Optica Applicata, Vol. XIV, No. 2, 1984
Eighteen new laser dyes generating in the visible spectral range
T . Ko tow ski, A . Obzeszko, W . Sk u b isza k, T. Stacewicz
I n s t itu t e o f E x p e r im e n ta l P h y s ic s , W arsaw U n iv e r sity , u l. H o ż a 69, 0 0 -6 8 1 W arszaw a, P o la n d .
J. A. S
ohoka
I n s t itu t e o f F u n d a m e n ta l C h em istry , T ech n ica l U n iv e r sity o f S zczecin , A leja P ia stó w 42, 7 1 -6 5 0 S z c zecin , P o la n d .
The paper presents lasing properties of four series of recently synthetised highly
fluorescent organic dyes. All the investigated dyes are listed in the Table.
Dyes of series A being photostable were synthetised photochemically [1] by
an irradiation of l-phenyl-2-(2-arylethenyl)-3,3-dimethyl-3H-indolium per
chlorate by a medium pressure mercury lamp. Dyes of series B, C and D were
obtained by non-photochemical methods.
Lasing properties of all the dyes have been investigated in a standard ar
rangement [2] of a dye laser pumped by a nitrogen laser with 0.25 MW pulses
of 6 ns FWHM time and 55 Hz repetition rate. The laser dye solution was flow
ing transversely in a compact cell [3]. Since majority of organic glues are not
resistant to the solvents used, our dye cell was sealed with specially developed
inorganic glue [4]. A high dispersion rutile prism [5] served as a tuning elem
ent. The laser resonator outcoupling was 10 %. The output power was measur
ed by a sampling oscilloscope (TINITKA OS-1500) with a fast photodiode
corrected for spectrally flat response. Lasing wavelength was measured by
a prismatic spectroscope. Solvents for the dyes were chosen to maximize their
fluorescence. Concentrations of solutions were adjusted to optimize the laser
output power. The optimal concentrations of dyes were measured in optical
density units (i.e., extinction of 1 cm absorption path of the dye solution)
at the pump laser wavelength (337.1 nm). Optical densities given in Table were
extrapolated from the data for the dye solutions diluted to fall within measuring
range of spectrophotometer used (SPECOED UV-VIS). Dyes A1-A8 and
B1-B7 were dissolved in dichloromethane, dyes Cl, C2, Dl, D2 — in xylene.
Figures a-r show absorption and lasing spectra of the dyes. The laser
output power was measured in arbitrary units with 1.0 corresponding to the
maximum output power obtained for Ehodamine 6G in methanol in the same
laser configuration. In the Table for each group a general chemical name and
for every dye the radicals E are given. Fluorescence quantum yields of the
dyes of the group A, measured by means of an HITACHI HFP-4
spectrofluori-D y e d e n sityO p tical L a sin g M axim al pow er F lu o r e scen ce q u a n tu m y ie ld
S u m m ary form ula M eltin g
p o in t [°C] Reraark8 Code R a d ic a l (R )
ô à i
[n m ] ran ge [n m ] m ax [n m ]
5 -R -7 , 7 -d im e th y l-7 H -in d o lo [1 ,2 -a ] q u in o lin u m p erch lo ra te
A I 4 -d ip h e n y l 46.5 5 2 7 -5 6 6 542 0.078 0.881 C ^ H ^ C I N O , 3 0 0 -3 0 1
A 2 4 -m e th o x y p h e n y l 38.0 5 1 6 -5 5 8 528 0.264 0.976 C2BH 22C 10N 5 2 7 1 -2 7 3
A3 4 -m e th y lo p h e n y l 17.5 4 8 3 -5 5 7 508 0.500 0.668 c26h22c i n o4 2 3 4 -2 3 5
A 4 2 -c h lo r o p h e n y l 21 .5 4 8 0 -5 4 9 503 0.333 0.568 c24h1#c i2n o4 2 4 1 -2 4 2
A 5 4 -flu o ro p h en y l 41 .0 4 8 2 -6 6 7 520 1.130 0.612 C ,1H 10C lF N O 1 2 5 4 -2 5 5
A 6 3 -flu o ro p h en y l 10.0 4 8 4 -5 5 8 512 0.848 0.581 C.,i H laC lF N 0 1 2 9 4 -2 9 5
A7 4 -c h lo r o p h e n y l 27.5 4 8 5 -5 7 5 540 0.863 0.581 CMH1BC l1i r o1 2 4 0 -2 4 3 A 8 3 -ch lo ro p h en y l 16.5 4 8 5 -5 5 5 513 0.776 0.546 C24Hi„C12N 0 4 2 3 9 -2 4 1 l- R - 3 , 3 -d im e th y l-3 H -n a p h to [1 ,8 -c d ] p y ry liu m p erch lo ra te B1 3 -m e th y lo s ty r y l 38.5 6 5 5 -7 0 0 645 0.058 -
^
23^
21^
6^
1 8 7 -1 9 0 u n sta b le B2 4 -m e th y lo s ty r y l 18.0 5 8 5 -7 0 5 648 0.254 -^
23^
21^
5^
1 8 8 -1 9 0 B 3 s t y r y l 9 .0 — 670 — -^
2 2^
19^
6^
^ 2 0 1 -2 0 2 h ig h ly u n sta b le B 4 4 -c h lo r o p h e n y l 2.7 5 5 5 -7 0 2 628 0.712 — 1 7 8 -1 7 8 u n sta b le B 5 4 -m e th y lo p h e n y l 6.0 5 4 2 -6 7 5 595 0.670 . — C21H 1#0 5C1 1 9 4 -1 9 5 u n sta b le B 6 3 -m e th y lo p h e n y l 5.7 5 4 5 -6 8 0 623 0.631 - 1 8 6 -1 8 7 B 7 2 -m e th y lo p h e n y l 3.1 5 3 5 -6 4 0 585 0.945 - C21H 190 5C1 2 0 9 -2 1 0 l-R -2 ,4 -d io x a -3 -d iflu o r o b o r a -p h e n a n th r e n e C l C2 4 -d ie th y la m in o 8 ty r y l 4 -d im e th y la m in o s ty r y l 9.0 8.0 6 0 5 -6 7 0 6 0 2 -6 7 0 650 640 0 .3 9 0 0.212 c23h22b f2n o2 C2i H ,gB F 2N 0 2 1 8 3 -1 8 5 2 0 5 -2 0 6 4 -p h e n y l-6 -R -l,3 -d io x a -2 -d iflu o r o b o r a -b e n z e n e D1 4 -d ie th y la m in o sty r y l 8.0 5 8 0 -6 6 0 630 0.596 ^2i H-2 2B F 2N 0 2 1 6 3 -1 6 4 D 2 4 -d im e th y la m in o s ty r y l 3.0 5 6 5 -6 4 5 615 0.410 ^18^18® F 2NO 2 2 4 5 -2 4 6 ref. [8 ], 2 3 1 -2 3 2 t · K o t o w s k i e t aLetter to the Editor
269
meter and quinine in 0.1 n H2S04 [6] as the standard are quoted according to
So r o k a
[7]. The melting points of the dyes which serve as a simple evaluation
of their purity are also given.
As it is seen from the presented results the output power of some of the
investigated dyes (e.g. A5, A6, A7) is comparable with Ehodamine 6G. Tun
ing ranges of all presented dyes are relatively wide. For the dyes B4, B5, B6
and B7 this range exceeds 100 nm. Unfortunately, some of the dyes of the B
group are unstable; for B3 the lasing range could not be even determined.
The decomposition of this dye was manifested by significant changes in the
absorption spectrum.
S p ectra l p ro p erties o f in v e s tig a te d d y e s. D o tte d lin e — a b so rp tio n (A ), so lid lin e — la ser o u tp u t p ow er (L P) in arb itrary u n its n o rm a lized t o m a x im u m p ow er o f K b 6G in m e th a n o l. T h e arrow sh o w s p u m p w a v e le n g th (337.1 nm )
A cknowledgem ents — W e w o u ld lik e to th a n k D r. K . B . S o ro k a an d D r. J . B o g d a ń sk a from
th e I n s t itu t e o f F u n d a m e n ta l C h em istry o f T ech n ica l U n iv e r s ity o f S zczecin for p ro v id in g u s w ith th e d y e s o f group A [9 -1 1 ] an d B [1 2 ], r e s p e c tiv e ly . T h e d y e s o f g ro u p s C an d D w ere s y n th e tis e d b y one o f th e a u th o rs (J .A .S .).
Letter to the Editor
271
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