Final Comments

My ten week venture in the lab is coming to an end as today marks the end of week #9.  This summer has definitely had it’s ups and downs.  After all this hard work, I definitely feel accomplished.  I was not as successful in my research ventures as I would have hoped, but we have learned A LOT!  There is no way that I could have learned this much by doing research during the semester.  I plan to continue research throughout the year, however it remains very different.  During the summer, I have hours to complete reactions and analysis.  I might have to wait for an occupied machine, but I have time to do that.  Whereas during the year, classes, obligations, and life tend to limit the amount of time I have to spend in the lab.

I am very grateful for the opportunity to spend my second summer doing research here at William and Mary.  I have gained priceless insight and experience throughout my venture.  We wrap up next week only to continue our pursuits during the year.  There is more to be done and more to learn.  One of the most important lessons I have learned is to stay positive and take everything in stride.  You can’t succeed the first, and most often you won’t.  I just try to remember that I will eventually succeed and discover something that no one else has even thought about before.

Busy, Busy, Busy – Learning what to do and what NOT to do

A lot has been happening throughout the past few weeks, both in lab and outside lab.  First, I gave an informal presentation to my lab group; I explained the theory behind my work, detailed what I have learned, and then outlined what we plan to do next.  The next week I headed off to Newport News to take the PCAT for pharmacy school admission.  All the while continuing my research in the lab.

I am quite sorry to say that despite our intense research efforts, we have not been moving forward as hoped.  This does not mean that we haven’t learned anything; it simply means we have learned what not to do.  Regarding the 1,6-dimethoxyphenazine synthesis, we have since stopped pursuing this venture.  One would assume that it would be fairly simple and easy to replicate a published synthesis.  Well as I mentioned previously, this is not the case.  I gave it one last valiant effort and did manage to obtain a pure sample of the desired product.  The total process took me two days to complete.  I reacted, extracted, and chromatographed until I was wiped out.  The final product was highly luminescent and 100% the desired product.  However, the percent yield was 0.55% :(   To make matters worse, this reaction was supposed to be the first step of many.  Therefore, my mentor and I decided to spare our sanity and pursue projects that seem more promising.  Looking back, I realized that the lab received the last reagent needed to start the reaction on my birthday in June.  I had to chuckle a little and say that was definitely my least favorite birthday present.

After moving on from the synthesis reaction, we decided to focus on forming alpha phase AlCuCl4.  For a while it was thought we had successfully created the product.  Although the synthesis was tedious and time consuming, at least it worked right?  Well, a few weeks later, I was rereading some literature and noticed that the product is characterized by a white powder and striking blue luminescence.  My heart sank as I realized our powders were grey and did not exhibit luminescence.  After looking back at the powder pattern, I regretfully admitted that it was not a close enough match; we had not made the AlCuCl4 compound as we had thought.  So it’s back to the drawing board on that one.  Currently, we are trying to alter reaction time, reaction temperature, and reagent amounts in order to obtain the elusive product.

The product then brings me to my current and future work.  It has been shown through literature that AlCuCl4 will capture Carbon Monoxide (CO); as you know this is toxic and can be found in the environment, car exhaust for example.  This insight remains two-fold:  1) we can use the AlCuCl4 as a sensor for CO, and 2) we can use AlCuCl4 to catalyze reactions with capture CO.  For the first consideration, we could make a polymer film and sense the presence of CO in the environment.  For the second consideration, we can hopefully catalyze the uptake of CO in compounds such as hydrazine to make urea.  Hydrazine is a hazardous industrial waste, whereas urea is a common fertilizer.  This process could not only decrease the cost of making urea but also decrease the amount of hydrazine waste.  Other reactions have been considered; however, we need to make AlCuCl4 before experimentation can begin.

In addition to trying to make AlCuCl4, we have been trying to synthesize other materials that will allow facile uptake of CO.  Currently we are working with Copper(I) derivatives, stabilizing ligands, and Poly(4-vinylpyridine) (PVP) to form such complexes.  Initial efforts have proven fairly stable and quite luminescent.  This project has also taught us many things that do NOT work.  For the most part, we are focusing on making stable ligands until a tank of CO arrives.  Efforts to make our own CO proved insufficient.  Although we were making CO, known reactions were proving unsuccessful.  We attempted to bubble CO through a suspension of CuCl.  Our reaction did not show uptake of CO as literature dictates; therefore, we deduced that we must wait for a pressurized tank of pure CO before pursuing future ventures.  Thus, synthesis of catalyzing ligands continues.

Round and Round We Go

So since my last update concerning the lab, we haven’t made much headway – BUT a lot of work has been completed!!!!!!!!  Whoever said that replicating a synthesis published in a chemical journal would be easy definitely LIED.

As for the 1,6-dimethoxyphenazine, we tried following the journal article to a T.  First, we had a problem of the solvent evaporating from the reaction vessel; one such evaporation resulted in organic matter becoming stuck in the joint connecting two pieces of glassware.  Let’s just say it took the careful hand of Professor Pike, an oxygenated flame, and a lot of patience to get the two pieces separated again – oh, and our lab is now short one round bottom flask oops…  So once we finally got the reaction to behave normally, we now needed to remove any unreacted reagents and unwanted byproducts from the solution.  This started out fine – a simple extraction like we learned in Orgo lab.  Your pour in water, which is denser than the reaction solvent.  The two liquids remain separate layers by density and usually by color.  Lucky me, my two layers took on a single dark red color.  Efforts to see the separation line were futile.  So after attempting to dilute one layer to a lighter color with copious amounts of liquid and a little guesswork, I finally had a portion of product that I wanted.  Then came the task of removing the liquid to obtain the final solid product.  In order to do this, I use a rotovap.  This machine creates a vacuum which allows liquids to boil at a lower temperature due to decreased pressure; also the machine allows one to spin and/or heat the mixture in order to further induce boiling.  The vapor then travels up to a cooled portion, where it become a liquid again and falls into another collection flask (separate from the original product portion).  After starting with about 300 mL of liquid, I finished with a minimal amount of solid stuck to the sides of my round bottom flask :(  The little product that resulted was run through a Gas Chromatography/Mass Spectrometry machine.  This machine contains an extremely thin and extremely long capillary tube within.  The injected sample is heated such that it becomes a gas.  Then the ions travel down the capillary tube at different rates depending on unique polarities.  Chemists read the results as a plot of peaks – corresponding to the movement rate and concentration of substance present.  My plot contained a small peak of desired product and a larger peak of a byproduct.  So back to the drawing board…

I decided to use a new search tool I recently learned about – Reaxys.  I found a few articles; my professor and I now have a tweaked plan of action.  We will see what happens next!

My other project with AlCuCl4 seems a little more promising.  I have sealed, heated, and mixed many tube reactions in the past two weeks.  Based on powder diffraction patterns, we feel confident that we have obtained the desired product.  On the other hand, we have determined that this reaction seems relatively time sensitive; the reaction can actually proceed too far.  The product we actually want will start to disappear, while a new substance begins to form.

So these past two weeks, we have had our ups and downs.  I am definitely well aware now that scientific research is no walk in the park.  When at first you don’t succeed, try try again.  Hope I have some good news to share with you next time!