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Photochromic polymers

A photochromic and polymer technology, applied in the direction of color-changing fluorescent materials, optics, optical components, etc., can solve the problem of reducing attractiveness in industrial production

Active Publication Date: 2014-02-19
詹姆斯罗宾逊特种原料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Another problem we found with siloxane photochromic polymers is that they are prone to acid degradation, requiring special synthesis methods, which makes them less attractive for industrial production

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1 and 2

[0292]

[0293] step 1:

[0294] Polycaprolactone diol (1.02g, average M W =2,000), succinic anhydride (0.153g), triethylamine (0.21mL) and 4-dimethylaminopyridine (0.25g) were combined in anhydrous dichloromethane (about 10rnL), then heated at 35°C for 2 Hour. Poly(ethylene glycol) monomethyl ether (0.18 g, average MW=350) was added, and the mixture was stirred for another 20 minutes. The solvent was evaporated in vacuo, the residue was dissolved in diethyl ether and washed three times with dilute HCl followed by brine. Using MgSO 4 The organic layer was dried and filtered through a plug of silica gel. The solvent was evaporated under vacuum to give the product polycaprolactone disuccinate as a waxy solid (0.341 g). A second crop was washed from the silica gel plug with ethyl acetate (0.272 g). The first batch of products passed 1 Analysis by H NMR gave a calculated average molecular weight of 2,560 (n PCL = 19.8). This material was used in the next step.

[0295...

Embodiment 2

[0301] pass 1 HNMR analysis of the two components confirmed their structures as naphthofuran-terminated polycaprolactone conjugates with average molecular weights of 2,685 (n PCL =11.4) and 4,146 (n PCL = 24.2), calculated from the integration of resonance peaks of selected polymers and naphthofuran end groups.

Embodiment 3

[0303]

[0304] step 1:

[0305] Poly(diethylene glycol adipate) (0.945 g, polyester diol, average MW = 2,761) was mixed with succinic anhydride (0.096 g), triethylamine (0.13 mL) and 4-dimethyl Aminopyridine (0.015 g) was combined in anhydrous dichloromethane (ca. 5 mL), and the mixture was heated at 35° C. for 1 hour. Poly(ethylene glycol)-300 (0.096 g) was added, and the mixture was stirred for an additional 10 minutes. The solvent was evaporated in vacuo, the residue was dissolved in EtOAc and washed three times with dilute HCl followed by brine. Using MgSO 4 The organic layer was dried, filtered, and the solvent was evaporated under vacuum to give the product poly(diethylene glycol adipate) disuccinate as a viscous colorless oil. pass 1 H NMR (CDCl 3 ) analysis indicated that the reaction was complete, and the calculated average molecular weight was 3,047 (n PDGA = 12.7).

[0306]

[0307] Step 2:

[0308] Poly(diethylene glycol adipate) disuccinate (0.274 g...

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Abstract

A photochromic polymer comprising at least two photochromic moieties linked by a straight or branched chain polymer selected from the group consisting of a homo-polyester, a co-polyester, and a co-polyester-polyether.

Description

technical field [0001] This application claims priority from US Provisional Patent Application 61 / 492,831, the contents of which are incorporated herein by reference. The present invention relates to photochromic polymers, in particular to linear or branched polymers comprising polyester polymers linked to at least two photochromic moieties, and to polymer combinations comprising a host polymer and a photochromic polymer and a method for preparing a photochromic polymer and a polymer composition comprising the photochromic polymer. Background technique [0002] Photochromism is a property that has been used for many years to produce articles that transmit light. A compound is said to be photochromic if it changes color when irradiated and returns to its original color when the irradiance ceases. The use of photochromic materials in the production of spectacle lenses is particularly advantageous because it enables the efficiency of filtering radiation to vary with the inten...

Claims

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Application Information

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IPC IPC(8): C08G63/00C08G63/08C08G63/12C08G65/00C08G65/04C08G65/329G02B1/00G02B5/23C09K9/02
CPCG02B1/041G02B5/23C09K2211/1475C08G63/6854C08L67/00C08G63/12C09K9/02C09K2211/1466C08G63/08C08G63/16C08G63/685G02B1/04G02B1/043
Inventor R.A.伊万斯N.马利克I.J.达格利
Owner 詹姆斯罗宾逊特种原料有限公司
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