PL431084A1 - Method of preparation of chitosan with Rhodamine B bonded via an ester bond - Google Patents
Method of preparation of chitosan with Rhodamine B bonded via an ester bondInfo
- Publication number
- PL431084A1 PL431084A1 PL431084A PL43108419A PL431084A1 PL 431084 A1 PL431084 A1 PL 431084A1 PL 431084 A PL431084 A PL 431084A PL 43108419 A PL43108419 A PL 43108419A PL 431084 A1 PL431084 A1 PL 431084A1
- Authority
- PL
- Poland
- Prior art keywords
- chitosan
- rhodamine
- ester bond
- preparation
- dialysis against
- Prior art date
Links
- 229920001661 Chitosan Polymers 0.000 title abstract 5
- 238000000034 method Methods 0.000 title abstract 5
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical group [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 title abstract 4
- 229940043267 rhodamine b Drugs 0.000 title abstract 4
- 238000002360 preparation method Methods 0.000 title abstract 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 abstract 2
- 238000000502 dialysis Methods 0.000 abstract 2
- 239000013543 active substance Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012043 crude product Substances 0.000 abstract 1
- 239000012153 distilled water Substances 0.000 abstract 1
- 239000007850 fluorescent dye Substances 0.000 abstract 1
- 238000004108 freeze drying Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002539 nanocarrier Substances 0.000 abstract 1
- 239000002086 nanomaterial Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 abstract 1
- 235000017557 sodium bicarbonate Nutrition 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical class CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Przedmiotem zgłoszenia jest sposób wytwarzania chitozanu z Rodaminą B przyłączoną za pośrednictwem wiązania estrowego o wzorze ogólnym 1. Sposób ten charakteryzuje się tym, że proces przyłączenia Rodaminy B do chitozanu prowadzi się w trójetapowym procesie, z których pierwszy obejmuje otrzymanie soli p-toluenosulfonowej chitozanu, drugi - przyłączenie Rodaminy B do powstałej soli w warunkach Steglicha w środowisku bezwodnego dimetylosulfotlenku, a trzeci - usunięcie grup p-toluenosulfonych z produktu. Trzeci etap prowadzi się w warunkach dializy wobec 5% wodnego roztworu NaHCO3, a otrzymany surowy produkt izoluje się i oczyszcza się na drodze dializy wobec wody destylowanej i liofilizacji. Związki te zawierają znacznik fluorescencyjny przyłączony wiązaniem estrowym do ugrupowań hydroksylowych chitozanu, które mogą znaleźć zastosowanie do wytwarzania nanostruktur i filmów, m.in. nanonośników dla substancji biologicznie aktywnych, w tym układów teranostycznych i pH-czułych.The subject of the application is a method of producing chitosan with Rhodamine B connected via an ester bond of general formula 1. The method is characterized in that the process of connecting Rhodamine B to chitosan is carried out in a three-stage process, the first of which includes the preparation of p-toluenesulfonate salt of chitosan, - attachment of Rhodamine B to the resulting salt under Steglich conditions in anhydrous dimethylsulfoxide, and the third - removal of p-toluenesulfon groups from the product. The third step is performed under dialysis against 5% aqueous NaHCO3, and the crude product obtained is isolated and purified by dialysis against distilled water and lyophilization. These compounds contain a fluorescent label attached with an ester bond to the hydroxyl groups of chitosan, which can be used for the production of nanostructures and films, including nanocarriers for biologically active substances, including theranostic and pH-sensitive systems.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL431084A PL240031B1 (en) | 2019-09-09 | 2019-09-09 | Method of preparation of chitosan with Rhodamine B bonded via an ester bond |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL431084A PL240031B1 (en) | 2019-09-09 | 2019-09-09 | Method of preparation of chitosan with Rhodamine B bonded via an ester bond |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL431084A1 true PL431084A1 (en) | 2021-03-22 |
| PL240031B1 PL240031B1 (en) | 2022-02-07 |
Family
ID=75107867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL431084A PL240031B1 (en) | 2019-09-09 | 2019-09-09 | Method of preparation of chitosan with Rhodamine B bonded via an ester bond |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL240031B1 (en) |
-
2019
- 2019-09-09 PL PL431084A patent/PL240031B1/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL240031B1 (en) | 2022-02-07 |
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