He doesn't, The Dixon brothers "Daryl/Merle" Doesn't exist in the comics, they were created just for the TV Series.
Detective Comics. I believe it was issue number 27.
The first issue of Action Comics appeared in 1938. this is a prized issue of comics because it is the first comic where superman makes an entrance.
the 1st issue of Archie comics was in 1942 ( not sure of the month)
Iron man (Tony Stark) first appeared in Tales of Suspense comics issue 39 in March of 1963 created by Stan Lee.
Spectre made its first appearance in the DC comics series in 1940. Spectre was shown in the "next issue" slip in the January issue of More Fun Comics, and subsequently appeared in the February issue of the comic series in the same year.
Superman
The first issue of Action Comics had a ten cent price and was the first appearance of Superman . Copies of this book are so rare that it is not unusual for this particular issue to sell in excess of a million dollars depending on the condition of the book .
The first appearance of DC Comics character Solomon Grundy was in the October 1944 issue of All-American Comics. His character should not be confused with Sir Solomon Grundy that was part of the Justice Underground.
From the first issue , the 'Bone' comics by Jeff Smith are well written and drawn .
The Spring issue of Batman came out in May 1940 ; this was the first issue in his own book .Batman's first appearance was in Detective Comics # 27 which came out in May of 1939 .
The character Cletus appears in the comic series of Carnage. Cletus is a fictional supervillain. The books are published by Marvel Comics. The character first appeared in The Amazing Spiderman issue #344 in March 1991.
As Captain America's arch nemesis Red Skull has appeared in hundreds of Captain America Comics over the years. His first appearance was Captain America Comics #1.