Advances in Photochemistry, Volume 28

Setting the pace for progress and innovation . . . "[Provides] a wealth of information on frontier photochemistry . . . could easily serve as a definitive source of background information for future researchers." --Journal of the American Chemical Society "The overall quality of the series and the timeliness of selections and authors warrants continuation of the series by any library wishing to maintain a first-rate reference series to the literature." --Physics Today ADVANCES IN PHOTOCHEMISTRY More than a simple survey of the current literature, Advances in Photochemistry offers critical evaluations written by internationally recognized experts. These pioneering scientists offer unique and varied points of view of the existing data. Their articles are challenging as well as provocative and are intended to stimulate discussion, promote further research, and encourage new developments in the field. In this volume Hypericin and its Perylene Quinone Analogs: Probing Structure, Dynamics, and Interactions with the Environment --K. DAS, M. HALDER, P. K. CHOWDHURY, J. PARK, Y. ALEXEEV, M. S. GORDON, and J. W. PETRICH Thiophosgene, a Tailor-Made Molecule for Photochemical and Photophysical Studies --DAVID C. MOULE, TAKASHIGE FUJIWARA, and EDWARD C. LIM 1,2-Cycloaddition Reaction of Carbonyl Compounds and Pentaatomic Heterocyclic Compounds --M. D. D'AURIA, L. EMANUELE, and R. RACIOPPI The Invention of Dylux(r) Instant Access Imaging Materials and the Development of Habi Chemistry-A Personal History --ROLF DESSAUER

Douglas C. Neckers is a McMaster Distinguished Research Professor and Executive Director of the Bowling Green State University Center for Photochemical Sciences. He received his PhD from the University of Kansas in 1963, and is the recipient of various awards and honors, including the 1999 InterAmerican Photochemical Society Award for Outstanding Research. His work includes researching and developing new photopolymerization systems and understanding the molecular details of how polymerization occurs after the absorption of light. He has served as Series Editor of Advances in Photochemistry since the publication of Volume 17 in 1992.

William S. Jenks is the editor of Advances in Photochemistry, Volume 28, published by Wiley.

Thomas Wolff is the editor of Advances in Photochemistry, Volume 28, published by Wiley.

Hypericin and Its Perylene Quinone Analogs: Probing Structure, Dynamics, and Interactions with the Environment

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K. DAS, M. HALDER, P.K. CHOWDHURY, J. PARK, Y. ALEXEEV, M.S. GORDON, AND J.W. PETRICH

I. Introduction: Excited-State Intramolecular H-Atom Transfer in Hypericin-Like Perylene Quinones

II. Outstanding Questions Regarding Hypericin-Like Perylene Quinones

A. Ground-State Heterogeneity

1. Recent Theoretical and Computational Approaches

2. Recent Experimental Approaches

B. Are There Multiple H-Atom Transfers in the Perylene Quinones?

C. Identifying the H-Atom Translocation

III. Concluding Remarks

Acknowledgments

References

Thiophosgene: A Tailor-Made Molecule for Photochemical and Photophysical Studies

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DAVID C. MOULE, TAKASHIGE FUJIWARA, AND EDWARD C. LIM

I. Introduction

II. Electronic States

A. Molecular Orbitals and Electron Configurations

B. S0, Ground Electronic State

C. S1 (η,π), First Excited Singlet State

D. T1, First Triplet Electronic State

E. S2, Second Singlet Excited State

III. Photophysical Properties

A. S1 Thiophosgene

B. S2 Thiophosgene

IV. Concluding Remarks

Acknowledgments

References

1,2-Cycloaddition Reaction of Carbonyl Compounds and Pentaatomic Heterocyclic Compounds

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M.D. D'AURIA, L. EMANUELE, AND R. RACIOPPI

Introduction

II. The Paternò-Büchi Reaction on Furan Derivatives

A. Furan

B. Benzofuran

C. 2,3-Dihydrofuran

D. Synthetic Applications

E. Asymmetric Reactions

III. The Paternó-Büchi Reaction on Pentaatomic Heterocycles Different from Furan

A. Thiophene

B. Pyrrole

C. Selenophene

D. Imidazole

E. Thiazole, Isoxazole, Isothiazole

F. Indole

G. Azaindole

H. Possible Explanation of the Observed Reactivity

IV Conclusions

References

The Invention of Dylux® Instant-Access Imaging Materials and the Development of Habi Chemistry-A Personal History

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ROLF DESSAUER

I. Introduction

II. My Background

III. Dessauer at DuPont

IV. We Must Have Done Something Right!

V. The Beginning

A. Lawrence A. Cescon-An Inventor

B. A New Phototropic Substance

C. George R. Coraor-An Inspiring Leader

VI. 1961 Permanent Color

A. What Do You Do with This Stuff?

B. What Is Needed?

C. Kay Looney-A Creative Spectroscopist

D. Radiation Physics Laboratory and Al MacLachlan

E. Chuck Yembrick, Peter Strilko, and Optimization

F. Patents

VII. 1962 Improvements in Technology

A. A New Opportunity-Foot Imaging

B. Optical Printing

C. Proofing?

VIII. 1964 A Higher Speed System

A. HABIs Really Are Photopolymerization Initiators

B. Management Change

IX. 1965 Other Markets

A. Microfilm

B. Cathode Ray Tube Imaging

X. 1966 We Become a Venture

XI. 1967 We Start a Marketing Effort: How Do You Get to the Market, Any Market?

A. Harold Wilbur-The Electrician

B. Point of Sales Opportunity

C. The UVI Movie

D. Another Trip to the West Coast

E. The Name Dylux®

F. More Marketing

G. Large Wall-Screen Displays

1. Project Apollo

2. Boeing

H. Is There a Business Here?

I. Opto-Magnetic Printing

J. How to Get Rich?

XII. 1968 More Marketing Activities

A. W.H. Brady Co. and the Kalograph®

B. John de Campi-An Enthusiastic Marketeer

C. Mattel

XIII. 1969 William S. Wartell: A Dynamic Decision Maker

A. Proofing, for Certain

B. Spring Boston SPSE Meeting

C. What Is So Good about Dylux® Proofpaper?

D. Europe

XIV. 1970 Expansion of Opportunities

A. Military Applications

B. What Is/Was Wrong with Dylux® Proofpaper?

C. Transfer of the Dylux® Venture

XV. 1971 After the Venture A. Photodecoration

XVI. 1972 What Else?

XVII. 1973 Universal Product Code Opportunity

XVIII. 1974 Philip Botsolas: A Breath of Fresh Air

XIX. Progress

A. Dylux® DFF Filter

B. Europe

C. Medical Imaging Systems-["aca" Automatic Clinical Analyze]

XX. 1976 Still More Opportunities

A. GTE-Sylvania Home Office Copier

B. The End of Photodecoration

C. Dylux®-4C Overlay Films

D. Phenidone

XXI. 1977 And Still More Opportunities

A. New HABIs: TCTM-HABI

B. Photomarker® Corp.

C. Miscellaneous Activities

D. J. C. Penney-Inventory Control

E. Tokyo SPSE Meeting

F. X-Raylux: Instructional X-Ray Prints

XXII. 1978 Transitions

A. Another Dual Response System

B. Transfer to the Photo Products Department

XXIII. 1979 Black Dylux® 535 Proofpaper

XXIV. 1981 Add-On Toning

XXV. 1983 A New Wind Blows

XXVI. 1984 China

XXVII. 1984-2004

A. Xeroprinting

B. Photoimaging, Ltd.

C. Competition

D. Commercial Products

E. Watermarks

F. Thermal Dylux® Proofpaper

G. HABIs in Photopolymer Products

H. The HABI Literature

I. Could We Have Done Better?

J. HABI Statistics

Acknowledgments

Rewards and Awards

Index

263

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Cumulative Index, Volumes 1-28

277

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Advances in Photochemistry, Volume 28

Summary

Author Biography

Table of Contents

Supplemental Materials