment or high-pressure homogenization. This invention uses silk fibroin as the main body to provide a biocompatible framework and self-assembly basis. Hydrophobic groups are introduced through chemical modification, and these hydrophobic groups are connected to the silk fibroin backbone through enzymatically cleavable chemical bonds. These chemical sites can be recognized and cleaved by sebaceous lipase secreted by the scalp sebaceous glands or other specific lipases highly expressed in the hair follicle microenvironment, achieving specific enzymatic release of the nanovesicles in the hair follicle microenvironment.

Disclosed is an acylated insulin, a pharmaceutical preparation thereof, a pharmaceutical composition thereof with a long-acting GLP-1 compound, and a medical use of the acylated insulin, the pharmaceutical preparation and the pharmaceutical composition. Compared with insulin degludec or other insulin derivatives, the acylated insulin has an unexpected, significantly increased drug effect, a long duration of action, a long in vivo half-life, an excellent bioavailability, as well as excellent physical and chemical stabilities.

The application discloses a bipolar group acrylate polymer-based dielectric elastomer material and a preparation method thereof, and belongs to the technical field of polymer synthesis. The method comprises the following steps: uniformly mixing hydroxybutyl acrylate and dichloromethane, adding organic acid and acylation catalyst, stirring and reacting, and obtaining a hydroxybutyl acrylate-based diester monomer after purification; then adding a crosslinking agent and a photoinitiator, uniformly mixing, and obtaining the bipolar group acrylate polymer-based dielectric elastomer material after solidification and crosslinking under ultraviolet light irradiation. The bipolar group acrylate polymer-based dielectric elastomer material is prepared by taking hydroxybutyl acrylate as a dielectric elastomer matrix, performing esterification reaction on the dielectric elastomer matrix with organic acid, and then adding a crosslinking agent to prepare a diester-based dielectric elastomer film. The bipolar group acrylate polymer-based dielectric elastomer material solves the problems of high elastic modulus and low dielectric constant, and improves the mechanical properties, driving performance and dielectric properties of the bipolar group acrylate polymer-based dielectric elastomer material.

The invention relates to a calcipotriol nano-composite, difunctional integrated hydrogel for treating psoriasis as well as preparation and application of the difunctional integrated hydrogel. The preparation method comprises the following steps: loading calcipotriol on amino-modified mesoporous silica, and then carrying out a one-pot reaction on the amino-modified mesoporous silica, methacrylated gelatin, dopamine methacrylamide, sodium pirolinate carboxylate and phenyl (2, 4, 6-trimethylbenzoyl) lithium phosphate to obtain the difunctional integrated hydrogel. The hydrogel disclosed by the invention is UV-responsive drug-loaded hydrogel, can be quickly cross-linked and adhered to the surface of skin after being irradiated by UV, has the properties of high light transmission, drug sustained release, moisture retention and stable structure, and meets the clinical requirements of synchronous and integrated drug treatment and UV irradiation while remarkably improving the bioavailability of an externally applied drug; organic combination and mechanism complementation of two treatment modes are realized, so that the psoriasis is treated more efficiently.

The invention provides a one-pot synthesis method of 1, 3-dimethyl-2-imidazolidinone, which comprises the following steps: mixing a basic catalyst, an ionic liquid and methanol, adding ethylenediamine to synthesize 2-imidazolidinone under a low-temperature condition, and raising the temperature to enable the 2-imidazolidinone and dimethyl carbonate to have an N-methylation reaction. According to the synthesis method, the ionic liquid is adopted as the catalyst, on one hand, the ionic liquid serves as a phase transfer catalyst, and the acid binding effect of the acid binding agent is enhanced; on the other hand, as a carbene catalyst, dimethyl carbonate is activated, so that the acylation and methylation reaction efficiency is improved.

The invention provides a medical beauty-grade sensitive skin repair dressing with a gamma-polyglutamic acid controlled release function, and belongs to the technical field of biomedical materials. The repair dressing is composed of controlled release microspheres dispersed in a matrix material, the controlled release microspheres take modified gamma-polyglutamic acid as an active core material and a biocompatible high polymer material as a wall material, and the matrix material comprises a medical grade gel matrix, a moisturizing component and an anti-inflammatory soothing component. The gamma-polyglutamic acid is subjected to acylation or graft modification to improve the stability and biocompatibility of the gamma-polyglutamic acid, and 12-72h gradient release of the gamma-polyglutamic acid is realized by virtue of the controlled release microspheres prepared by virtue of an emulsification-crosslinking method or a solvent evaporation method; meanwhile, through the synergistic matching of the matrix components, the dressing is endowed with the moisturizing, anti-inflammatory and soothing effects. The dressing can effectively reduce wound inflammatory response after medical art, promote epidermal cell proliferation and improve the water content and barrier function of a sensitive skin cuticle, and is suitable for scenes of wound repair after medical art, sensitive skin barrier reconstruction and the like.

The invention relates to a process for the acylation of a solid material, known as the hydroxylated material, bearing hydroxyl groups (—OH), known as reaction-generating hydroxyls, which are accessible and capable of reacting with at least one fatty acid chloride in gaseous form, said hydroxylated material being scrolled through a chamber, known as the acylation chamber, delimiting an internal space under a gaseous atmosphere. The invention also relates to an acylation device for performing said process.

The present application relates to a laminated film comprising a substrate and an optical functional layer, the substrate comprising a cellulose acylate having an acyl substitution degree of 2.6 to 3.0 and a sugar ester in which 70 to 100% of hydroxyl groups are substituted with acyl groups, the optical functional layer containing a polymer containing a polymerization unit of a fumaric acid ester at a proportion of 90% by mole or more, 80 to 100% of the ester portion of the polymerization unit of the fumaric acid ester being isopropyl ester, the laminated film having an out-of-plane phase difference based on a wavelength of 650 nm and a wavelength of 450 nm, and a slope of 0.040 to 0.055, and a ratio of the out-of-plane phase difference based on a wavelength of 450 nm and a wavelength of 550 nm of 1.1 to 1.9.