PL447461A1 - Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton - Google Patents

Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton

Info

Publication number
PL447461A1
PL447461A1 PL447461A PL44746124A PL447461A1 PL 447461 A1 PL447461 A1 PL 447461A1 PL 447461 A PL447461 A PL 447461A PL 44746124 A PL44746124 A PL 44746124A PL 447461 A1 PL447461 A1 PL 447461A1
Authority
PL
Poland
Prior art keywords
benzothiazolylthio
hydrogen atom
heterocyclic
acrylate
obtaining
Prior art date
Application number
PL447461A
Other languages
Polish (pl)
Inventor
Janina Kabatc-Borcz
Agnieszka Skotnicka
Original Assignee
Politechnika Bydgoska Im. Jana I Jędrzeja Śniadeckich
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
Application filed by Politechnika Bydgoska Im. Jana I Jędrzeja Śniadeckich filed Critical Politechnika Bydgoska Im. Jana I Jędrzeja Śniadeckich
Priority to PL447461A priority Critical patent/PL447461A1/en
Publication of PL447461A1 publication Critical patent/PL447461A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/70—Sulfur atoms
    • C07D277/74—Sulfur atoms substituted by carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Przedmiotem zgłoszenia jest sposób otrzymywania heterocyklicznych nienasyconych kopolimeryzujących monomerów akrylowych zawierających szkielet benzotiazolu o wzorze 1, w którym X oznacza atom wodoru lub grupę etoksylową, natomiast Y oznacza atom wodoru lub grupę metylową. Przedmiotem zgłoszenia są metody syntezy: 2-(benzotiazolylotio)etylo akrylanu BTA, 2-(benzotiazolylotio)etylo matakrylanu MBTA_H, 2-(2-(6-etoksybenzotiazolylo)tio)etylo akrylanu BTA_6-OEt, 2-(2-(6-etoksybenzotiazolylo)tio)etylo metakrylanu MBTA_6-OEt. Według istotnych cech wynalazku są to heterocykliczne akrylany i metakrylany. Przykładami odpowiednich pierścieni heterocyklicznych są te, które zawierają atom siarki. Związki te znajdują zastosowanie jako monomery akrylanowe i metakrylanowe w produkcji materiałów optycznych. Z uwagi na wysokie molowe współczynniki refrakcji są one wykorzystywane do otrzymywania powłok polimerowych o wysokim współczynniku załamania światła. Heterocykliczne akrylany i metakrylany otrzymuje się w wyniku reakcji kondensacji odpowiedniej pochodnej 2-(2-benzotiazolylotio)etanolu z chlorkiem kwasu akrylowego. Jest to proces dwuetapowy, który wymaga otrzymania pochodnej 2-(2-benzotiazolylotio)etanolu o wzorze 1, gdzie X oznacza atom wodoru lub grupę etoksylową. Inny sposób wytwarzania akrylanowych pochodnych benzotiazolu to reakcja odpowiedniej pochodnej 2-merkaptobenzotiazolu z 2-chloroetylometakrylanem.The subject of the application is a method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton of formula 1, wherein X is a hydrogen atom or an ethoxy group, and Y is a hydrogen atom or a methyl group. The subject of the application are methods for the synthesis of: 2-(benzothiazolylthio)ethyl acrylate BTA, 2-(benzothiazolylthio)ethyl methacrylate MBTA_H, 2-(2-(6-ethoxybenzothiazolyl)thio)ethyl acrylate BTA_6-OEt, 2-(2-(6-ethoxybenzothiazolyl)thio)ethyl methacrylate MBTA_6-OEt. According to the essential features of the invention, these are heterocyclic acrylates and methacrylates. Examples of suitable heterocyclic rings are those containing a sulfur atom. These compounds find use as acrylate and methacrylate monomers in the production of optical materials. Due to their high molar refractive indices, they are used to obtain polymer coatings with a high refractive index. Heterocyclic acrylates and methacrylates are obtained by condensation of the appropriate 2-(2-benzothiazolylthio)ethanol derivative with acrylic acid chloride. This is a two-step process that requires obtaining the 2-(2-benzothiazolylthio)ethanol derivative of formula 1, where X is a hydrogen atom or an ethoxy group. Another method for preparing acrylate derivatives of benzothiazole is the reaction of the appropriate 2-mercaptobenzothiazole derivative with 2-chloroethylmethacrylate.

PL447461A 2024-01-03 2024-01-03 Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton PL447461A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
PL447461A PL447461A1 (en) 2024-01-03 2024-01-03 Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL447461A PL447461A1 (en) 2024-01-03 2024-01-03 Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton

Publications (1)

Publication Number Publication Date
PL447461A1 true PL447461A1 (en) 2025-07-07

Family

ID=96260898

Family Applications (1)

Application Number Title Priority Date Filing Date
PL447461A PL447461A1 (en) 2024-01-03 2024-01-03 Method for obtaining heterocyclic unsaturated copolymerizable acrylic monomers containing a benzothiazole skeleton

Country Status (1)

Country Link
PL (1) PL447461A1 (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU349693A1 (en) * Б. Д. Саидов, Н. К. Рожкова, А. С. Банк , М. А. Аскаров Институт химии Академии Наук Узбекской ССР METHOD OF OBTAINING UNDERTAINED MERCAPTOTHIAZOL ETHERS
US20050049325A1 (en) * 2003-08-29 2005-03-03 Chisholm Bret Ja Method of making a high refractive index optical management coating and the coating
JP2009186758A (en) * 2008-02-06 2009-08-20 Mitsubishi Chemicals Corp Hologram recording medium and compound
JP2023032499A (en) * 2021-08-27 2023-03-09 共栄社化学株式会社 Sulfur atom-containing (meth)acrylic acid ester and polymer

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SU349693A1 (en) * Б. Д. Саидов, Н. К. Рожкова, А. С. Банк , М. А. Аскаров Институт химии Академии Наук Узбекской ССР METHOD OF OBTAINING UNDERTAINED MERCAPTOTHIAZOL ETHERS
US20050049325A1 (en) * 2003-08-29 2005-03-03 Chisholm Bret Ja Method of making a high refractive index optical management coating and the coating
JP2009186758A (en) * 2008-02-06 2009-08-20 Mitsubishi Chemicals Corp Hologram recording medium and compound
JP2023032499A (en) * 2021-08-27 2023-03-09 共栄社化学株式会社 Sulfur atom-containing (meth)acrylic acid ester and polymer

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